COLUMN

[Entrepreneur Interview #17] Takahiro Kato (Faithful) – Part 2

  • Interview
2026.03.17

“Leaning in closely to the vision of business leaders”
Realizing a Venture Ecosystem through M&A

D-POPS GROUP has 25 group companies that we call partners (at the time of publication).

For this article, we interviewed Takahiro Kato, the Managing Director, Operating Officer, and Corporate Planning Head of D-POPS GROUP Co., Ltd., as well as Co-President of Faithful Corporation, one of D-POPS GROUP’s first member companies. (This interview was conducted in December 2025.)

This is the latter part of the interview. To read the first part, click the link below.
https://d-pops-group.co.jp/en/column/faithful-interview-first-part/

◆Keeping Busy as the Head of M&A

Sugihara:
On the other hand, you continue to serve concurrently as the head of M&A. Regarding the weight of your responsibilities, how do you balance your role as President of Faithful with your M&A duties?

Kato:
The pressure of M&A occupies over 90% of my heart and mind, but what takes up more of my time is Faithful’s business operations.

This is especially because I started as a complete amateur with M&A. Because there are so many buyers in the market these days, good deals won’t just come around if you simply sit and wait.

Sugihara:
How did you manage to start accumulating deals when you didn’t even have any connections?

Kato:
I certainly wasn’t a very pretty sight during my first year. I attended every M&A seminar I could find, but those are usually designed to attract sellers. However, I made a point of sitting in the very front row, asking question after question, and at the end, I would approach them head-on and awkwardly ask to become friends with those agencies.

I would also boldly crash social gatherings even though I didn’t know anyone, and gradually, I began to get close to some people. After a solid year of relentlessly repeating this process of relationship-building, I finally connected with our first deal: graphD.

Sugihara:
Looking back at your core business at the time, wasn’t it a little unexpected to take on a new industry with graphD for your very first M&A deal?

Kato:
I think you’re exactly right. There were concerns that we would be spreading our domains a bit too thin with that first M&A. When I first proposed the deal, President Goto wasn’t very keen on it either.

However, the situation suddenly changed in a funny way. One of our major clients, a telecommunications carrier, gave us very positive feedback, saying, “Partnering with a company strong in POP production would be a very interesting move.” That’s when President Goto said, “Maybe this is a good idea after all.”
(Note: POP = Point of Purchase, i.e., advertising materials for sales promotion.)

But it gets even crazier after that! It turns out that back when Mr. Watanabe—who would later become D-POPS GROUP’s Managing Executive Officer—was still at Yodobashi Camera, he gave the advice, “Starting a POP company like this will be good, and it’ll make business come around more smoothly.” And that’s how graphD was founded!

Sugihara:
Such a wonderfully small world!

Kato:
At that time, I had absolutely no connection with Mr. Watanabe. Without knowing any of that background, I proposed it simply as a deal I had found by myself. When I discovered the facts later, it felt like the dots were finally connecting into a line.

Looking back over my 20 years here, there have been many such chaotic or coincidental events, but now I truly feel that each piece of the puzzle has come together to form the current shape of the group.

◆The Importance of People for D-POPS GROUP’s Style of M&A

Sugihara:
From the acquisition of graphD, I believe about 15 companies have joined D-POPS GROUP since then. Behind the scenes of closing that many deals, you must have been examining a vast number of projects.

Kato:
Yes, it’s more than I can count, ha ha. If I were to list out the cases for this year alone, I’ve inspected somewhere between 300 and 400.

M&A agencies often tell me, “There’s absolutely no other company with conditions like yours.” For example, I set high standards, such as profitable companies with annual sales of 1 billion yen or more, and they tell me such excellent deals won’t just come rolling by. Nevertheless, we’re going to keep on narrowing down the potential candidates to only the truly valuable ones.

Sugihara:
Out of those 300 to 400 cases that you examine, how many proceed to an actual interview?

Kato:
Only a very few hand-picked enterprises proceed to the interview stage. However, I believe that the selection process itself is extremely important.

Sugihara:
Among that vast number of projects, what criteria or standpoints do you have for deciding whether to meet with someone?

Kato:
Intermediaries often ask me to provide specific company names or industries, but that’s actually difficult to do.

The current challenges that are brought up at D-POPS GROUP’s board meetings, and the existing resources we possess: where these two intersect is our criterion for evaluation. When a group ecosystem becomes as developed as ours, if you map out industry areas represented by our companies, most are already filled. So how do you look for gaps? Although cases that are too far from our areas are out of the question, I think a vertical integration model that can only complement our existing businesses is not enough.

It’s not just about acquiring the competition and increasing the scale of our company, it’s about whether or not we can imagine a specific M&A opening up interesting future developments when combined with our current business. I always evaluate a case according to whether or not the company in question would fit within the vision we have for our future and create new value in a multi-dimensional way.

Sugihara:
Suppose you do find a project that fills a missing piece or gap in D-POPS GROUP’s portfolio. After it passes the document review and you meet the CEO in person, what other areas are being checked?

Kato:
Above all, we place extreme importance on whether their atmosphere and culture match those of our other group companies. Even if the industry is different or they don’t use the exact same words as us, as long as our underlying values are the same, we can respect each other. We value that sort of instinct. On the other hand, people who take a one-sided approach to conversation from the very beginning are difficult to work with.

One particular thing I watch out for during interviews is whether they’re at a “presentation ceiling”, so to speak. By that, I mean putting on makeup to make themselves look better just for the interview. But I can see through that. There have been cases in the past where that makeup peeled off during the Due Diligence (DD) process, and the deal fell through.

Sugihara:
What specific steps do you take to discern that?

Kato:
We never conduct a so-called “stress interview”. We’re more interested in listening to each other’s dreams and figuring out if we can possibly enjoy a future together. To decide this, we usually meet twice. The first time is with me alone, and the second time is a deeper discussion with President Goto. However, there are many things you can’t see from just talking about theories, so we make it a point to have dinner together, as well.

