Grandview Performance Coaching provides highly personalized, 1:1 coaching to help ambitious start-up founders and builders get the best out of themselves and their companies.
Supporting your journey to peak performance
Company building is relentless. I’ve felt that grind firsthand and, after investing in and advising more than 150 companies, I’ve seen every twist it can take. I created Grandview Performance Coaching to provide the support I once craved, and the challenges and opportunities that I’ve seen while helping founders navigate their entrepreneurial journeys.
My coaching is centered on helping leaders navigate two realities. First, work/life balance doesn’t exist for builders who are “all in”. But peak performance and longevity are only possible when your physical, emotional, and relational health are in order. Second, it’s lonely at the top. As your coach, I’m always in your corner – to brainstorm, debate, tackle daily challenges and reflect on major life decisions – without any agenda other than your success.
If you’re ready to build a company—and a life—that performs at the highest level, let’s talk.
Working with Grandview
Each partnership starts with a 45-minute intro call—your first taste of live coaching and a quick check that we’re the right match. From there, everything is tailored to you, your business, and your long-term goals.
What to Expect
- Regular Live Sessions – We’ll start with a 90-minute deep dive to clarify what matters most and then meet twice a month to work through what is top of mind for your business and in your life.
- Between-Session Support – Things change quickly. I’m available in-between sessions to talk/text when you need support.
- Confidential Sounding Board – A calm, judgment-free space to drop the armor, process emotions, and pressure-test big decisions — paired with firm accountability on the actions you commit to.
What We Bring
- Operator + Coach – I spent 15+ years building and backing high-growth startups, so I know the late-night fire drills and boardroom dynamics. As your coach, I’ll meet you in those same trenches—then help you rise above the tree line to see the bigger picture and move forward with clarity.
- Whole-person focus – I coach the whole person, not just the role—integrating purpose, presence, relationships, and wellbeing to support sustainable performance.
- Selective Roster: I work with 12–15 leaders max, keeping you top-of-mind with full-energy sessions and proactive support between calls.
How You’ll Grow
- Lead with Clarity – Navigate complexity with self-trust, challenge old narratives, and lead in a way that attracts talent, builds trust, and delivers results.
- Build for the Long Run – Establish habits that sustain your energy, sharpen focus, and help you avoid burnout.
- Multiply Your Impact – Stop carrying every task alone and start empowering others, so you can focus on the work only you can do.
Building a company comes with both shiny highs and rough, ugly lows. Dillon was with us through all of it—never shying away from uncomfortable conversations and always asking the tough questions. He’s everything you’d want on your team: grounded, consistent, and iterative. In a world sprinting toward quick wins, Dillon helped us recenter on the truth: real company-building is a marathon. Together, we rebuilt our engineering team, launched a beautiful product, and significantly scaled our user base—but the real win was channeling that firehose of learnings and realigning the company with Dillon’s help.
— Ashe Magalhaes – Founder & CEO of Hearth AI
Grandview Performance Coaching 