Executive and Leadership Coaching
Clear decisions under pressure, steady leadership, measurable follow-through.
This coaching is for purpose-driven professionals who carry significant responsibility and want to operate from a steadier place with clearer thinking, calmer decision-making, and energy directed where it matters most.
You’re ready to cut down on overthinking, second-guessing, and the constant hum of tension so you can lead in a way that feels more natural and less draining.
Jarrod Matteson former Real Estate Attorney turned executive coach and breathwork facilitator, works with professionals to reduce reactivity, improve decision quality, and create habits that stick.
His approach blends practical tools with grounded presence, tailored to your goals.
Who this is for:
- Partners, GCs, executives, and senior leaders
- Professionals navigating high-stakes decisions and sustained pressure
- People who want a reliable system, not just advice, to create lasting change
Outcomes
- Respond instead of react, even under pressure
- Lead from presence, not constant effort
- Improve decision quality and reduce second-guessing
- Reallocate energy from tension to high-value work
Build sustainable habits that support both performance and wellbeing
How we work
We choose the right tool for the moment. Sessions are practical, focused, and tailored to your priorities. We’ll assess your goals, identify patterns that drive stress or inefficiency, and design habits to keep you operating at your best.
Methods we may use:
- Centerline Insight Method. A short, structured sequence that integrates body, mind, and purpose, then translates insights into a concrete action.
- Enneagram framework. A professional lens for recurring patterns and strengths.
- Breathwork skills. Practical tools for regulation, focus, and energy.
Coaching Options
Small Group Wholebeing@Work Executive & Leadership Coaching
4 sessions — $3,000
Small group of 4-12 participants, 4 x 50-minute sessions to support leadership habit building and team and culture development. Includes between-session check-ins and tools. Good for a small group of leaders and teams focused on building trust, group cohesion, and new habits to support a positive team culture and workplace.
1:1 Wholebeing@Work Executive & Leadership Coaching
4 sessions — $1,200
1:1 coaching, 4 x 50-minute sessions to support leadership habit building. Includes between-session check-ins and tools. Good for leaders focused on building trust, group cohesion, and new habits to support a positive team culture and workplace.
1:1 Assessment & Audit
1:1 Assessment & Audit — $395
1 x 90-minute session after taking the online assessment. Includes an Assessment & Audit Summary with recommendations and next steps. Two tracks available: Enneagram/Self-Discovery Assessment + Audit or Reset/Burnout Assessment + Audit.
Credit the fee to your first month if you begin Executive Coaching within 14 days.
1:1 Executive & Leadership Coaching
Monthly — $795 per month
2 × 60-minute sessions per month, message check-ins, and between-session tools. Six-month option $4,350. Twelve-month option $8,400. Minimum commitment 3 months.
1:1 Decision Clarity Sprint
4 weeks — $995
4 x 60-minute sessions per month, message check-ins, and between-session tools. Good for someone who wants to focus on one issue for a one-month sprint. 50% of the fee can be credited toward a subsequent six-month Executive Coaching package.

Start Your Wholebeing Journey Today
Fill out the form below to learn more—our team will be in touch with the details you need to take the next step.
Company Retreat Contact Form
We will get back to you as soon as possible.
Please try again later.