The words that slip out when someone has had a drink, the passion they show when talking about dreams…once you finally break into those deep conversations, you will see a person’s true self.

President Goto’s interviews and dinner meetings are usually over three hours long. He intentionally takes that much time to deeply understand people’s backgrounds. While transmitting that level of intensity, we ultimately judge based on the essentially human question: “Do we want to create the future together with this person?”

Sugihara:
Among the M&A deals you’ve handled so far, are there any cases that were particularly memorable or challenging?

Kato:
Our M&A strategy is based on the policy of supporting business owners’ growth, so it is very rare for founders to exit their companies after their acquisition. In principle, our style is to have founders join our group and run together with us toward growth. That is precisely why, in the few cases where founders do exit their companies after joining D-POPS GROUP, the messages regarding the vision they’ve entrusted to us leave a very strong impression.

Even after the acquisition, I want those people to never stop thinking, “I’m so glad I entrusted my business to this group back then.” It is my absolute duty to take the baton and grow that business even further with our new partners, and I feel this responsibility more strongly than anyone else.

Sugihara:
On the other hand, have there been cases where you were forced to make a painful decision?

Kato:
Yes. I still ask myself from time to time whether we made the right decision regarding one company we had acquired, and then ultimately sold to another company.

From a business perspective—making an administrative decision, or in the sense of gaining a return on investment—that may have been the right choice at the time. However, my style is to enter the other person’s world and walk alongside them until closing out the deal, and valuing their feelings all the while. Because I care about individual companies as much as I cared about our individual stores, I still have lingering regrets about that one case.

Sugihara:
Precisely because you value people that much, people choose D-POPS GROUP for reasons beyond just the monetary value.

Kato:
Exactly. I don’t think the acquisition prices we offer are the highest compared to other companies. In fact, it’s more often not the case. However, CEOs will hand over their companies to us and say, “I’ll leave it to you.”

Because they don’t choose us just for the money, I feel the weight of responsibility for their entrusted vision even more heavily. I believe my mission as the M&A lead is to coordinate within the group to see that their trust produces results.

Sugihara:
You mentioned that in extraordinarily rare cases, founders pass the baton of their business to D-POPS GROUP and then step down. I heard that sellers usually don’t explicitly state their desire for how you should grow their companies, but in your position, how do you respond to that kind of expectation?

Kato:
Those expectations aren’t directly spoken in words. However, in the process leading up to them choosing us, I always make sure to ask, “Why did you decide not to go with another company?” Along with the details that we get through the intermediary agencies, I see that accumulation of information as the CEO’s feelings that they couldn’t express out loud, so I make sure to place high value on it.

What always gives me the greatest impression is the dinner that serves as a ceremony for passing the baton. The CEO will say to the employees who are staying with the company, “Thank you for everything. From now on, within this group, continue to do your best!” Those words are a testament of trust in us, effectively saying, “You’ll be fine with these people.” Coming on the back of that kind of moment, I feel a powerful sense of responsibility that I absolutely cannot ever betray those people.

◆The “Flow of Energy” that President Goto Values

Sugihara:
When it comes to the M&A process, has anything President Goto said left an impression on you?

Kato:
It would have to be one phrase: “The flow of energy is bad”. This is the toughest thing to deal with, ha ha. The intermediary agencies will work desperately to find the kind of deal that might only come around once a year or so, and we’ll reach a certain point. But if President Goto says, “The flow of energy is bad”...there’s simply nothing we can say to that, ha ha!

Sugihara:
When you investigate a case yourself and then propose it, only to be told such a thing, is it hard for you to accept that?

Kato:
To be honest, in the past, I really couldn’t accept it at all. Back then, I was only looking at the numerical aspects, group synergy, and positioning in the industry, but now I think I was completely missing the essential human element.

But after doing my homework many times, I’ve gradually come to a place of understanding. I’m able to realize, “Ah, this must be what President Goto was concerned about!” Nowadays, our intuitions are much more likely to align. Although, there are still some times I feel disappointed when a project I’m personally attached to gets rejected, ha ha.

Sugihara:
Besides the flow of energy, what other perspectives do you feel President Goto has regarding finances or business performance?

Kato:
I think President Goto keeps the sharpest eye on how other leaders make intentional decisions.

He often says, “A stack of blocks doesn’t grow just because one block stands out.” He means one person doesn’t need to be the top in everything. On the other hand, as Corporate Planning Head, I take pride in the fact that I’ve worked quite hard to make sure I’m not a burden to our group.

I’ve been given responsibility for practical numbers and for negotiating M&A terms, but for the highest level of decision-making that happens in our board meetings, the board members’ perspectives are also crucial. For large cases, President Goto personally holds preliminary discussions with President Naito and Chairman Semmoto to thoroughly bounce ideas off of them. I incorporate the feedback from that coordination process into our business plans and M&A contracts. After going through such a rigorous process, those CEOs and their businesses finally become our colleagues and join the list of our group companies and investment portfolio companies.

Sugihara:
After handling M&A for this many years, what is the moment that made you feel the most fulfilled?

Kato:
For most entrepreneurs, an M&A is a once-in-a-lifetime, high-stakes endeavor into which they’ve poured their very lives. To be present at such a critical juncture is truly an honor.

Actually, everything I’ve done here at D-POPS GROUP stems from an ambition I’ve held since before I even joined that accounting firm: the desire to stand by and support the visions of entrepreneurs. Now, being able to support life-altering decisions through M&A makes me feel like I am right at the core of my professional purpose.

Sugihara:
You hold the major dual responsibilities of being Faithful’s CEO and the head of M&A for the entire group. Is there anything you have to keep in mind while wearing those two hats?

Kato:
After becoming a company president myself, my respect for the CEOs of our other group companies has grown even stronger. I don’t think I would have ever truly grasped this feeling if I had remained only in charge of M&A.

