Clarity. Confidence. Purpose. Strategy.
Empowering individuals and organizations to grow with intention, build stronger leadership, and move forward with confidence and momentum.
What Coaching Helps You Do
Jimmy J. Stewart provides transformational coaching to help individuals gain clarity, strengthen confidence, overcome internal barriers, and take consistent, meaningful action. Coaching gives you support, accountability, and a clear plan to move forward with purpose and momentum.
Monthly Coaching Packages
STARTER — Monthly Coaching
1 coaching session per month
Clarity, accountability, and focused support
Ideal for periodic guidance and progress check-ins
Starting at $149/month
Who This Is For
This coaching is ideal for:
• Individuals seeking clarity, direction, and confidence
• Emerging leaders and professionals stepping into new roles
• Speakers, presenters, and communicators who want to grow
• Creatives and high-potential individuals needing structure
• Anyone ready to break free from fear, doubt, or stagnation
• People who want accountability, strategy, and personal growth support
Monthly Coaching Packages
STARTER — Monthly Coaching
1 coaching session per month
Clarity, accountability, and focused support
Ideal for periodic guidance and progress check-ins
Starting at $149/month
GROWTH — Monthly Coaching
2 coaching sessions per month
Personalized growth roadmap
Ongoing accountability and momentum
Starting at $299/month
90-Day Coaching Programs
BREAKTHROUGH — 90 Days
6 coaching sessions across 90 days
Confidence and clarity development plan
Milestone tracking and guided accountability
Starting at $795
BREAK FREE — 90 Days
9 coaching sessions across 90 days
Deep confidence, purpose, and clarity work
Weekly accountability + implementation support
Starting at $1,195
RISING LEADER — 90 Days
12 coaching sessions across 90 days
Leadership, communication, and presence development
Ideal for emerging speakers and leaders
Starting at $1,595
Monthly Coaching Packages
| Package | Sessions | Best For | Price |
|---|---|---|---|
| STARTER | 1 per month | Guidance + accountability | $149/mo |
| GROWTH | 2 per month | Structured growth + momentum | $299/mo |
90-Day Coaching Programs
| Program | Sessions | Focus | Price |
|---|---|---|---|
| BREAKTHROUGH | 6 sessions | Clarity + confidence foundations | $795 |
| BREAK FREE | 9 sessions | Confidence, purpose + accountability | $1,195 |
| RISING LEADER | 12 sessions | Leadership + communication development | $1,595 |
Speaker Coaching & Communication Development
For individuals who want to strengthen their voice, build confidence, and communicate with clarity, authenticity, and presence.
Jimmy guides speakers using the R.I.S.E. Method™ — a proven framework to craft signature messages, strengthen delivery, and elevate stage and camera performance.
R.I.S.E. Method™ Coaching Includes:
• Message clarity and story structure
• Voice, presence, and delivery development
• On-camera communication practice
• Signature talk refinement
• Confidence building and mindset development
• Personalized growth feedback after each session
Consulting & Strategy
For organizations seeking clarity, capacity, and strategic support, Jimmy provides guidance rooted in leadership, housing expertise, program management, and systems thinking.
Areas of Support Include:
• Program development and improvement
• Homeownership pathway design
• Workshop and training development
• Organizational storytelling and messaging
• Team capacity-building and collaboration strategy
• Strategic planning and implementation support
Consulting packages start at $95/hour or custom project rates.
Ready to Move Forward?
Whether you're seeking personal growth, leadership development, speaking confidence, or strategic guidance for your organization, Jimmy is here to help you take the next step with clarity and purpose.