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[Founder Interview #2] Shiho Watabe (Shibuya Startups KK) – Part 1

  • Interview
2026.01.22

Creating an Ecosystem that Connects Shibuya with the World!

For this article, we interviewed Shiho Watabe, Chairperson of Shibuya Startups KK, who participated in our company’s Venture Ecosystem Summit 2025 as a speaker.
(This interview was conducted in November 2025.)

◆ Regarding Venture Ecosystem Summit 2025

Sugihara:
Today, we are interviewing Shiho Watabe, Chairperson of Shibuya Startups KK. Thank you for your time!

I also want to say how much I appreciated you taking the stage with me at Venture Ecosystem Summit 2025 on October 2, 2025. Thanks to you, our joint panel and the event as a whole were a great success. You participated in the main event as well as the second-part networking reception, so I was hoping you could share your honest impressions of that day.

Watabe:
The pleasure was mine, really! The summit was full of energy, and I personally had a lot of fun.

My greatest impression from participating in this event was a sense of family-like unity that was unlike anywhere else. I speak at many events regularly, but it’s rare for me to feel such a warm atmosphere. I was really moved by the sense of solidarity and the hand-crafted feel that transcended the usual organizational boundaries, from seeing legends like Dr. Semmoto and former Ambassador Fujisaki, President Goto’s own family in attendance, and even employees from within D-POPS GROUP acting as event staff and distributing lunch boxes.

Also, a major takeaway for me was being able to directly experience the passion of Japanese entrepreneurs. I normally focus on attracting overseas entrepreneurs, so I don’t have as many opportunities to interact deeply with the domestic Japanese ecosystem. It gave me a fresh jolt and made me think, “There are so many interesting startups in Japan, too!”

Another surprise to me was the diversity of the participants. Even though the summit was held only in Japanese, I bumped into an acquaintance of mine who is a foreign entrepreneur living in Japan, and he exclaimed, “Watabe, why are you in such a Japanese place like this?!”, which made me laugh, ha ha.

Despite being framed as a Venture Ecosystem within Japan, it was actually quite open and rich in diversity. Seeing that, I had the firm realization that the underlying spirit is the same one we’re trying to create at Shibuya Startups.

Sugihara:
That’s exactly right. The fact that it was a hand-crafted event prepared over the course of an entire year by President Goto and our company’s staff, without the use of any external event production, is likely what led to that sense of unity.

Actually, we received many comments from participants saying things like, “Despite her brilliant career, Chairperson Watabe is surprisingly natural and approachable” and “She is so radiant, I admire her”. Many people were drawn to your personality in addition to the content of the discussion. How do you feel about this feedback?

Watabe:
I feel totally honored to hear that. But I also don’t think of myself as anything even close to “radiant”, ha ha.

I might seem that way on the outside, but the truth is, I rush through each day with a sense of desperation, as if I am constantly on the edge of a cliff. It’s more like the other way around: when I see all the entrepreneurs who keep taking on challenges, they look dazzling to me, and sometimes I even feel envious of them.

I believe the main characters of your Venture Ecosystem are the entrepreneurs who are challenging themselves to their very limits. It’s the same in the community we manage.

So, while I am humbled by such gracious personal evaluations of me, I’ll honestly be happier if people simply felt something when seeing my natural self. It reaffirmed my desire to continue supporting the protagonist entrepreneurs from behind the scenes so they can shine their brightest.

Sugihara:
Conversely, as a member of the audience, were there any sessions that inspired you or provided new insights? I saw in another article that you are interested in calligraphy. What did you think of the calligraphy performance at this event?

Watabe:
Having practiced calligraphy myself when I was young, it was deeply emotional. In the modern era, we are surrounded by the internet and technology, and everyone leads busy lives. In such a context, worldviews that place value on slow, methodical actions such as calligraphy, tea ceremony, or Pilates, calm the mind so well that it’s surprising. I felt once again that such quiet moments, in contrast to the speed of digital life, are crucial in this day and age.

Also, looking back on the event as a whole, being able to dialogue with so many people was a great stimulus. An extraordinary benefit for me was seeing entrepreneurs passionately talk about their businesses, coincidentally reuniting with entrepreneurs at the venue, and hearing the stories from leaders who represent Japan, and through those interactions, seeing that there is a next-generation innovation community in Japan.

Sugihara:
Since President Goto himself has a very global perspective, one can see that he invited excellent individuals from among the network he has already cultivated. D-POPS GROUP is seriously considering investing in overseas entrepreneurs in the future, so we can expect this circle to expand even further. Once again, thank you very much for speaking at our summit.

◆ About Shibuya Startups

Sugihara:
Now, I would like to ask what Shibuya Startups does. Could you share with us the kinds of initiatives you undertake?

Watabe:
Shibuya Startups is a public-private startup support organization (accelerator) formed by Shibuya City and leading Japanese corporations. In addition to supporting domestic startups, we attract talented entrepreneurs from overseas to Japan. Along with growth support, we provide assistance with visa applications and opening bank accounts. Currently, over 80% of the founders participating in our organization are from overseas, making it a very international community.

