Takeshi Yoshida, Lifecycle

Takeshi Yoshida

Chief Coach & Founder

Lifecycle Pte. Ltd. (Singapore)


I am an independent coach, trainer, facilitator and consultant that works with organizations, teams and individuals on complex business and workplace challenges.

I am many professionals in one: I deliver work by integrating my expertise in Behavioral Coaching, Process Coaching (Design Thinking, Agile Scrum, Lean Startup) and Organization Development, and my combined 25+ years of front-line business experience as former banker and current serial startup entrepreneur.


  • Behavioral Coaching: I am an International Coaching Federation curriculum trained coach specialized in Positive Psychology. I incorporate in my coaching many learnings from classic and contemporary behavioral science, including Conversational Intelligence, Non-Violent Communication, Radical Candor, Choice Theory, Theory X & Y and habit formation.
  • Process Coaching: I am an experienced practitioner of Design Thinking, Agile Scrum and Lean Startup from my many startup projects. I use Liberating Structures for facilitation work, and also am a certified Lego® Serious Play® facilitator.
  • Organization Development (OD): I see organizations from five view points: people, process, structure, product & client. Most organizations are well resourced (although efficacy is another question) for the latter two commercial focuses (product & client), so I bring the spotlight to the first three areas for Organizational Capability building (people, process, structure).

Further, I work with organizations on bringing drive to the operational and delivery aspects of Organizational Change, Digital Transformation and Innovation programs. My take is that there’s enough planning and thinking in these programs, but not enough effort in the execution, hence the focus.

Coach Takeshi: Behavioral Coach, Process Coach, Organization Development Professional

  • Industry Expertise: Prior to becoming a learning professional, I was a career banker between 1994~2011, with significant fixed income transaction experience across Japan, Asia and global Emerging Markets. Since 2011 I have been a serial startup entrepreneur, particularly in the fintech space as I maintain close relationship with the banking and insurance industry.

Coaching Focus

I see two recurring patterns in where my coachees find insights (i.e. the “aha!” moments during coaching sessions) for impactful behavioral change: developing what I call complexity handling and enabling conversation skills.

  • Complexity Handling: Among the simple-complicated-complex-chaotic spectrum, we often confuse the difference between complicated and complex, and make the common error of using tools and processes meant for complicated tasks, to complex work. Further, we often become overwhelmed and make simple and complicated things complex (and even out of hand – chaotic). Agile Scrum, Design Thinking, Lean Startup are all frameworks and approaches developed for handling complex work, and I make good use of the learnings from the field to coach complexity handling.
  • Enabling Conversations: Despite the decades of advances in behavioral and cognitive science, we are still trapped in the use of controlling language. Often, catalyst moments in coaching sessions come when coachees discover the true power of inquiry and dialogue. The challenge is how to sustain that revelation – we are creature of habits, and habits are hard to change. The focus is on the practicing, and I make many references to old and new literature on human sciences for coaching enabling conversation skills.

Meanwhile, I am an ardent advocate of learning organizations, and central to this is the practice of self-organization.

  • Self-Organization: Without activating the collective intelligence of the team, developing complex products in today’s evolving technological landscape is an impossibility. And self-organization is a consistent trait observed in high performing teams. Yet again as we are so ingrained in command and control culture, self-organization does not come naturally to most teams. It takes some good coaching and organizational alignment to de-learn the many old habits that we hold, yet with a lot of optimism (it doesn’t hurt to be a Positive Psychology coach!) and respect to our intrinsic drive for autonomy, purpose and mastery, I am confident that change for self-organization can happen with every team.


I conduct workshops and lectures at my alma mater INSEAD’s executive program, and my clients tend to be multinationals and regional large corporates. But I love working with individuals, startup teams, SMEs, and public services too. I am frequently involved in innovation programs between financial institutions and fintechs, as I come from that background.

Career, Education & Qualifications

  • 2011 – Present: Lifecycle Pte. Ltd., Founder (Singapore)

    • 2018 – Present: Ongoing Organization Development, Design Thinking, Agile Scrum coaching, training, facilitating, consulting client engagements

    • 2011 – Present: Various start-up projects

    • 2015 – 2018: Canopy Pte. Ltd., Chief Commercial Officer (Singapore, fintech)

  • 2009 – 2011: Barclays Bank, Director (Singapore & Tokyo, Global Markets)

  • 2004 – 2009: Deutsche Bank, Director (Singapore & Tokyo, Global Markets)

  • 2002 – 2004: Bank of America, VP (Tokyo, Global Markets)

  • 1994 – 2001: Morgan Stanley (Tokyo, Investment Banking, Asset Management)

  • 2001 – 2002: INSEAD, MBA, Freshfields Scholarship (France)

  • 1990 – 1994: International Christian University, BA, Liberal Arts (Tokyo)

  • Professional Scrum Master, Product Owner (PSM II, PSPO), Scrum.org (credential)

  • Certified LEGO® SERIOUS PLAY® Facilitator, Association of Master Trainers in the LEGO® SERIOUS PLAY® Method (credential)

  • CCC (Certified Competent Coach, School of Coaching Mastery, credential)

  • CPPC in progress (Certified Positive Psychology Coach, International Association of Positive Psychology Coaches)

  • ICF ACC in assessment (International Coaching Federation, Associate Certified Coach, application submitted Jan 2020)


Coach Takeshi Testimonial
Coach Takeshi Testimonial
Coach Takeshi Testimonial
Coach Takeshi Testimonial
Coach Takeshi Testimonial
Coach Takeshi Testimonial




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