You can’t feel the true challenges and the sense of loneliness that comes with being a leader until you become one yourself. Back when I first joined and was focused on launching the administrative office, the staff working in the stores sometimes looked at me coldly, thinking, “Who does this ‘executive candidate’ think he is?” But now, having the perspective of a business owner, I understand how to bridge the gap between different departments and standpoints.

I can have a bird’s-eye view of the group as a whole, while also handling the management of a customer-facing business. That sort of environment is an extreme luxury, and it’s a challenge I find deeply rewarding.

Sugihara:
In your busy life with multiple roles, how do you balance your professional life with your private life, and what do you value most in life?

Kato:
One of the major catalysts for me aiming to become a CEO was joining Entrepreneurs’ Organization (EO). Ever since I joined the company around 2007, my mentors would tell me that EO is an incredible place, and I started aspiring to get there someday.

What I learned there wasn’t just management know-how; it was something more fundamental, like a philosophy of life. “We have to face the reality that all people eventually die. How do you want to meet your end?” I often have opportunities to talk deeply with my EO colleagues about topics like that.

My hope is that at the end of my life, my companions and I can look back and say, “We really worked hard back then.” Expanding this circle of gratitude has become my life’s guiding principle.

On a personal note, I’m still very close to my wife, whom I met when I was 19, and this year marks our 30th year together. Having a peaceful family life is a huge support for me.

My personal life hasn't always been smooth sailing. At age 41, I suffered from cancer, and then developed a complication that occurs in only one in a million people. Just the other day, my doctor told me, “You don't need to take medication anymore,” so my battle with that illness has finally settled down, and I feel a sense of relief. It is precisely because of this experience that the importance of family and companions has truly hit home.

By becoming ill and learning my own weakness, I feel that the words ‘integrity, humility, and gratitude’ are finally all connected inside me. From now on, just as I was supported by others, I want to be the kind of person who can be a support for someone else.

◆On “Realizing a Venture Ecosystem”

Sugihara:
D-POPS GROUP aims to realize a Venture Ecosystem. What parts of this goal resonate most with you? Are there any specific mindsets or activities you focus on while building this ecosystem together?

Kato:
Actually, during my job interview 20 years ago, President Goto spent three hours passionately talking to me about his concept for a department store. The idea was to have a cafe, a mobile phone shop, and a perfume shop all within the same building. He said it would be amazing if they could create synergistic effects to generate customer satisfaction.

While the exact shape of that has changed, I believe that was the prototype of the Venture Ecosystem we are aiming for today.

Twenty years have passed and our business model has evolved, but the underlying desire to “create delight and brightness for people” has not changed at all. In the past, it felt like our work was about survival plus a little extra, but now we have gained enough momentum to influence society more broadly, such as through educational support. I can feel that advancement firsthand.

Sugihara:
What do you intentionally do every day to make the Ecosystem even stronger?

Kato:
Almost like clockwork, a difficult situation has occurred roughly every five years, ha ha. But no matter whether we have a serious storm or smooth sailing, I stay focused on three things we have championed for a long time: stand your ground, never stop challenging yourself, and grow at triple speed.

The delight and brightness found in our company name (D-POPS stands for Dream–Produce One’s Pleasure and Shining) can never be created by maintaining the status quo. We apply a comfortable amount of stretch to ourselves and work together to take on lofty goals that at first seem impossible. That process of challenging ourselves creates triple-speed growth, which ultimately leads to someone else’s delight and our own brightness.

To me, the act of keeping this cycle going builds up our Ecosystem.

◆5-year Vision

Sugihara:
Where do you see yourself and Faithful five years from now?

Kato:
I want to reach the level that when someone hears the term ‘direct marketing’ within the context of D-POPS GROUP, he or she will immediately think of Faithful (URIZO).

For nearly the first 10 years after joining, I was responsible for financial strategy, and in the period since then, I’ve handled M&A strategy. If I can firmly establish marketing strategy as a third pillar, I believe I can make a significant contribution as a foundation for the group. My ideal is for the next person who takes over the systems I’ve built to polish them and make them even stronger.

Sugihara:
Will the newly added service, URIZO, be the key going forward?

Kato:
Yes, I want to ensure it is seen as the key. This business, which we took over from a subsidiary of a listed company in 2024, plays an extremely important role in the overall marketing strategy of the group. It is still in the seed stage, but my current mission is to grow it into a large sprout as quickly as possible.

Sugihara:
With the spread of AI, the nature of marketing is changing. What challenges do you see up ahead?

Kato:
We live in an age where anyone can easily obtain primary information and launch marketing measures using AI. That is exactly why it’s absolutely necessary to differentiate ourselves by doing what AI cannot mimic.

I feel there is a literacy gap here similar to what we saw with mobile phones in the past. As digital becomes more prevalent, analog marketing such as mailing out letters attracts attention again, and proposals that carry human emotion rather than being left entirely to AI will gain value. It’s about the multiplication of the latest tools with human ingenuity and passion. I believe the battle from here on out will be determined by how we combine those two.

Sugihara:
Finally, do you have a message for those reading this article?

Kato:
Looking back on my experiences, my major failures leave a stronger impression than my successes. Even so, I learned from those failures, was given another chance, managed to fix those mistakes, and created things that made people happy. For me, one important aspect of this group’s corporate culture is getting a second chance, or many chances, so one can try again and again. I want to continue challenging myself without fear of failure and create new, enjoyable experiences that bring value to the group. If reading this article increases the number of colleagues who resonate with our Ecosystem, I couldn’t be happier. Let’s have fun challenging ourselves and change the world together!

Interview conducted by D-POPS GROUP’s advisor Genta Sugihara.

D-POPS GROUP Co., Ltd.