We are pouring our efforts into the discovery of companies that possess technology to solve Japan’s social issues. For example, fields such as age-tech and longevity to address the declining birthrate and aging society, solving labor shortages in the logistics industry. We are also looking at an area where Japan actually has a global advantage: the so-called “Fandom Economy” surrounding anime, video games, and VTubers.

Our distinctive undertaking is that we directly scout talent from all over the world who find these Japanese market characteristics attractive. We provide side-by-side support so they can operate smoothly when they aspire to do business in Japan. We seek them out even before they come to Japan, so that by the time they land, we’ve already established a partner relationship. Now, we are expanding our activities with that kind of idea in mind.

Sugihara:
Is the majority of your support currently focused on startups with bases that are overseas when they enter the Japanese market?

Watabe:
Yes, that is the case for most companies in our community. Some teams set up a branch in Japan, while others decide to move their headquarters to Japan, but many are companies with a global perspective that are already active across multiple locations.

The domain we are particularly focused on supporting is what you could call the “global niche”. Take the anime industry as an example: anime fans exist in every country, but as single communities within those respective countries, they are still considered a small population. However, because those niche groups have a presence around the world, we can combine them to form a massive global-scale market. I believe we can apply the same scheme to the markets adjacent to declining birthrates, aging societies, and elderly care.

In this way, startups that have deep expertise in a specific field yet hold the potential to compete on a larger scale—we prioritize discovering these companies with global niche brilliance and connecting them to the Japanese market.

Sugihara:
Do companies supported by Shibuya Startups actually have to be based within Shibuya City?

Watabe:
No, they don’t…in fact, it doesn’t matter if they’re in another of the 23 Tokyo wards, or even outside of Tokyo entirely.

Originally, even before this company was formed, Shibuya City had a support desk called the Startup Welcome Service which provided a comprehensive one-stop support system, ranging from complicated administrative procedures like obtaining visas to aspects of daily life in Japan. Now, through our organization’s “Shibuya Startup Support”, we are actively working to openly disseminate information regarding startup support.

At our core is the desire to fully support entrepreneurs who come to Shibuya with the ambition of wanting to do business in Japan. While we are using Shibuya as the entrance, we ultimately aim to contribute to the ecosystem of Japan as a whole.

Sugihara:
I see. This is a wonderful project that transcends regions and borders to open a wide door into Japan. By the way, how many startups are you currently supporting?

Watabe:
Currently, we are supporting 52 companies. The lineup is very broad, ranging from age-tech and “creator-tech” to logistics and robotics, but what remains consistent throughout them all is the sense that they hold value precisely because they’re doing business in Japan.

Our direct recruiting methods are focused on areas that lead to solving Japan’s social issues or areas where Japan’s strengths can be utilized. For 7 out of the 52 companies mentioned, our support is also taking the form of capital investment.

◆ Specifics of Support for Startups

Sugihara:
Could you give some specific examples of the sort of support and accompaniment you provide for startups? What kind of experience and knowledge from you and your staff is reflected in that?

Watabe:
Our support is broadly divided into two main aspects.

The first is helping to build the foundation for launching a business in Japan. This includes visa support and providing a base of operations. One example of this is Shibuya Bridge—where we are conducting this interview—which is a coworking space in Shibuya City. We design and operate this community space together with the city government as a place where people are able to interact with supporting companies from Shibuya City and companies participating in the UP program (our accelerator), and attend events where entrepreneurs and supporters can mingle.

Also, opening a bank account can be a real hurdle for overseas entrepreneurs. Under some circumstances, this can take up to nearly a year, but we aim to provide a support system where an account can be opened in as little as two weeks. In addition, we also connect them to assistance for business registration, accounting, and so on.

The second is accelerating business growth. We support everything from strategic planning for market development to research, and the design and execution of Proof of Concept (PoC). In terms of fundraising, we connect entrepreneurs with investors from Asia, North America, and Japan in a way that is optimal for that specific startup.

We want to be like a Swiss Army Knife, so to speak, offering the necessary tools to respond to every sort of issue that entrepreneurs have. As such an all-purpose concierge, we provide multi-faceted advice and practical support.

Sugihara:
This wide-ranging support isn’t handled by you alone, is it?

Watabe:
The work is divided into roles according to area. For example, regarding the procedures and administrative support I first mentioned, we proceed in close coordination with a specialized team. Meanwhile, I personally take charge as the main lead in the second aspect, growth support.

Sugihara:
Having someone like you running alongside them must be very reassuring for those on the receiving side of that support!

Watabe:
Hands-on support is very profound, and there are also complicating factors that make it not so straightforward. However, I feel my career to-date is most utilized in this particular way, since I’ve also experienced the same hardships of starting up a company, so I can really empathize with the difficulties they face.

For that reason, running with them doesn’t feel like a burden at all. Rather than simply offering advice, at times I find myself working with entrepreneurs to craft their fundraising stories, introduce them to the media, and create opportunities for pitches. I go at it with an attitude of literally doing everything I can. When I come that close to them, sometimes I even end up having jealous thoughts, like “Now, I want to go back to my old startup days”, ha ha!

