Helping founder-led software companies scale without losing their vision.
Every company can hire smart people. The harder part is aligning them around a common mission and shared outcomes. That alignment is what unlocks velocity.
Alignment is an operating system
Companies rarely stall for lack of talent. They stall because the systems connecting leadership, product, engineering, go-to-market, and execution stop scaling. Strategy is clear at the top and fuzzy three layers down. Everyone is busy, yet the few things that matter keep slipping.
Alignment isn't consensus, and it isn't communication. It's the planning, prioritization, cadence, decision rights, and metrics that keep a whole company pointed at the same outcomes as it grows. Clarity beats consensus. Leadership creates the clarity, and the operating system lets it scale.
Alignment in an AI-native company
AI is changing how teams are organized. Roles blur, a small team can produce what used to take many, and the planning, decisions, and cadence built for the last era no longer fit.
That's a chance to build a better operating system: clear outcomes, shared context, and fast feedback that reach every team and every tool, with AI and people each doing what they do best. I help leadership design it, and I led Front's move to an AI-led multiproduct strategy.
Who I work with
The people
- Founder CEOs and growth-stage CEOs
- Venture investors and growth-equity partners
- Private equity operating partners
- Family offices investing in software
- Boards
The companies
- SaaS, founder-led or founder-influenced
- $10M to $45M ARR, 75 to 500 employees
- At an inflection point in how they operate
- Across North America, Europe, and the GCC
Four ways to work together
Each engagement is scoped around where your company actually is.
Operating System Diagnostic
A short, focused assessment of how your company really runs, and where intent breaks down between strategy and execution. You leave with findings from leadership interviews and 90-day recommendations.
Founder & CEO Advisory
A fractional executive partnership that translates founder vision into organizational execution, and gives leadership a trusted thinking partner.
Operating Model Transformation
Hands-on work to rebuild the mechanisms that scale a company: planning, product strategy, roadmaps, leadership cadence, and how decisions get made, including AI-native ways of working.
Investor & Portfolio Support
An experienced operator alongside your investment team, improving execution across portfolio companies before and after the deal. Portfolio assessments, product diligence, leadership hiring, and board advisory.
Where this comes from
Over 25 years across IBM, SendGrid, Twilio, Front, and Stripe. At Front I led Product, Engineering, Design, Analytics, and Support as CPO and more than doubled recurring revenue. At SendGrid I scaled platform throughput from 350 billion to 1 trillion emails a year, then led the business inside Twilio to more than $250M in revenue. At Stripe I built the software development operating system.
I work with a small number of companies at a time.
If alignment is what stands between your team and its velocity, let's talk.