Managing Director, Operating Officer, and Corporate Planning Head Takahiro Kato

Faithful Corporation

Company Co-President: Takahiro Kato
Address: 32F Shibuya Hikarie Building, 2-21-1 Shibuya, Shibuya-ku, Tokyo

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After working at Mitsubishi Corporation and obtaining a MBA from Harvard, he worked as a director at a US venture capital firm. After returning to Japan, he founded LocationValue Co., Ltd., and sold it to NTT DOCOMO. After serving as the managing director for Android at Google, he founded Smartround Inc. in 2018. In 2022, he established the Startup Association of Japan and became its Representative Director. He works on developing Japan’s startup ecosystem, and was even involved in the compilation of the “Startup Development Five-year Plan”. Startup Association of Japan: https://www.startup-kyokai.org/ Smartround Inc.: https://jp.smartround.com/corporate ◆“There Were Almost No Entrepreneurs”: A Strange Advisory Committee Led to the Establishment of an Organization Sugihara: First, could you tell us the background of how you established this Startup Association four years ago in February 2022? Sunagawa: Originally, before joining Google, I was running a startup called “LocationValue”, and before that, I worked at an independent VC (venture capital) firm in the US, so I have been involved with startups in various positions. When I came back to Japan and was managing a startup, there were many times when I thought that entrepreneurship here looked strange. The current Companies Act was enacted in 2006, so when I started my company in 2005, companies at that time had to follow the old commercial code. The law itself was written in katakana and was very hard to read, and moreover, the concept of preferred stock like we have now was not established. Therefore, we had no choice but to receive investment from VC through ordinary shares, and to avoid that associated risks, buyback clauses had to be included. Although the Companies Act was enacted in 2006, it was around 2010 when preferred stock started to be used in earnest. I am one of the rare individuals who have experienced business management both from before and after that transition period. Because of my background, a person named Ishii, who was a director at the Ministry of Economy, Trade and Industry at the time, reached out to me at some point in 2019 or 2020. Director Ishii said, “You seem to know a lot about the contents of investment contracts, so would you join our advisory committee?” However, when I went there, virtually everyone was from academia or VC, and there were almost no entrepreneurs. I thought, “Even though we are discussing startup investment contracts, why are there so few people here who are actually from a startup?” The investing side and the side receiving the investment have conflicting interests. For example, at the time of an M&A, it always becomes a talk about who takes more, so an investment contract is a very delicate thing. I told that to Director Ishii, who said to me, “I just didn’t know who to approach.” That became my inspiration to establish an organization. However, it took time from there. I had to gather partners, and I also had my own job. Even figuring out how to make a general incorporated association was a matter of trial and error, and the preparations took time. Sugihara: At that time, you had already started your own company too, right? Sunagawa: I had started Smartround Inc. in 2018, and we had just launched services in 2019. Sugihara: Even so, when you presented your awareness of the problem at the advisory committee, you were told, “Why don’t you make it?”, and it was pretty much decided for you. Did you have a “Well, somebody’s gotta do it” sort of attitude? Sunagawa: Exactly. Thankfully, since I had successfully exited my first startup, I am not in much trouble financially. And since that’s the case, it’s natural to start thinking about what I can do for the next generation. That’s my philosophy behind Smartround, too. Smartround is a service that helps to optimize operating within the rules, but if the rules themselves are not good, there is nothing we can do. So the idea is to make sure the rules are properly fixed. ◆“Policy Recommendation”: The Only Thing They’re Really Doing Sugihara: On your association’s website, if one looks at the details of what your various working groups are up to, and what external collaborations are going on, it’s clear that in a wide range of areas, you are participating in commissions and events, as well as publishing reports. What area do you focus on the most? Sunagawa: What we are focusing on is policy recommendation, and you should think of that as all we’re really doing. Everything else we do is more like an accompaniment to that. Honestly, I think policy recommendation is everything. Our mission is “to evolve Japan into the ‘world’s best environment for startups’ through providing mutual aid for startups”. And since we are aiming to create the most startup-friendly ecosystem in the world, we definitely have to change the rules. Sugihara: When you make policies that benefit startups, do you get agreement from investors? Sunagawa: Naturally, they agree. The reason is clear. When many startups are born and successful startups appear, VCs can take the upside. If the number of startups in Japan decreases and they cannot get on a growth track, the VC industry cannot hold itself up. So, our interests clearly align there. Sugihara: At the same time, even if it’s unintentional, is there also the angle that you’re trying to reduce Japanese society’s emphasis on large companies? Sunagawa: I think large companies still have a role to play. I was also at Mitsubishi Corporation, and I still love their company. There are things that only large corporations are able to do, like building infrastructure, implementing energy policies, or excavating for rare earth materials. So that is how the roles are shared. However, startups are better when it comes to driving innovation and creating seeds from scratch. For example, if you ask whether a large company can introduce totally new AI technologies in parallel at the same time and throw all their internal information into them, they absolutely cannot do it due to security reasons. On the other hand, startups can. What’s different is their agility. ◆Only Startup Executives Allowed: Strengths and “PTA-like Difficulties” Sugihara: As the founder of Smartround, you yourself are managing a startup, but I believe all of the other board members are also managing startups. What are the strengths of a support organization run by entrepreneurs? And, for that matter, what challenges or difficulties are there? Sunagawa: Both the weaknesses and the strengths come down to the fact that it is operated only by startups. We require that our regular members are also startup executives. No one else is allowed to become a regular member. Sugihara: How do you define a startup? Sunagawa: That is a difficult question. There is no clear definition anywhere in the world, so we have to evaluate each company one by one to see if it’s aiming for and actually attaining rapid growth. For example, a company that has been doing contract development for a long time but newly created its own product and grew rapidly is a startup. And a company that has just been established and does not have a product yet, but aims to go public, is also a startup. Sugihara: The fact that it is an organization led solely by startups is a feature, a strength, and also a challenge. What is that challenge? Sunagawa: You’re