Why it dies

Every feature you named — violations, fines, payments — is already a checkbox in PayHOA, Vantaca, TownSq, AppFolio, and Frontsteps, and they've spent a decade grinding through the actual hard part: integrations with property managers, banks, and reserve accounting. You're entering a mature, consolidating market with zero stated wedge and a product that's a demo, not a moat. HOA boards are volunteer treasurers who switch software once a decade after a painful RFP; your CAC will eat you alive before your first renewal. 'Track, fine, collect' isn't a startup, it's the last three bullet points of a competitor's pricing page.

What would save it

Pick one knife-edge no incumbent nails and own it. The sharpest: automated dispute-and-compliance workflow that keeps boards out of legal trouble — photo evidence, state-specific notice timelines, appeal tracking, audit trail — sold to the self-managed small HOAs (under 100 units) the big platforms ignore because they're too cheap to serve. Become the tool that makes a volunteer board bulletproof in court, not the fifteenth payment portal.