Build alignment. Strengthen execution. Prepare for what’s next.

Coaching Programs for Every Stage of Growth


Every leadership team is at a different stage in its planning journey. Some are just starting out, some are building momentum, and others are refining strategy for the future. That’s why I offer different levels of coaching — designed to meet you where you are today and guide you toward the company you want to become.

Ongoing Programs

  • Level 1: Rhythm / Planning Foundations

    Establish a reliable rhythm of annual and quarterly planning that keeps your team focused, aligned, and accountable. Through guided sessions and structured tools, you’ll turn goals into action and create lasting momentum.

  • Level 2: Strategic Council

    Take your planning further with dedicated time each month to think beyond execution. The Strategic Council helps your leadership team refine strategy, strengthen alignment, and build a confident path for long-term growth.

  • Level 3: Strategic +

    For CEOs ready for deeper insight and direct coaching. Build on your team’s planning and strategy work with one-on-one sessions focused on leadership, complex decisions, and sustaining growth at the highest level.

Level 1: Foundations

Level 1: Rhythm / Planning Foundations — $7,500

For leadership teams ready to establish a reliable planning rhythm.

Great companies aren’t built on ideas alone — they’re built on the ability to stay focused and follow through. In this program, I work with your team to create a rhythm of annual and quarterly planning that keeps everyone aligned, accountable, and confident about moving forward together.

What you get:

  • Structured annual and quarterly planning sessions

  • Twice-per-month 1-hour coaching calls

  • Access to the Planning Workbook in Excel (updated monthly)

  • Clear accountability and progress tracking

SCHEDULE A DISCOVERY CALL

Rhythm / Planning Foundations is best for teams new to business planning or those struggling to keep plans alive.

Level 2: Strategic Council

Level 2: Strategic Council — $15,000

Already in Level 1? Upgrade for an additional $7,500/year

For leadership teams ready to scale and think long-term.

Once the basics of disciplined planning are in place, it’s time to look further ahead. The Strategic Council builds on the foundation of Level 1, giving you everything in Planning Foundations plus dedicated time each month to stretch your thinking and connect today’s execution to tomorrow’s vision.

Together, we’ll refine your planning process, strengthen alignment, and prepare your company for confident, sustainable growth.

What you get (in addition to Level 1):

  • Monthly 2-hour Strategic Council sessions

  • Frameworks for long-term vision, core values, and strategic thinking 

  • Guidance on scaling, core client development, and growth strategy that drives the development of a 3 year plan.

SCHEDULE A DISCOVERY CALL

The Strategic Council is best for teams who are already executing well and want to maximize growth and sharpen long-term strategy.

Level 3: Strategic +

Level 3: Strategic Council + Custom Coaching — Invite only

For CEOs and leadership teams who want deeper, individualized coaching to accelerate growth.

Where the Strategic Council focuses on long-term strategy, this level adds personalized coaching and support to help you scale faster and execute with greater focus.

Doug works directly with the CEO and leadership team to bring clarity, accountability, and external perspective to your company’s most important decisions. Each month, the CEO receives a dedicated one-on-one coaching session, and Doug joins the leadership team for the first 2.5 hours of their quarterly planning sessions.

Together, you’ll strengthen execution, sharpen priorities, and ensure every quarter builds measurable progress toward your goals.

What you get:

  • Quarterly facilitated sessions with Doug

  • Monthly one-on-one coaching for the CEO

  • External perspective, accountability, and alignment across the leadership team

SCHEDULE A DISCOVERY CALL

Invite-only for CEOs and leadership teams seeking individualized coaching and accelerated growth.

Seasonal Offering

Culture to Action

Available twice a year: following each Culture & Engagement Survey (Q1 and Q3).

Turning survey results into action is where real progress begins. In this focused 3-week course, I work with your leadership team to translate insights from the Culture & Engagement Survey into a clear action plan that strengthens trust, alignment, and performance across your organization.

JOIN THE MAILING LIST

Not Sure Where to Start?

Every company is at a different stage. If you’re unsure which program fits, let’s talk it through.

BOOK A DISCOVERY CALL

Use a proven framework to help you know where to focus your energy.

Regularly connect with an experienced coach to monitor your progress and work through challenges.


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Jerry, CEO of Synchronet.png

The key benefit for me is structure. With life as crazy as it is, the program keeps us in our planning rhythms, so we always have a quarterly plan that we're working on that connects to our annual plan, and our annual plan connects to where we're trying to get in the next 3-5 years.

Jerry Sheehan, President of Synchronet

Start meeting your goals

Connect with Doug

Not sure the online program is right for you? Get direct support, customized for your team, ranging from $30–80k/year.