totally right. Because everyone has their own main business, there are differences in the time and passion they can dedicate to this activity. I often tell people to imagine it being like a school PTA (Parent-Teacher Association). Since everyone is a business executive, there is no hierarchical relationship, and decision-making is also very difficult. Everyone’s business domains are also scattered, and since they are all executives, they have solid opinions, but their ranges of interest are often different. What I do not want people to misunderstand is that we do not think we are an organization representing 25,000 startups. That is impossible, and in the first place, there is no need to represent people who have no interest at all. I think it’s more about how to adjust opinions among the people who participate because they want to improve rule-making and the overall startup ecosystem. Also, people may wonder what to do if a competitor of your company is in the organization, but even in the Federation of Economic Organizations, everyone is competing, so it is the same story. However, in our case, we concentrate only on raising the level of the overall ecosystem, so it is not about benefiting only one specific company, but we mainly make policy recommendations on things that benefit the whole. Sugihara: If it is an organization within the same industry, it is easy to face the same direction, but the Startup Association is not like that. Sunagawa: That’s right. But even though our industries are different, we can unite in the sense of making policies that allow startups to properly thrive. We do not have discussions specialized to certain industries or business types, so if we want to do that kind of thing, we take the form of doing it jointly with other related organizations, such as the Fintech Association or the Sharing Economy Association, for example. We do not take the lead ourselves; we cooperate with them in the direction they’re going. Otherwise, things just don’t go anywhere. ◆To Prevent Repeating Common Mistakes: A System of Off-the-Record Meetings Sugihara: Your association’s statement of purpose says, “Unless they are serial entrepreneurs, startup executives tend to repeat the same common mistakes as senior executives.” How do you prevent people from repeating those same mistakes? Sunagawa: There are all kinds of common mistakes, but I’m most knowledgeable in the area of financing policies. For example, if you accept a demand like “We will give you 5 million yen, so give us 50% of the company’s stock”, you won’t be able to continue fundraising after that. But if you know nothing, you would think, “They’re giving me 5 million whole yen! So that demand must be reasonable,” even though reality is different. Another mistake is that the knowledge gained by predecessors is not passed down. One difficult trait of the Startup Association is that members eventually “graduate”. When they go public or get acquired, they are no longer startups. Since we gathered together in such a loose framework, not many people intentionally try to do something for another person. Rather, most have the mindset of trying to outsmart other members, so solidarity tends to be weak. What we’re aiming for is to reverse that cycle. With that in mind—and by the way, we don’t usually mention this to outsiders—one thing we do which is very popular among our members is holding meetings off the record. The kinds of things that can never be said from a public stage happen to startups all the time, right? Matters that are practically life and death, too. By sharing those with everyone, we make it possible to avoid the same failures. Also, things like sharing information using real names, such as “You’d better watch out for investor so-and-so”. Sugihara: This is a great thing. It is often said that business managers are lonely. But by joining this organization, they enter a place where they can share information with peers in the same position. By the way, is there a membership fee? Sunagawa: 1,000 yen per month. Sugihara: No way! That is incredibly cheap! Sunagawa: To be honest, we’re in the red, ha ha. We’re practically at the level of a student club. ◆Changing the Ecosystem by Paying it Forward: The Case of New York’s Transformation Sugihara: Really, it is not about beating someone, and it is fine if everyone succeeds. Even if 1,000 people start businesses, there’s no reason all 1,000 can’t succeed. But if most people have no intention to share their knowledge, they end up like single grains of sand. Sunagawa: There’s a very good example of this. New York City, which used to be a barren land for IT, transformed into the world’s second largest startup city after Silicon Valley, due to one entrepreneur named Kevin Ryan, who made the internet advertising company “DoubleClick” successful and launched prominent companies like MongoDB one after another. With this one great entrepreneur as the starting point, a regional system of paying it forward that circulates mentorship, angel investment, and the production of excellent human resources turned New York into a startup city. What I want to say is that as long as there is such a person, there is a possibility for change. In Japan, despite many people saying “Let’s build another Silicon Valley together”, nobody cooperates with each other, so nothing happens. I think it’s definitely important for someone to engage and shift into gear. Sugihara: The leaders of VC funds on the US side are all originally serial entrepreneurs, aren’t they? Sunagawa: That’s right. In Japan’s case, quite a lot of people who become VCs did so straight out of financial companies, and haven’t started their own businesses before. Furthermore, entrepreneurs here often stay on as president for a long time without stepping down, even after going public. I don’t mean to criticize, but that’s the reality here. On the other hand, in the US, they have a worldview like AOL founder Steve Case, for example. They start teaching and investing in others, which creates an ecosystem. ~To be continued in Part 2~ Interview conducted by D-POPS GROUP’s advisor Genta Sugihara. Next, in the second part of the interview, we discuss: ・Building up a trustworthy reputation recognized by the government ・Stock option reform: a policy proposal that turned scraps of paper into returns ・The honest thoughts of a serial entrepreneur who declared “I’ll quit in three years” on his third day at Google ・And other topics
  • Interview
2026.07.02
[Founder Interview #5] Yuki Nakashima (HR Cloud) – Part 3
