Executive Coaching

for the Social, Digital, Connected Leader

  • Drive Agile Organization Development

  • Develop Executive Presence

  • Master Mentor Coaching

Executive Coaching for the Social Digital Connected Leader - Lifecycle - agile-od.com

Does Your Coach Know Your Game?

It takes a Digitally Enabled Executive Coach to coach Digital Leaders

Takeshi Yoshida INSEAD ICF Scrum.org

Takeshi Yoshida

Chief Coach & Founder

Agile Organization Development

Bio & Credentials

The core competencies needed for leadership in today’s socially and digitally connected organization is a rapidly evolving moving target. Keeping up with latest technology is the easy part – technology trends are at least apparent. The real challenge is in adapting to the changes in people’s behavior, both inside and outside the organization. An organization is a system – small changes in one area of the organization, whether it be an internal or external factor, will have rippled effects on other parts of the organization. Sometimes those impacts are subtle, other times they can be seismic.

If you are a leader or an executive in such fast moving organization and are seeking for an executive coach, you will need a coach that is both trained and practiced in executive coaching, and has subject matter expertise in digital.

Let’s take myself as an example.

Coach Takeshi Profile

I am myself an organizational leader and corporate executive that has been compelled to innovate and transform repeatedly throughout a 25+ years career. Particularly in the last decade as a serial entrepreneur and more recently as an expert resource at the intersection between start-ups and large corporates, I have been amorphously acquiring, and more importantly using, a wide range of people and process management tools, frameworks and mental models for handling complex work.

As a Behavioral Coach, I am trained and certified in Positive Psychology (CPPC) and am a registered and certified member of the International Coach Federation (ICF ACC). 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.

As a Process Coach, I am an experienced practitioner of Design Thinking, Agile Scrum and Lean Startup from my many startup projects. I am a Scrum.org Professional Scrum Master II and Professional Product Owner. I use Liberating Structures for facilitation work, and also am a certified Lego® Serious Play® facilitator.

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

Executive Coaching with Intent

The following are some common topics that can be addressed in my executive coaching sessions.

  • Leadership for Agile Organization Development: The key to a successful Agile organizational transformation is in alignment. Senior sponsorship is a must, but often cases that’s not enough. Leaders will typically need to pick up an active role in facilitating the transformation, and this is an area that I can provide intricate pointers as an Organization Development professional and Agile practitioner.

  • Developing Executive Presence: As leaders depart from old command and control habits and transition to a “leaders as facilitators, managers as coaches” modus operandi, the sense of loss of power can be unsettling. Executive presence can fill that gap. Executive presence is about exercising influence by having a clear intention of how you want to be perceived by people, and authentically communicating accordingly. It is a new mindset and a communication skill set that takes practice to master, and we can work on it through coaching.

  • Mastering Mentor Coaching: Mentoring and coaching are now common activities for today’s leaders, however, they tend to be done without a clear understanding of what activities they entail. Too often, mentors listen to their mentee’s challenges but are quick to solve the problems for them. Other times mentoring sessions become lectures. When requested to make mentoring and coaching skills a focal topic of the executive coaching, I start with helping the leaders clarify what mentoring is about for them and their mentees. And then I concentrate on the coaching element of mentoring. Coaching is a skill set that does not come naturally to most people. It requires awareness and a decent amount of training to overcome some of our basic traits and habits around communication that are not conducive to effective coaching. Mastering mentor coaching will take time and a lot of practicing. As “coach’s coach,” I help leaders stay on track and committed to the mastery.


At our first free coaching session, we will explore and set a macro coaching goal for the initial series of coaching sessions. I typically suggest a series of six (6) x 60 minute coaching sessions, in weekly or bi-weekly (twice a month) frequency. A good portion of clients achieve their macro coaching goal by the end of six sessions with great results, while others may continue for a few more sessions to achieve breakthrough at their pace. These six sessions (plus a few more) series can iterate (as in Agile): after achieving their first macro coaching goal, coachees often identify their next target areas of growth and we can proceed to another series of six coaching sessions.

In a typical coaching session, we will start with setting the coaching topic and coaching goal for the day. We will then work on the topic together by clarifying the challenges and developing insights, and then create actions that will solve or advance the challenge. We will conclude the coaching session by agreeing on the action items to happen until the next coaching session, and target outcomes and measurements around them.

If you are in Singapore, we can do the coaching sessions face-to-face. Otherwise, all other sessions are done remotely via video call, such as Zoom. I coach clients in Europe and US time zones regularly.

As an ICF certified coach, I am bound by the principles of confidentiality set forth in the ICF Code of Ethics. Our coaching conversations are private, and unless required by law (such as by court order), I do not disclose any client information without the client’s consent, and will not disclose the client’s name as a reference without the client’s consent.

Without your consent, no. For company sponsored coaching sessions, each a representative from the company, coach (myself) and coachee (you) will enter into a tri-party coaching contract. Here’s a sample language on confidentiality from the contract: “The Company Client further agrees that it shall at all times accept and honor the Coach’s obligations of confidentiality to the Employee Client and shall not compel or pressure the Coach into disclosing or revealing the substance of the Coach’s meetings with the Employee Client.”

  • International Coach Federation (ICF), Associate Certified Coach (ACC): credential
  • International Association of Positive Psychology Coaches (IAPPC), Certified Positive Psychology Coach (CPPC) Level 2: credential

In addition, I hold the following credentials:

  • Scrum.org, Professional Scrum Master II (PSM II) and Professional Scrum Product Owner (PSPO): credentials
  • Association of Master Trainers in the LEGO® SERIOUS PLAY® Method, Certified LEGO® SERIOUS PLAY® Facilitator: credential

Yes, I do coaching in the larger context of Organization Development, and I regularly coach teams on various topics. Please consult with me on your team coaching objective.

Yes, in every coaching session we identify a coaching topic to work on and set a coaching goal. We measure results and efficacy against the coaching goal. Further, I work with coachees in setting and tracking macro coaching goals for the coaching program. If those coaching goals properly match the real needs of the coachee, then achieving the goals would normally be met with great satisfaction by the coachee. If not, or not fully, then that will typically mean a misalignment of goals with the coachee’s real needs. That is insight in itself, and we work on further exploring the coachee’s need and set a new goal for the coaching.

I have a sliding scale coaching fee schedule, and further, a pay-what-your-means-allow fee policy for those who require subsidized rates. Please enquire for details.

Yes, first coaching conversation for 60 minutes is free. Book your complimentary first session from here.

はい、日本語は母国語ですので、もちろん大丈夫です。(Japanese is my native tongue, so yes I can coach in Japanese.)


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