Harry Hill — Former CEO, Shop Japan

Japan's Top Business Interviews


“Everybody having a shared sense of purpose and shared values… is just absolutely imperative.”

“I trust you, and I start from the perspective of trust.”

“I would always caution Western leaders… to not just fill up empty space.”

“Getting buy-in from a Japanese team is really hard. But… once you get buy in… you absolutely over-perform.”

“Identify who are the biggest obstacles… and move them immediately and publicly.”

Brief Bio

Harry Hill is an American entrepreneur whose career in Japan began by chance and grew into one of the country’s most recognised direct marketing success stories. His connection to Japan started in college after discovering Shorinji Kempo, which sparked an interest in Japanese culture and language. After studying Japanese for two years, he moved to Japan and worked as an English teacher, including a posting in Gifu Prefecture. A major turning point came when he worked as an international coordinator for a regional expo, building relationships with businesses across Gifu, Nagoya, and the wider Chubu region.

After a short stint in New York as a bond trader, Hill returned to Japan in 1990 and began building businesses by spotting “holes in the market,” including work as a sports agent and grassroots exchange initiatives. In Nagoya, he co-founded a relocation and real estate services company for multinationals. His most significant chapter came with Oaklawn Marketing and Shop Japan, where he spent around two decades shaping Japan’s TV shopping and direct marketing landscape. Under his leadership, the business grew dramatically—expanding from roughly 15 billion yen to nearly 70 billion yen in annual sales, with around 1,000 employees. In 2009, NTT DoCoMo acquired 51% of the business, placing Hill in the rare position of leading a high-growth company inside a large, formal Japanese corporate structure. Now active in new ventures, Hill remains known for adaptability across industries and for a leadership approach shaped by building culture, empowerment, and sustained performance in Japan.

Narrative Summary

Harry Hill’s leadership story in Japan reads like a case study in adaptability—starting with accidental encounters and evolving into deliberate, high-stakes decisions across entrepreneurship, corporate growth, and cultural navigation. His early fascination with Shorinji Kempo led to a deeper interest in Japan’s mindset: discipline, hierarchy, and the quiet social architecture that shapes how people organise themselves. That curiosity eventually turned into action—learning Japanese, moving to Japan, teaching English in Gifu, and then shifting into business after exposure to the Chubu region’s commercial networks during a major expo.

Hill’s defining strength is an instinct for recognising market inefficiencies and cultural leverage points. He describes his work in terms of finding “holes in the market” and building solutions that fit the local context without fetishising Japanese exceptionalism. His belief that “people are people” becomes a strategy: focus less on what is uniquely Japanese and more on universal human needs—then customise execution with local sensitivity. This approach carried through to the growth of Shop Japan, where direct marketing and TV shopping became a platform for shaping entirely new product categories, particularly in home fitness.

Yet the interview’s most valuable leadership content emerges not from growth numbers, but from Hill’s hard-won understanding of culture and execution under pressure. He recounts the challenge of building sustainable performance in a call centre environment—an area often defined by churn, stress, and transactional management. When turnover ran as high as 15–20% per month, the business could still be profitable, but it was unstable and costly. Hill’s solution was cultural engineering: building shared purpose, professionalism, and empowerment so the work became meaningful, not merely repetitive.

That emphasis on meaning also becomes a decision system. Hill talks about integrity as something employees can only judge through transparency and consistent action—particularly in Japan, where leaders are often physically and symbolically removed. He also flips a common managerial assumption: rather than demanding people “earn trust,” he starts by giving trust and uses accountability as the mechanism that sustains it.

For cross-cultural leadership, Hill offers a practical warning: Western executives often rush to fill silence, mistaking reflection for disengagement. In Japan, silence is frequently where thinking happens—where consensus-building and informal alignment (nemawashi) begin. The result is a leadership style that prioritises listening, synthesis, and decision clarity—then insists on execution. He frames this through his acronym VICES—vision, integrity, competency, efficiency, and sustained success—designed both as a checklist and a caution against ego. Across startups and conglomerates, Hill’s core lesson remains consistent: leadership in Japan is less about charisma and more about building a culture that can perform through highs and lows, while removing obstacles before they poison the system.

Q&A Summary

What makes leadership in Japan unique?