Sugihara:
Yeah, ha ha…when you were a player yourself, coming into contact with their passion makes you feel that way, doesn’t it? But even so, 52 supported companies is an incredible number! How did you manage to gather so many companies?

Watabe:
Actually, after founding this company, I was working by myself for a while and didn’t conduct PR activities overseas. (Especially since overseas media doesn’t report on it anyway, so word of it wouldn’t spread.) As a result, most of the startups we selected were found through word-of-mouth or recommendations from my network. When I became CEO around 2023, the pandemic had ended and the world was largely moving on, and technologies like AI and blockchain were spreading rapidly. Combined with these changes in the global situation, there was a rising momentum that started in the US, and then among other overseas entrepreneurs, towards tackling the Japanese market.

Thankfully, when I told people I had started this job in the midst of such an environment, friends and acquaintances from all over the world reached out to me. Introductions started pouring in, such as “Here’s an interesting company perfect for Japan” or “This business is a bit different from our VC’s investment criteria, but it would definitely shine in the Japanese market”.

Also, we got a lot of connections from the community of my hard-working former colleagues from my time at Google Japan. The fact that the friends I spent my 20s and 30s with are now entrepreneurs and we are in a relationship where we can help each other is a great asset. Furthermore, Dr. Richard Dasher—my mentor from the Stanford Graduate School and a venture capitalist himself—joined us as an advisor, which had a great impact on improving the reputation of the community.

Looking back, I am filled with gratitude as I feel like the connections I formed around the world are living on in my current work.

Note: Richard Dasher is a researcher in Asian studies and innovation at Stanford University. In 2025, he received the Foreign Minister’s Commendation award from the Japanese government for his long-standing contributions to Japanese-American exchange and educational research. He was an advisor at the time of Shibuya Startups’s establishment, but has since stepped down.

Sugihara:
It’s quite significant to have someone like Dr. Richard Dasher at your back. Like how at D-POPS GROUP, we have figures like KDDI co-founder Dr. Sachio Semmoto as our chairman and former ambassador to the US Ichiro Fujisaki as our corporate advisor. The presence of such heavyweights is not only an encouragement to the entrepreneurs in our Ecosystem, but also serves as a testament to our business reputation. Of course, it is critical to have ambitious initiatives that make those among society’s elite want to support you.

Now, as a result of all of this, do you want to share any specific examples of startups that have been able to make the leap successfully?

Watabe:
One case is where we were able to attract talent to Japan who originally had no intention of entering the Japanese market at all. Two founders of the Xoogler community (made up of former Google employees) started a company called Key.ai, inspired by a platform for people facing large-scale temporary layoffs in the tech industry. Initially, they weren’t thinking about Japan at all, but now with our investment and accompaniment, we are trying to open a path into Japan together. I feel that inviting such people to our ecosystem, who would never have even considered Japan, is exactly why we exist in the first place.

Also, there is another impressive startup that is producing anime using AI. The Japanese anime industry—especially outside of the major players—faces challenges such as labor shortages and harsh environments. In fact, the UN even called attention to these working conditions in 2023! In the midst of that, a founder from overseas who loves Japanese anime is striving with the goal of supporting creators with Generative AI.

Our position could be described as an “industrial producer”. We work hand-in-hand with entrepreneurs to craft broad strategies for products, services, marketing, PR, market entry, and fundraising. When I can help even a little at the moment a company’s destiny changes, I deeply feel the significance of this work. That is why I am thoroughly committed to the quality of our support.

~ To be continued in Part 2 ~

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

Shibuya Startups KK

Company Representative and Chairperson: Shiho Watabe
Company CEO: Yoshiro Tasaka
Address: Shibuya Bridge Building B, 1-29-3 Higashi, Shibuya-ku, Tokyo
Established: February 2023
Website: https://upshibuya.com/en/
 
In the next part of the interview:
・Why she chose startup support
・The appeal factors of Shibuya and Japan
・What “startup ecosystem” means to Shibuya Startups
・“Realizing a Venture Ecosystem”
・And other topics

Please be sure to check out Part 2!

