CEO  ·  Independent Board Director  ·  Denver, CO

Vertical SaaS
operator.
PE-grade
execution.

I build and lead category-defining vertical SaaS businesses, driving enterprise value through ICP-precision go-to-market, embedded payments, and product moats that compound over time. Currently leading two PE-backed platforms and serving as an independent director on multiple SaaS boards.

Matt DeWolf

CEO

FRONTSTEPS

Market-leading vertical SaaS platform for community association management companies. System of record, homeowner experience, board tools, and embedded payments serving HOAs, condo associations, and co-ops across the U.S.

CEO

iHomefinder

All-in-one real estate platform combining IDX search, CRM, marketing automation, and AI-driven lead engagement for independent agents, teams, and brokerages.

Independent Director

Multiple SaaS Boards

Serving as an independent board director across multiple SaaS companies, providing strategic oversight on growth, competitive positioning, and value creation.

2022 to Present

Chief Executive Officer

FRONTSTEPS

2024 to Present

Chief Executive Officer

iHomefinder

Current

Independent Board Director

Multiple SaaS Companies

2005 to 2008

Founder & CEO

RouteSmith

I operate at the intersection of strategy and execution. My job is to recruit and retain the best talent, build the right operating systems, and create the conditions for teams to win. Financial performance is the result of strategy, not the starting point. In a turnaround, cash comes first: cut costs immediately, reach break-even, and stop the burn.

The operating standard is AI First. Everyone uses AI for everything, not dabbling. AI is the future of work, and the quicker the organization gets accustomed to it, the better.

Growth is unit economics-governed: LTV:CAC is a hard constraint, ICP is precise, and embedded payments create compounding moats. In vertical SaaS, the company that becomes the system of record wins, then expands wallet share from that position.

I run the business in Founder Mode, not Manager Mode. Without pressure, people revert to the mean. If pressure does not exist, I create it through standards, scoreboards, and real accountability. I work with PE-backed boards to build value that holds up under institutional scrutiny.

Financial Discipline AI First Turnaround Execution Vertical SaaS / ERP Embedded Payments PE-Backed Operations M&A & Due Diligence GTM Strategy Right-to-Win Frameworks Unit Economics Pricing & Packaging Product Leadership Board & Investor Relations Competitive Positioning Executive Recruiting

Interested in connecting or exploring an opportunity?

Connect on LinkedIn linkedin.com/in/mldewolf