Creating a Society that Looks Forward to Tomorrow’s Work: The Path to 10,000 Corporate Clients In Part 1 and Part 2, we brought you the story of President Nakashima’s origins as an entrepreneur, the rapid growth of “Mr. All-in-One Recruiting Manager”, and innovating the recruitment process with the use of AI. This third and final part is about how he overcame the trial of organizational management that started in his company’s founding days, his experience with humanoids at CES, the background of HR Cloud’s relationship with D-POPS GROUP, and his five year vision of connecting with a total of 10,000 corporate clients. ◆The “Biggest Crisis” in the First 5 Years Since Founding: Failure of Organizational Management Sugihara: As you enter your 13th year of operations, what was the biggest crisis you encountered in these past 12 years? Nakashima: Organizational management was a big wall. I started the company knowing almost nothing about management. Thankfully, there were many people who said, “I’ll work together with you” and joined the company, but then after they joined, I couldn’t manage them well at all. I was totally focused on external relations and paid no attention to my employees. Because of that, for the first five years, people kept joining and then quitting, which was heart-breaking. It was totally my fault, though. Sugihara: That was a bigger crisis than when you were 200 million yen in the red, wasn’t it? Nakashima: Yes. When it came to finances, we were able to just barely scrape by as long as I did sales and earned money, because we didn’t have so many employees. The people problem was more mentally and emotionally painful because the same thing kept happening again and again. The thing that caused the greatest change was shifting to culture-based hiring and changing our employee evaluation system to visualize how much they can grow if they work hard. These two things. The situation was beginning to settle down from the 2018 hiring season. My failure was not being able to transition from an individual player to a business manager. Sugihara: Culture fit and designing an evaluation system really are important. The 10 core values and credo displayed at the entrance to your office are all very easy to relate to. Were they made around that time? Nakashima: Yes, but a lot of them have changed since then. We set a management theme for the company every year. Last year’s theme was “Think Positively About the Future”, and the year before that was “One Team”. Many of those yearly themes are added to our credo. ◆100+ Employees: Transmitting Corporate Culture and Training the Next Generation of Executives Sugihara: I heard that 18 employees joined you this April, bringing the total number of your employees to over 100. When companies reach this scale, I think problems will start to appear with passing on corporate culture and maintaining a high speed. What are you doing to prevent those? Nakashima: Just as we were approaching 100 employees, we changed our management hierarchy from three levels to four levels. What I’m doing now is to hold training sessions every month to bring up our next generation of executives. I think that if the culture does not permeate well, the company mindset will eventually slow down. Therefore, I am training about 15 prospective managers on my corporate management philosophies. Sugihara: Do all the employees have opportunities to gather together? Nakashima: We have an award ceremony every month. The flow is a small award ceremony once a month, a big award ceremony once a quarter, and an even bigger award ceremony for the whole year. We hold the monthly award ceremony in this office, and then have a social gathering together afterwards. Sugihara: You reward employees with various types of jobs, right? Not just sales results? Nakashima: Yes, everyone has a chance to win an award. ◆Corporate Values of Honesty, Respect, and Challenge Sugihara: Your website lists ‘honesty’, ‘respect’, and ‘challenge’ as your corporate values. This is extremely similar to the D-POPS GROUP’s value of “Grow and learn together through sincerity, humility, and gratitude.” Please let us know your thoughts or impressions regarding this similarity. Nakashima: Since we have the vision of “creating a society that looks forward to tomorrow’s work,” we want to be a company that places our highest priority on achieving that vision. I want our employees to face their work seriously and enjoy it, and the things that are important for that are honesty, respect, and challenge. After all, if people don’t personally grow through their work, they won’t enjoy it. And in order to grow, they need honesty and humility, and they have to challenge themselves. Also, it is important from the company side to provide a place to take on challenges. Also, when it comes to respect, our company spans many areas like engineering, marketing, sales, customer success, and administration, which means horizontal collaboration is very important. So, we place great importance on giving each other proper respect. We decided on these three values with the sense that we are all working as a team. Sugihara: Listening to you speak made me feel that you are full of honesty and sincerity, and I think that value is communicated to your employees as well. Nakashima: Over the past three years, about 30 employees have joined as new graduates, and only one of them has quit. Sugihara: That is wonderful! Is there anything unique about your hiring criteria? Nakashima: I wouldn’t really call it a hiring criterion, but anyway, the biggest thing is to be teachable and open-minded. No matter how high their skills are and how well they can work, being teachable is the most important thing. ◆The Future of Humanoids Experienced at CES Sugihara: By the way, I heard that you visited CES at the beginning of the year as an observer. What global trends impressed you or caught your attention? Nakashima: Definitely the humanoids presented by Chinese companies. I felt firsthand that when AI is combined on top of robots, the world will change. There were also dog-shaped robots, and they could run amazingly fast. Since they are equipped with sensors and AI, it was too easy to picture them holding guns and being used for war. It is scary to imagine, but I figured this really is what the future might look like. In a broader sense, I could also see humanoids coming into play within the human resources industry. Many of our clients hire blue-collar workers, so in the current labor shortage, it seems like a business that proposes “What about using humanoids instead?” is not out of the question, so I plan to look more into that possibility. Sugihara: I heard you were accompanying D-POPS GROUP’s Chairman Semmoto and President Goto on that trip to CES. I also heard that you played golf with Chairman Semmoto after returning to Japan. What kind of impressions did you have through your interactions with these two veteran business managers? Nakashima: Chairman Semmoto’s words, “Anyway, do something unimaginably huge that benefits society,” really resonated inside me. Also, every time we meet, he asks, “How many years since you founded? What are your sales? How many employees?” and when I answer, he says, “No good at all, huh.” Every time that happens, I feel frustrated, but it always energizes me, too. On the other hand, there are times when he compliments me, saying, “That’s great!” and each time, I feel like working hard again. ◆The Reason for Receiving Investment from D-POPS GROUP Sugihara: For HR Cloud, which is looking to go public in the future, I guess there were many companies interested in investing. Why is it you chose to receive D-POPS GROUP’s investment, and is there anything that makes you particularly glad you received it? Nakashima: There are many. First, the reason I asked him was that President Goto had been supporting me since before I started my company. At the time of founding, my first business was a recruitment agency. President Goto asked me, “How much do you charge to find one person?” When I answered, “It is 800,000 yen,” he replied, “Well then, I’ll ask you to find us five people.” Things at that point were difficult, and money wasn’t circulating at all, so receiving 4 million yen really helped me run the business. And even now, I receive business management advice from President Goto one or two times a year. The advice I receive at those times always deeply touches my heart, and I have a huge debt of gratitude for how many times he helped me. I asked President Goto to invest in my company out of a desire to return that favor. Sugihara: So, it was an investment to return a