The habits that make you a high performer often start to work against you at scale. I work with C-suite leaders navigating the shift from personal intensity to high-leverage leadership, when the stakes are higher and the old playbook no longer fits.
Rooted in lived experience leading through growth, complexity, and exit.
At a certain level of scale, sheer effort stops paying off. The decisions carry more weight, the stakes are higher, and the grit that once drove progress starts to create more noise than signal. You don’t need to be fixed, and you don’t need more to do. You need space to think clearly and trust your judgment again.
I’m David Dressler. I spent over a decade building and leading a company through growth, complexity, and exit. I’ve lived the moments where leadership had to change, not because something was broken, but because the role demanded something different.
I don’t bring a playbook. I bring the perspective that comes from having been accountable for real outcomes and real people. Our work focuses on reducing the friction between the demands of the business and your actual capacity to lead it, so you can show up with steadier presence and clearer thinking when it matters most.
I don’t use long-term contracts. I rely on compounding value. The work should feel like relief, not another obligation. Most clients stay because the clarity we build becomes part of how they lead.
For founders and executive leaders.
Some challenges can’t be worked through with your board, your team, or even your family. They require discretion, context, and space to think.
Our work focuses on the decisions that carry real weight and the leadership capacity required to make them well. The goal is to ensure your judgment keeps pace with scale, so you can see the business clearly and act with steadiness even when the stakes are highest.
For leaders and their teams.
As a business scales, the informal ways of working that once felt like a strength begin to create drag. Communication gets harder, decisions slow, and misalignment starts to quietly spread.
I work with leadership teams to surface where things have broken down and reset the shared agreements required to move forward together. The focus is on resolving underlying friction so the team can regain clarity, trust, and execution.
For the redefining moments.
As a company evolves, the founder’s role often needs to change with it. Stepping back, stepping up, or moving on can feel straightforward on paper, but rarely is in practice.
I work with founders to navigate the shift between identity, ownership, and leadership responsibility. The focus is on creating clarity at the moment of transition so decisions are made deliberately and the next phase begins without regret.
“Working with David gave me clarity, confidence, and practical direction at a crucial moment in my founder journey. His insight came from real experience, not theory, and made an immediate difference. He challenged my thinking, encouraged me in a way I hadn’t experienced before, and gave me a simple assignment that materially moved my business forward.
I’m deeply grateful for his presence, honesty, and support. I’d recommend David to any founder who wants a coach who has truly been in the arena and knows how to help others grow with strength and compassion.”
— A.P., Founder & CEO
“Stepping into a senior leadership role at a fast-moving creative company was daunting. David quickly became a trusted sounding board. He listens deeply, gets to the heart of issues, and draws on real-world experience.
With his guidance, I’ve built clearer processes, stronger relationships, and a more confident, balanced way of leading. Our meetings, team energy, and results have all taken a noticeable step forward.”
— P.M., COO/CFO
“David guided me from founder-doer to CEO by helping me build processes, empower my team, and sharpen my focus. At the same time, his calm, values-based approach helped me stay confident in my instincts during fundraising and growth.
Having someone who’s been through operations and capital raising himself, and validated my gut from real experience, is incredibly powerful. The result for me was faster execution with less panic and more conviction.”
— D.G., Founder & CEO
“We needed our management team to have a trusted advisor as we entered the next phase of growth with a new partner. David’s balanced approach brought trust, collaboration, and new perspective to the team — and peace of mind to the board.”
— J.S., Managing Partner
“David took two skeptical groups and helped us come together in a meaningful way. We explored what was working, what wasn’t, and learned how to engage with each other honestly and productively.
The experience was connective and surprisingly energizing. Beyond solving immediate issues, it helped us clarify the kind of company we want to be and the principles that will guide us forward.”
— R.O., Chief Development Officer
If you’re at an inflection point and need a sounding board, let’s see if there is a fit.