Leadership in Japan is shaped by comfort with hierarchy and role clarity, alongside a decision culture that values alignment before action. Japanese teams often expect leaders to manage the social process that precedes execution—consensus, context sharing, and careful calibration of group comfort versus productive discomfort. This dynamic connects closely to nemawashi and the ringi-sho style of organisational agreement, where the “decision” is often the final formal step after substantial informal work has already occurred.

Why do global executives struggle?

Global executives often struggle because they over-prioritise speed and verbal dominance. Hill cautions against filling silence, which can shut down participation and block honest input. Many leaders focus on getting things done without building the cultural environment that makes execution sustainable. Without that base, teams may comply with processes but withhold emotional commitment—leading to fragile performance and passive resistance.

Is Japan truly risk-averse?

Hill frames the issue less as risk aversion and more as uncertainty avoidance. Teams may resist actions that feel socially destabilising or poorly aligned, even when the underlying idea is sound. Once buy-in is achieved, however, Japanese teams can “absolutely over-perform,” because commitment becomes collective and execution standards rise. The challenge is that alignment requires patience, credibility, and consistency—especially in environments where leaders rotate every three to five years.

What leadership style actually works?

The most effective style combines listening with decisiveness. Hill prefers to “set the table,” step back to let others mediate, then synthesise and decide. This approach respects group process while maintaining leadership authority. It also supports a healthier culture: shared purpose, professionalism, empowerment, and clear standards. He emphasises that leaders must “walk the talk,” because consistency is the difference between a winning culture and a chaotic one.

How can technology help?

Hill points to major media and technology shifts—digital TV, mobile, and smartphones—as forces that reshape business models. In leadership terms, technology can support decision intelligence by improving visibility into performance, customer sentiment, and operational bottlenecks. Tools such as digital twins, predictive analytics, and structured feedback loops can help leaders stress-test decisions before rollout, reducing uncertainty and accelerating alignment without undermining consensus.

Does language proficiency matter?

Language matters, but Hill’s emphasis is more on behaviour than fluency. Leaders must demonstrate engagement beyond the inner circle, show curiosity about everyday work, and build trust through presence. Practical actions—wandering the organisation, listening to frontline voices, and respecting the social dance of decision-making—often matter as much as linguistic sophistication. Cultural literacy is the real multiplier.

What’s the ultimate leadership lesson?

Hill’s ultimate lesson is that culture drives sustained performance. Start with trust, listen first, and build shared purpose so employees believe their work matters. Then be unflinching about obstacles: identify cultural “cancers” and remove them quickly and publicly, because the organisation already knows who they are. Finally, celebrate small wins to reduce fear of mistakes and to keep momentum alive—sustained success comes from maintaining morale and standards through both gains and setbacks.

About the Author

Dr. Greg Story, Ph.D. in Japanese Decision-Making, is President of Dale Carnegie Tokyo Training and Adjunct Professor at Griffith University. He is a two-time winner of the Dale Carnegie “One Carnegie Award” (2018, 2021) and recipient of the Griffith University Business School Outstanding Alumnus Award (2012). As a Dale Carnegie Master Trainer, Greg is certified to deliver globally across all leadership, communication, sales, and presentation programs, including Leadership Training for Results.

He has written several books, including three best-sellers — Japan Business Mastery, Japan Sales Mastery, and Japan Presentations Mastery — along with Japan Leadership Mastery and How to Stop Wasting Money on Training. His works have also been translated into Japanese, including Za Eigyō (ザ営業), Purezen no Tatsujin (プレゼンの達人), Torēningu de Okane o Muda ni Suru no wa Yamemashō (トレーニングでお金を無駄にするのはやめましょう), and Gendaiban “Hito o Ugokasu” Rīdā (現代版「人を動かす」リーダー).

In addition to his books, Greg publishes daily blogs on LinkedIn, Facebook, and Twitter, offering practical insights on leadership, communication, and Japanese business culture. He is also the host of six weekly podcasts, including The Leadership Japan Series, The Sales Japan Series, The Presentations Japan Series, Japan Business Mastery, and Japan’s Top Business Interviews. On YouTube, he produces three weekly shows — The Cutting Edge Japan Business Show, Japan Business Mastery, and Japan’s Top Business Interviews — which have become leading resources for executives seeking strategies for success in Japan.

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