
Personalized mindset coaching designed for professionals navigating crossroads. We help you clarify your path, build confidence, and take decisive action.


Work through each phase of transformation with actionable steps that challenge how you think, sharpen how you lead, and build the momentum needed to move your career forward with intention.
Uncover the beliefs and patterns blocking your progress through focused assessment and honest reflection.

Define outcomes aligned with your values, not just what you think you should want. Strategy 22 helps clarify your real priorities.
Break big career shifts into concrete, manageable steps you can start this week with accountability built in.

Challenge the stories you tell yourself about what's possible. Real change starts with changing how you think.
Stay on track between sessions with check-ins and guidance tailored to your pace and challenges.

We begin with a thorough assessment of where you stand now—your skills, goals, and the obstacles holding you back. From there, we set concrete targets and build a step-by-step action plan you'll actually follow. Throughout the process, Strategy 22 provides ongoing support to keep you on track and help you navigate challenges as they arise.
Choose the engagement level that matches where you are in your career transformation journey.
Single 90 minute deep-dive coaching session to clarify your direction and identify your next steps.
$250
per sessionIntensive three-month coaching program with weekly sessions to shift your mindset and career trajectory.
$4500
totalOngoing coaching, flexible scheduling, built for lasting growth.
Per engagement
per month
Identify your core strengths, values, and career gaps with guided reflection. Build the foundation for meaningful change.

Transform self-discovery into a concrete roadmap. Define your next role, timeline, and specific steps to get there.

Work through real obstacles as they come up. Check progress weekly and adjust tactics to stay on track toward your goals.

Work directly with a coach who understands startup culture and career transition challenges from real experience.

Navigate Boston's competitive job market with someone who knows the local startup and corporate landscape firsthand.
Find answers to what clients typically ask about the coaching process, commitment, and outcomes.
Professionals who worked with Strategy 22 have realigned their careers, gained clarity on their next moves, and taken action toward meaningful growth. They came in feeling stuck or uncertain — and left with a sharper sense of direction, a concrete plan, and the confidence to move forward.
Working with Strategy 22 helped me see past the noise and identify what I actually wanted from my career. The clarity I gained was invaluable, and I've already made moves I wouldn't have made without that guidance.

Jennifer Walsh
Operations Manager, Boston
I came in frustrated and uncertain. The coaching process at Strategy 22 helped me evaluate what was working and what wasn't, then gave me a concrete plan to move forward. I'm in a stronger position now.

Marcus Thompson
Startup Founder, NYC
The mindset work was eye-opening. I realized how much my own thinking was holding me back. Strategy 22 didn't just give me a plan, they helped me understand why I needed to change my approach.

Sarah Chen
Project Manager, Boston
I was at a crossroads and didn't know which direction to take. The coaching helped me evaluate my strengths, my goals, and what actually matters to me. I feel equipped to move forward with confidence.

David Kim
Senior Analyst, Austin
What impressed me most was how practical the coaching was. It wasn't just theory, it was actionable steps I could take right away. I've already implemented changes and seen results.

Rebecca Santos
Marketing Director, Seattle