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[Founder Interview #4] Tsuyoshi Tateishi (SpeakBUDDY) – Part 3
The Challenge for an AI English Conversation App: Creating a Language Acquisition Technology to Globalize Asia In this final part of our three-part series, we look back at the greatest crisis SpeakBUDDY faced in its 13-year history. President Tateishi shares how he navigated a dire situation, with only three months of runway left, by being brutally honest with his employees. We also discuss the company’s unique organizational culture, where a multinational team of over 10 nationalities balances autonomy with discipline, and explore his grand vision for leading Asia’s globalization. Finally, we reveal how their partnership with D-POPS GROUP is accelerating SpeakBUDDY’s ambition to become a unicorn company. (This interview was conducted in January 2026.) See Part 1 and Part 2 of the interview here. ◆Understanding How Long a Year Can Feel to an Entrepreneur Sugihara: It has been exactly 13 years since you founded your company. During that time, you’ve navigated various shifts, including the COVID-19 pandemic. Looking back over these 13 years, what were the major turning points or obstacles that you encountered, both personally and as a company? Tateishi: While the company was founded quite a while ago, for the first three years, I was developing non-AI English learning apps and operating solely on my own personal capital. The situation changed dramatically around 2016, when we pivoted fully to AI-driven English conversation and began receiving investment from venture capitalists. In that sense, it has been a long road. One thing that surprises you when you become an entrepreneur is that one year feels incredibly long. You’ve likely heard of Janet’s Law, which suggests that time feels like it passes faster as you get older. By my seventh year at the investment bank, my colleagues and I would often say, “This year is already almost over!” I think that happened because I had mastered most of my tasks, the work had become routine, and there were fewer new stimuli. However, when you start a business, new challenges appear one after another, day after day. Each time, you have to acquire new skills or come up with fresh solutions. This density of experience makes a single year feel exceptionally long. Doing that for over a decade has been a very lengthy, yet fascinating process. Regarding the COVID-19 pandemic, AI English conversation benefited a lot from the stay-at-home environment at first. However, as the period of restricted travel dragged on, Japanese people sadly stopped studying English. With no business trips, no international visitors coming to Japan, and no overseas vacations, their opportunities to think about English virtually disappeared. The entire English learning industry slumped, and it was a very difficult time for us. Fortunately, demand has now fully returned. ◆The Ultimate Crisis: An Honest Confession with 3 Months of Runway Left Sugihara: Of all the situations you’ve faced over the years, if you had to pick one, what was the biggest hurdle? And more importantly, how did you manage to overcome it? Tateishi: It was undoubtedly the period during the lead-up to our funding round, when our runway (the time left before we ran out of cash) was nearly gone. In a startup setting, you’re constantly accelerating hiring to fuel growth. When the pressure to raise capital hit at the same time as the need to keep the organization unified, it was incredibly intense. Developing AI services is a marathon. At first, the tech can’t quite match human performance, so you go through years of not being able to amount to much. But then, you hit a tipping point where the AI suddenly starts outperforming humans, and growth just takes off. 2019 was that turning point for us, and it was also our hardest year. We were right on the cusp of our Series A, but we only had about three months of cash left in the bank. I was running myself ragged trying to secure funding, while the team seemed—at least to my eyes—a bit too relaxed. Eventually, I couldn’t bear the stark contrast between my stress levels and their composure any longer. Until then, I had kept our financial numbers and cash flow concerns private because I didn’t want the team to worry, but I had finally hit my limit. I called everyone together and told them honestly, “This is exactly how much cash we have left, and this is how much we burn every month. If you do the math, we have three months. Our payday is the 25th, so I can pay you this month, but three months from today, I won’t be able to pay you any more.” I knew the risk that everyone might jump ship. But I couldn’t keep going with that emotional disconnect, so I decided to put all the cards on the table. While one person did choose to leave, the remaining ten members said, “Let’s find a way to push through this together,” and they really worked hard. That moment erased the inconsistency I had been feeling, and seeing them commit gave me the courage to keep going myself. First, I went to my former boss and humbly asked for a bridge loan to extend our runway by another three months. Then, during those three months, a new feature we developed became a massive hit. Our KPIs skyrocketed, and revenue went up as well. People started telling me, “Since you’ve come this far, I’ll throw in my investment.” We successfully raised about 300 million yen in our Series A. That was the most grueling time of my life. Since then, I’ve made it a point to share the details of our company’s expenses and exactly how much cash we have on hand. Sugihara: By doing that, I imagine the employees feel like they are truly in the same boat. Tateishi: Exactly. At the end of the day, you can’t reach the same decision if you don’t have the same information. I believe that if you make that information open to others, you’ll eventually reach a shared understanding. ◆A Team of 10+ Nationalities: The Strength and Struggle of True Diversity Sugihara: SpeakBUDDY is a remarkably global company. About a third of your employees are non-Japanese, representing over ten different countries. What are the benefits of this multinational team, and what challenges have you faced? Tateishi: It’s a bit of a chaotic mix, ha ha. ‘Diversity’ sounds great as a buzzword, but in reality, managing it is incredibly difficult. Everyone has different perspectives and values. It’s a constant challenge to keep everyone aligned. However, the upside is that it naturally brings in ideas we