favor, just as I hear from President Goto sometimes. Nakashima: That’s exactly what it was. I asked him because I wanted to pay him back for all he’s given me. We have not been able to go public yet, so I have not returned the favor completely, but I think I can if HR Cloud keeps growing well and goes public someday. ◆Identifying with the Venture Ecosystem: “I Want to Make Japan Stronger” Sugihara: D-POPS GROUP’s aim is “realizing a Venture Ecosystem”. Do you identify with any part of that? Nakashima: At the very basis of who I am is a desire to “make Japan stronger”. The reason is because I often heard stories about the war from my grandfather, and my grandfather’s younger brother was in a special attack unit, and I had the chance to read his diary that he kept from that time. That impression has stayed strong in my memory, so I definitely want to make Japan stronger. Because I want to make Japan stronger—and this is our thinking behind creating people who look forward to their jobs—that probably connects to this. In the end, I think startups will change Japan, so our Venture Ecosystem, which provides foundational support for these efforts, is something I totally believe in as a means of strengthening Japan. Sugihara: Chairman Semmoto often says this, too, but it is startups that have made Japan big up until now, isn’t it? It is really true that making startups strong and supporting them will certainly lead to making Japan stronger. ◆5-Year Vision: “10,000 Companies” and “Utilization of Big Data” Sugihara: Could you tell us about any new features or services you are preparing to accelerate growth further in the future? Where do you aim to be in 5 years? Nakashima: In five years, I want the number of companies using our system to exceed 10,000, and I want to develop a business that utilizes the big data we get from those 10,000 corporate clients. Because our recruitment platform is being used by 1,800 companies, a considerable amount of data is gathering, and I always get excited about developing an AI business which can put that data to even better use. I think we’re still lacking in the area of human resources necessary for us to get there, so I want to train our employees more thoroughly and create a company with an organizational culture and flexibility that are both strong. Sugihara: So then, your move to this office here in Kioicho last October was a step towards that vision, wasn’t it? Nakashima: The deciding factor for that move was our intention to increase loyalty, both inside and outside the company. Loyalty with customers, and loyalty with our own members. We hold social gatherings and user meetings here, and just last Friday, we invited a sushi chef and held a welcome party for our newly-joined employees. ◆A Message to Our Readers Sugihara: Finally, could you give a message to our readers? Nakashima: It is true for my management life as well, but I think I really could not do it by the power of one person alone. I have only been able to continue running this company until now thanks to the support of many people. We are still a small company, but we have been blessed with various close partners, so I think it is important to rely on what they have to offer, and to form more connections like those. And I think the Venture Ecosystem plays a part in that. I think it’ll be easier to grow if we can make good use of the opportunities we have there. Interview conducted by D-POPS GROUP’s advisor Genta Sugihara. HR Cloud Co., Ltd. Representative: President and CEO Yuki Nakashima Address: 7F Kioicho Park Bldg., 3-6 Kioicho, Chiyoda, Tokyo Established: April 2014 Website: https://hr-cloud.co.jp/
  • Interview
2026.06.26
[Founder Interview #5] Yuki Nakashima (HR Cloud) – Part 2
Reducing HR Workload by 80%: Solving the Three Major Recruiting Problems of Small and Medium-Sized Enterprises In Part 1, we heard why President Nakashima decided to become an entrepreneur, and the details of his journey to starting a company at age 27. In Part 2, we bring you the inside story behind the creation and surprising features of our main service, “Mr. All-in-One Recruiting Manager”, which innovates recruitment through DX (digital transformation). We also learn about the growth strategy that turned the COVID-19 pandemic into a tailwind for HR Cloud, and being at the forefront of AI utilization. ◆Creating a Service to Solve the Three Major Recruiting Problems of Small and Medium-Sized Enterprises Sugihara: You have a mission to become a platform provider in the human resources industry. Specifically, what kind of products do you offer, and for what kind of customers? Nakashima: At this point, we’re providing an AI recruiting agent service for small and medium-sized enterprises (SMEs) that want to hire five or more new graduates. SMEs have three main issues when it comes to recruitment: they cannot attract enough applicants, prospective candidates decline their offers, and they do not have enough dedicated staff. When I was working in sales at Rakuten and Gakujo, every time I talked with owners and HR managers of various SMEs, they all shared these same problems. There were almost no services in the world that could solve these problems directly. Therefore, we started with a recruitment agency business first, and that led to where we are today. Sugihara: So, in addition to recruitment agency services, you were also providing a service where robots and AI automate recruiting tasks. ◆Mr. All-in-One Recruiting Manager — A System that Reduces HR Work by 80% Sugihara: Could you tell us again about your main service, Mr. All-in-One Recruiting Manager? Nakashima: In most companies, HR staff manage recruitment using Excel or spreadsheets. They attract applicants using various platforms like Mynavi, Rikunabi, OfferBox, and other recruitment agencies, as I’m sure you know. They copy the gathered applicant information into an Excel spreadsheet, where they manage thousands of people; checking whether an invitation to an information session was sent, whether someone attended it, collecting questionnaires, sending invitations for the first selection phase…it takes a lot of effort and is very complicated. To make matters worse, they have to send emails or make phone calls to each person individually. After an interview evaluation, they have to ask the interviewer how it went, which creates back-and-forth communication. Recently, many interviews are held online, so once the interview schedule is confirmed, they have to issue and send an online URL...they have to do things like this for thousands of people. Sugihara: True, when you list it like that, it seems like a lot. How do you automate it? Nakashima: First, our system can be managed on the cloud, and it has strong automation features. Once applicant information is added to the interface, Mr. All-in-One Recruiting Manager automatically registers each applicant. Once registered, applicants are automatically invited to the information session. Furthermore, applicants receive that invitation on the LINE messaging app, so they can make a reservation by just tapping the LINE message. When they make a reservation, they receive detailed information about the session, and an online URL is also automatically issued. After the information session ends, the participants receive a questionnaire. On that questionnaire, if students press the button that indicates they want to proceed to the next selection phase, then the next selection invitation is also sent to their LINE. Students complete their reservation for the next selection phase on LINE, and the online URL is sent automatically. It