never would have had otherwise. We can flexibly adopt global best practices and viewpoints that aren’t bound by Japanese common sense. Plus, since we are a language company, many of our Japanese hires join specifically because they studied English and want to work in an international environment. For them, working in a cross-cultural team is a source of genuine professional fulfillment. From a management standpoint, it’s a huge strength. For specialized roles where the domestic talent pool is small, such as engineers and designers, widening our search to include global talent allows us to hire elite performers. Although, running all-hands meetings in both English and Japanese with simultaneous interpretation can be rough, ha ha. ◆Encountering D-POPS GROUP Sugihara: You recently attended our business briefing and social gathering. What were your impressions? (Click here to read more about the event.) Tateishi: I was primarily struck by the sheer number of people in attendance, since they were all executives! It made a deep impression to see leaders of that caliber listening so intently to our story, asking sharp questions, and offering collaboration ideas on the spot. During the formal briefing, I felt a bit of a distance, but once the drinks started flowing at the social gathering and we got into our personal stories, I felt like I was immediately accepted as a companion. I really felt that D-POPS GROUP is a company with a strong family vibe. Actually, we have a new feature currently in the R&D stage that hasn’t been released yet. When I shared the idea at the briefing, the reaction from the audience was overwhelming. Afterward, our Executive Officer Morimoto and I were talking about it, and we’re pretty sure that idea is going to be a hit. Having that kind of validation from a room full of entrepreneurs gave us the confidence that we’re heading in the right direction. 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Tateishi: Above all, I deeply resonate with your commitment to developing unicorns. To be honest, I’ve never been the type of person to put stickers on my laptop, since I always felt, “I don’t want to ruin a machine that I’m trying to keep clean!” However, since the D-POPS GROUP unicorn sticker has a genuinely cool design, and more importantly, it serves as a constant reminder of your ambition for us to reach unicorn status, I decided to put that sticker on my laptop. Sugihara: We really appreciate that, especially since you don’t even put your own company’s stickers on it, ha ha! Now, where do you see SpeakBUDDY in 5 to 10 years? Tateishi: Over the next five years, our vision is “to become the AI language acquisition startup driving Asia’s globalization”. And in ten years, we want to fully realize our mission: “Open a world of opportunities by achieving true language acquisition.” Lately, one thing I’ve been consciously trying to pursue is “to build a truly great company”. 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We are seeing an increasing number of young people for whom English fluency is a given. We hope the professionals currently leading our industries will also take advantage of SpeakBuddy to brush up on their language skills, develop their own unique English style, and not get left behind by the younger generation. Interview conducted by D-POPS GROUP’s advisor Genta Sugihara. SpeakBUDDY, Ltd. President and CEO: Tsuyoshi Tateishi Address: 3F +SHIFT Nihonbashi Sakuradori, 3-14-3 Nihonbashi, Chuo-ku, Tokyo Established: May 2013 Website: https://www.speakbuddy.com/en
  • Interview
2026.04.28
[Founder Interview #4] Tsuyoshi Tateishi (SpeakBUDDY) – Part 2
Design Concept that Combines SLA Theory and a Sense of Companionship to Truly Teach Japanese People to Speak In Part 1, President Tateishi shared the story of how 5,000 hours of studying led to his mission of utilizing technology to tackle the challenge of learning English. In Part 2, we dig into the core of SpeakBUDDY’s rapidly growing AI English conversation service, which has been adopted by over 300 companies. What is the decisive difference between SpeakBUDDY and major competitors like Duolingo or Speak? Beyond simply being available anytime, anywhere, for anyone, President Tateishi discusses their unique Second Language Acquisition (SLA) theory and meticulous design philosophy that enables Japanese learners to achieve true fluency. (This interview was conducted in March 2026.) ◆The Four Pillars of SpeakBUDDY’s Competitive Advantage Sugihara: Now that we’ve heard the particulars of how SpeakBUDDY came about, could you explain to our readers about your company’s AI English conversation service that has come this far? Tateishi: SpeakBUDDY is an English conversation service where you practice with AI characters, which we call “Buddies”, rather than human instructors. It’s not just a back-and-forth exchange with these Buddies, though. The service is designed so you learn essential expressions through immersive storylines. These expressions are categorized by level, allowing users to master key phrases suited to their specific proficiency in each lesson. There are four key reasons why this approach is superior to face-to-face lessons. The first is that you can learn anytime, anywhere. The second is that it is significantly more affordable than hiring human tutors. The third is particularly relevant for Japanese learners, who often feel embarrassed about making mistakes or intimidated by talking to foreigners. With an AI, those barriers vanish, so you can make mistakes and learn with total confidence. The final reason is learning efficiency. AI-driven analysis allows for a more effective learning cycle than a human teacher can provide. AI English conversation excels in these four places. Sugihara: The anytime, anywhere aspect is a big one. How long does a typical lesson take? Tateishi: A single lesson is completed in about 15 minutes. We’ve heard from many users that even online video lessons can be a hassle because they feel they have to dress up, do their hair, put on makeup, etc., before jumping into a call with a human instructor. Our app eliminates that friction, allowing people to learn whenever they have a spare moment without any preparation. ◆Where SpeakBUDDY Differs from Duolingo and Speak Sugihara: Recently, we’ve seen a rise in similar services like Duolingo and Speak. Could you walk us through where SpeakBUDDY excels and what makes it unique compared to those other players? Tateishi: We have immense respect for Duolingo as a service. However, we view them more as a comprehensive learning platform focused on vocabulary and grammar rather than specialized for speaking. Because they prioritize gamification, they are an excellent entry point for beginners to engage with a new language as if they were playing a game. In contrast, we are hyper-focused on speaking. For the Japanese people who have studied English to some extent in middle and high school but still find themselves unable to speak, SpeakBUDDY is the more effective fit. Regarding Speak, the US-based AI app that also focuses on verbal expression, I believe we have the edge in two areas. The first is ease of use. Our UI and UX are meticulously crafted to be intuitive, making it easier for users to build a daily habit. The second is our scientific foundation. We’ve integrated rigorous Second Language Acquisition (SLA) theories into the very core of our design to ensure users achieve actual fluency. The fusion of these two elements is where we stand out. Sugihara: I’ve noticed the app can be quite persistent with having me review expressions right when I’m about to forget, ha ha. Tateishi: That’s the idea! Our review system is based on Ebbinghaus’ “forgetting curve”. We ensure that learning is reinforced through spaced repetition to guarantee retention. Packaging such high-level pedagogical expertise into an app is one of our greatest strengths. The other differentiator is in the name itself: the “Buddy”. While apps like Speak can feel like you’re talking to a somewhat mechanical interface, SpeakBUDDY is built on storytelling and rich character development. We’ve created a world where you interact with human-like IP (original characters) within realistic scenarios, and that fundamental philosophy sets us apart. Sugihara: The character design is certainly distinct. You encounter characters like a boss with a realistic Indian accent, which makes the conversation feel grounded in the real world. The entire app feels like one cohesive universe. Is this design aesthetic a point of particular focus for you? Tateishi: Absolutely. We are a company that is obsessed with design, and I take great pride in our incredibly talented design team. We even received the Good Design Award in 2021. Actually, our entire design team currently consists of international talent. I’ve always personally loved the type of UI/UX aesthetics found in the West, so having international designers lead the creative process is a defining characteristic of our product. At our core, we believe that consistency is key to language acquisition, and the key to consistency is enjoyment. Internally, we often use the terms ‘Buddy-ness’ or ‘Buddy sense’ to describe how we want every aspect of our app experience, from the characters to the interface, to embody a sense of companionship and rapport. ◆Over 300 Clients: Rapid Growth in the Corporate Market Sugihara: Have you been putting a lot of effort into developing your corporate client base? What kind of companies are adopting your services, and what are their primary objectives? Tateishi: We have focused heavily on corporate expansion over the last three years. Due to the increasing need for communication driven by corporate globalization, we have now surpassed 300 corporate clients. Most companies implement the service as part of their self-improvement programs or employee benefit packages. In terms of industries, while we naturally serve global enterprises, we’ve seen a recent surge across all sectors due to a recent trend towards management of human capital. More companies want to support their employees’ self-development through paying for our services. After all, there are people who genuinely want to improve their English in every company. We see a particularly high rate of adoption in the IT, manufacturing, and customer service industries. We already provide sector-specific content, and we plan to further strengthen our corporate-oriented curriculum moving forward. Sugihara: What kind of feedback are you getting from these companies? Tateishi: It’s incredibly rewarding to hear from HR managers that their employees no longer feel a resistance to speaking English or that they have begun participating proactively in international meetings. We often hear from HR and training coordinators that they have never seen such a positive internal response to an English training program before. Sugihara: I see, so the employees themselves are reporting their satisfaction back to the HR department. Tateishi: Right, and then the number of applicants for the program is often multiple times higher than the original estimated number of applicants. Apparently, the turnout has been up to ten times higher than for in-person English conversation training. I’m pretty sure the fact that you can start so casually, with such a low barrier to entry, must be a big factor. We’re also seeing significant adoption in the hospitality sector, such as hotels. With the rise in inbound tourism, SpeakBUDDY is proving very effective in lowering the so-called “English allergy” barrier for staff when international travelers drop by their shops or hotels. ◆More Employee-Friendly than Traditional English Training Sugihara: In many large Japanese corporations, English training often comes with rigid requirements, like having to achieve a specific TOEIC score. Tateishi: That’s true. Traditional corporate English training usually felt like a burden…you had to hit a certain score, or you might even have to pay for it yourself if your attendance was too low. SpeakBUDDY’s greatest strength is its ability to be offered to a wider range of people at a lower cost. Instead of a mandatory chore, it becomes an employee benefit that people want to take advantage of. Sugihara: That approach is only possible because so many of your customers study consistently. Is the corporate segment still growing at this point? Tateishi: Yes, it’s continuing to grow very rapidly. If there are any companies out there struggling with their English training programs, please do introduce them to us, ha ha! ~To be concluded in Part 3~ Interview conducted by D-POPS GROUP’s advisor Genta Sugihara. SpeakBUDDY, Ltd. President and CEO: Tsuyoshi Tateishi Address: 3F +SHIFT Nihonbashi Sakuradori, 3-14-3 Nihonbashi, Chuo-ku, Tokyo Established: May 2013 Website: https://www.speakbuddy.com/en In the third and final part of the interview, we discuss: ・Gathering all employees together for an honest confession of short funding ・Building a great company that balances autonomy and discipline ・Creating an AI language learning startup that will drive globalization in Asia ・And other topics Be sure to check it out here: https://d-pops-group.co.jp/en/column/speakbuddy-part3/