is a system where everything runs without the HR staff doing anything. In fact, this service reduces HR work by 80%. For example, we interviewed one of our clients, BOLD INC., and they recruit 300 new graduates a year with only a single HR staff member. ☆Customer Success Story: BOLD INC. https://www.career-cloud.asia/lp/interview/bold (webpage in Japanese only) You could say that if they recruit 300 people, they must have around 1,000 applicants. That kind of scale would normally be impossible for one HR person. We also use this same service for our own mid-career hiring, and we hire 20 people a year with zero dedicated HR staff. However, there are some things that only HR personnel can do. Interviews and casual meetings are tasks that require a human touch. We built Mr. All-in-One Recruiting Manager with the hope that as it manages all of the other aspects through automatic processes, HR staff can focus on the tasks that only people can do. The above image depicts the various processes Mr. All-in-One Recruiting Manager takes care of automatically, from building an applicant pool and managing candidates to tracking the status of selection and follow-ups. ◆Why the Name “Mr. All-in-One Recruiting Manager” Sugihara: Speaking of which, you gave this service a great name! Mr. All-in-One Recruiting Manager emphasizes the “Mr. Manager” part, and your commercials also give off a highly-approachable impression. What kind of intention is behind this? Nakashima: Thanks! Large companies can use a cool name with foreign loan words, spend a lot of money on advertising, and then the general public will eventually catch onto the name…but we can’t possibly spend that much money. Therefore, I thought it was important that people can understand what the service does just by hearing it once, and that way, it can get popular organically. When people hear “Mr. All-in-One Recruiting Manager”, they can grasp that it’s an all-inclusive, recruitment management system. When the HR staff of various companies are talking with each other and they ask, “What system are you using?” Our clients can immediately answer, “We use Mr. Manager.” If our service’s name had a bunch of loan words, they might say, “Ahh, what was it called, again…?” (Translation note: this service’s original Japanese name is 採用一括かんりくん.) Sugihara: That’s a good point, now that you mention it. Was this your idea, President Nakashima? Nakashima: I have a close surfing buddy who is a senior business owner, and he does a lot for me. I often ask him questions about business management. When I was launching this service, I asked him, “What would be a good name for this service?” He responded, “How about something like, ‘Mr. All-in-One Recruiting Manager’?” He also gave me some valuable advice about my company’s name. It was originally “Roots”, but he advised me, “With a name like that, people won’t get what your company does, so why don’t you change it to something like ‘HR Cloud’?” Sugihara: I think you’re surrounded by wonderful senior business owners like that precisely because you have such a teachable personality. The fact that you immediately adopted his naming suggestions proves it beyond a doubt. ◆The COVID-19 Pandemic as a Turning Point — A Crucial Decision that Caught the Tailwind Sugihara: The number of active accounts for Mr. All-in-One Recruiting Manager has surpassed 1,800 companies. Were there any pivotal moments in reaching this point? Nakashima: First of all, the COVID era was a big one. Up until the pandemic, our service had only grown to about 100 companies. We were not putting much strength into sales, and at that time, we were still focusing on our recruitment agency business, so it pretty much stayed at around 100 companies. Then in 2020, when COVID-19 started spreading, companies reduced their hiring at first, but after that, they realized they still needed to hire, so hiring started to move again. The number of companies doing remote hiring began to increase because of the pandemic. When that happened, they realized they needed to manage recruitment on the cloud to do remote hiring. They started looking for a recruitment management system, and suddenly Mr. All-in-One Recruiting Manager started to get more and more inquiries. At that time, we saw our chance, so we hired a well-known actor to do commercials for us. That’s basically how it went, but there is also a background story. Actually, while doing the recruitment agency business, we had also been investing in our Mr. Manager system for a long time, so we were 200 million yen in debt. Then, just as we were in such a critical situation, COVID-19 came, and our sales from the recruitment agency business were cut in half. Things looked pretty bad. At that time, we were able to get a 200 million yen loan through the government’s safety net program. Then, inquiries for Mr. All-in-One Recruiting Manager started to increase, and I thought, “You know what, let’s bet big on this!”, and we put all of the borrowed 200 million yen towards advertising. For me, it was the biggest gamble of my life. In one year, the number of corporate buyers increased by about 300 all at once, and from there, it has now become 1,800 companies. We also placed advertisements on NewsPicks, and we’re running commercials again. In the past few months, companies are adopting this service at double the pace compared to last year. ◆The Forefront of AI Utilization — Recruiting DX Utilizing ChatGPT and Claude Sugihara: Since last year, you’ve been releasing multiple AI features. “AI Scout” for discovering potential candidates and “Attract AI” for following up with candidates. Is this part of a clear strategy? Nakashima: Oh, yes. It’s about eliminating HR tasks and turning them into hiring results. When we thought about what is necessary to solve the three main problems I mentioned earlier, we realized we must automate HR tasks, which are simply too numerous, using AI and robots. Also, regarding the problem of candidates declining offers, in the first place, HR staff should share proper feedback from interviews along with a warm, caring invitation to the next selection phase. However, most HR staff are too busy, so they cannot easily do it. AI replaces that. We developed this service by focusing on reducing HR work and raising applicants’ interest levels. Sugihara: Were you thinking about this before GenAI was really booming? Nakashima: In terms of RPA (Robotic Process Automation), our system was already one step ahead of other companies. We had many robot functions for automation. However, we had not started on AI at all. Technically, Mr. All-in-One Recruiting Manager sends data to Claude (Anthropic) or ChatGPT in prompt form, and displays the results. The core of this service is that we design those prompts ourselves, and we have the know-how to automatically generate warm messages specialized to lower the rate at which candidates reject offers. ~To be continued in Part 3~ Interview conducted by D-POPS GROUP’s advisor Genta Sugihara. HR Cloud Co., Ltd. Representative: President and CEO Yuki Nakashima Address: 7F Kioicho Park Bldg., 3-6 Kioicho, Chiyoda, Tokyo Established: April 2014 Website: https://hr-cloud.co.jp/ Finally, in the third part of the interview, we discuss: ・Crisis and growth opportunities from creating organizational structure ・Experiencing the future at CES ・Relationship with D-POPS GROUP ・Similarities with a Venture Ecosystem ・And other topics Be sure to check it out here: https://d-pops-group.co.jp/en/column/hrcloud-part3/
  • Interview
2026.06.18
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