  • Interview
2026.04.21
[Founder Interview #4] Tsuyoshi Tateishi (SpeakBUDDY) – Part 1
From 280 Points on TOEIC to a Perfect Score and 5,000 Hours of Studying, Forming a Belief in the Necessity of AI English Conversation In December 2025, D-POPS GROUP invested in SpeakBUDDY Ltd., the developer and operator of the “SpeakBuddy” AI English conversation app. (Read more about it here.) How did someone who was once considered the worst English student in his grade go on to build a cutting-edge, AI-powered English conversation service? In this three-part series, we look into the entrepreneurial journey of SpeakBUDDY’s founder Tsuyoshi Tateishi and the future he envisions for language learning. In Part 1, we explore his incredible transition from a low TOEIC score of 280 to 5,000 hours of dedicated study, his experiences at a foreign investment bank, and how a trip around the world sparked the idea for AI-driven English conversation. (This interview was conducted in March 2026.) ◆“Worst at English in the Entire Grade” Sugihara: To start off, could you tell us what gave you the initial push to develop the SpeakBuddy app? Tateishi: First of all, the biggest reason I chose the field of English was because I was actually terrible at it during my student years. English requires consistent, cumulative effort, but I hit a wall in my first year of junior high school and just couldn't keep up with my classes after that. By high school, my teacher told me I was "the worst at English in the entire grade." Sugihara: So the student who was the worst in his grade became the CEO of an English conversation app company, ha ha! Tateishi: Exactly. That was my reality in high school, but the turning point came during my job hunt in university. I received a tentative offer from a foreign investment bank, and starting my career there was what finally forced me to start learning. Sugihara: It was a foreign-owned firm, so didn't they interview you in English? Tateishi: Oh, they did. The final interview was in a boardroom with the then-CEO of Citigroup Global Markets Japan and a row of executives from various departments. At the time, they were testing whether candidates could handle that kind of pressure. Since investment banking is a business where people are the only real assets, they were looking for character. That 10-on-1 interview was mostly in Japanese, but at the very end, the HR Director said, “Alright, I’m going to ask you a question in English, so please answer in English.” Up until that point, all the interviewers were Japanese, so they were probably assuming, “He graduated from Keio University, so he can probably handle it.” But in fact, my English was non-existent. My TOEIC score was only 280, so I knew I wouldn’t be able to understand any questions if they asked me in English, so I had prepared exactly one response in my head: “I can’t speak English. But I will study hard. So, no problem!” I said it with total confidence, but in fact, that single sentence was the only English I had learned. Back at that time, just memorizing that one phrase had been a struggle for me! The entire room of interviewers froze. Everyone was like, “Wait, what? You applied here with that level of English? This is a foreign firm…what are you expecting to do?” However, this was during my third year of university, so I told them, “I still have one year until I graduate.” At the time, I had just become the youngest person that year to pass the CPA exam at age 20. I was studying 14 hours a day…other than study and sleep, I would spend only two hours a day to shower, eat, and commute. I was used to finishing an entire textbook in a single day. So, I truly believed it when I told them, “I have a year, and that’s enough time for me, seriously.” At the time, I figured if I could get a 750 on the TOEIC, I would be basically fluent. Compared to the CPA exam, where if you fail, you have to wait another year, I felt no pressure at all. When I said, “I’ll start tomorrow”, they looked at me and said, “You do look like the type of guy who would actually do that.” Still, I walked out thinking I had definitely failed the interview, since it was a global firm and I couldn’t speak a word of English. But later that day, someone from their HR called me. Apparently, the CEO had been my biggest advocate. He told them, “Hire that guy.” The HR worker asked me, “What on earth did you say to the CEO?” Now, what I had told the CEO was this: “I might not speak English now, but through my CPA studies, I realized there isn’t that much difference in the capacity of human brains. It’s all about having grit. I know for sure that if I put my mind to something, there’s nothing I can’t achieve, and I will absolutely get this done.” The CEO decided, “Let’s hire one interesting guy like this”, and that’s how I got the job. ◆The Problem for Japanese Who Study English for 5,000 Hours Tateishi: Over the following years, I reached a perfect score on the TOEIC, passed the Eiken Grade 1 (the highest level of Japan’s most popular English proficiency test), and logged a cumulative total of approximately 5,000 hours of English study. Through those 5,000 hours, I had a painful realization: learning English would be far more difficult than I thought it would be when I was job hunting. I realized that this might be the single greatest challenge facing the Japanese people. I struggled with it while at that foreign-owned firm, and even after I moved to a Japanese brokerage, I was stationed in Hong Kong where I had to use both English and Chinese. If you can't use the language, you simply cannot do the job. I learned enough Chinese in Hong Kong to handle daily conversation, but if people ultimately can't understand what you're saying, you can't conduct business. Japanese people are excellent workers, but just because their English isn't great, my compatriots were being looked down on by people from headquarters or other overseas branches, and I couldn't stand it. During global training sessions and such, Japanese participants may not be able to speak English at all, but when it comes to the actual work output, they are consistently the best. Changing the reality that Japanese people are brilliant but are dismissed because they can’t communicate in English became my core motivation. I spent 5,000 hours to get there, but that’s not a realistic path for everyone. I want to use the power of technology to drastically shorten that time. This is the fundamental reason I chose the field of English education and began developing SpeakBuddy. ◆Making a “Doraemon” Who Can Speak English at Home Sugihara: Did you always have the desire to be an entrepreneur, even as a student? Tateishi: I did. I remember asking during my job interviews, “If I work at this investment bank, will it help me when I start my own company later?” But after seven years of intense, high-pressure work, I had completely forgotten that dream. However, as my desire to create a service that truly helps society grew stronger, I remembered, “Oh right, I actually wanted to start a company!” So, I quit as soon as I returned from my overseas assignment. I decided to quit first, and think of a business plan later. So, with my back against the wall, I finally went on the world tour I had always wanted to do, and I mapped out my business plan while traveling. While hopping from country to country, I was also teaching myself app development. The English learning app I built during that trip actually reached number 1 in the overall App Store rankings. Sugihara: Hitting an overall ranking of 1 is incredible! Was that app the prototype for what SpeakBuddy is today? Tateishi: Yes, I’d say that was the prototype. During my world tour, I also did a short-term study abroad program. Even when you are overseas, you find yourself wanting someone to practice English conversation with. But making friends in English out of thin air is incredibly difficult. People always say, “Just get a foreign boyfriend or girlfriend”, and I actually tried to do that while I was abroad, but it’s not as easy as it sounds, ha ha! While I was abroad, I thought, “If only I had a Doraemon* at home who could speak English with me, that would be enough.” That desire to create a Doraemon who speaks English was the starting point of our service. *Note: ‘Doraemon’ is a beloved character from a Japanese children’s cartoon who always helps the other characters with their various problems. I included a voice recognition feature in that first app, and I’m proud to say it was likely the first app in Japan to feature English voice recognition. However, back in 2014, the accuracy was still quite low. But over the next year or two, I felt the technology improving at an exponential rate. I became convinced that in the future, I would be able to create a real AI English conversation partner. In 2016, I stopped everything else I was working on and focused all my resources on AI English conversation. ◆The Problem with AI-related Branding in 2016 Sugihara: When you released the precursor to your current app back in 2016, were you already using the word ‘AI’? Tateishi: Yes. Even at the 2016 launch, we were calling it ‘AI English Conversation’. Since we had no capital at the start, we began with a crowdfunding campaign. It went surprisingly well—we raised about 4 million yen—and we were already positioning it as an AI-driven service even then. Sugihara: The speed of AI adoption and evolution lately is staggering. While language models have developed explosively in the last year or two, you were really at the forefront. Tateishi: We were the only ones in that space back then. But honestly, the immediate aftermath of the release was a struggle. People in 2016 were very vocal with their skepticism, asking, “Where exactly is the AI in this?” They’d complain, “I’m talking, but this doesn’t recognize my voice at all!” Back then, AI conversation meant little more than speaking to a character with an electronic voice. The conversational AI was still in its infancy, with a simple tree structure where we programmed specific responses to specific phrases. You couldn’t engage with it via truly free conversation like we have now. In the end, because we were getting so many reviews asking “Where’s the AI?”, we actually removed the word ‘AI’ from our branding around 2017. Having AI in the title seemed to raise expectations so high that it led to people leaving 1-star reviews, so we decided to take it out for a while. Then, around 2019, speech recognition technology started to improve dramatically. We also built our own proprietary speech recognition engine, which boosted our accuracy significantly. From that point on, the quality of our conversational AI was able to truly shine. Sugihara: When I try using features like BuddyChat now, the AI responds naturally even if I say something completely random or trivial. It clearly isn’t just simple pattern recognition anymore. Tateishi: Yes, it can handle tangents and keep the conversation going. I feel like I can finally say “This is AI” with my head held high. Back in 2015 and 2016, we were right in that peak of inflated expectations on the hype cycle, which was followed by a valley of disillusionment. During that valley, people kept telling me, “AI is a joke; it’ll never work.” But gradually, it became the real deal. Sugihara: For someone who has been working on this for a decade, do you feel like it's about time for the AI boom to finally sweep across the world? Tateishi: In a way, yes. It feels like things are moving exactly as I expected, though there’s a bit of a time lag in terms of when the world finally noticed. To be honest, even with GPT, we were looking at GPT-2 and saying, “This is going to be incredibly useful.” So by the time GPT-4 arrived, our reaction was like, “Well, it’s already been impressive since the beginning.” It’s only been in the last few years that speech recognition, Natural Language Understanding (NLU), and Personalized Learning Logic have finally synced up. Because the level of inference has jumped so significantly recently, we can now provide high-level free talk like BuddyChat. It feels like the times have finally caught up with SpeakBUDDY. ~To be continued in Part 2~ Interview conducted by D-POPS GROUP's advisor Genta Sugihara. SpeakBUDDY, Ltd. President and CEO: Tsuyoshi Tateishi Address: 3F +SHIFT Nihonbashi Sakuradori, 3-14-3 Nihonbashi, Chuo-ku, Tokyo Established: May 2013 Website: https://www.speakbuddy.com/en Next, in the second part of the interview, we discuss: ・The four pillars of SpeakBUDDY's competitive advantage ・Where SpeakBUDDY differs from Duolingo and Speak ・Rapid growth in the corporate market and feedback from business clients ・And other topics Be sure to check it out here: https://d-pops-group.co.jp/en/column/speakbuddy-part2/
  • Interview
2026.04.15
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