Small businesses (1-50 employees, profitable, not VC-backed) buy software differently from startups: they need it to PAY BACK in 6-12 months, not in 5 years of equity appreciation.
The dominant stack: QuickBooks Online (accounting), Square or Stripe (payments), HubSpot or Pipedrive (CRM), Google Workspace or Microsoft 365 (productivity), Gusto or QuickBooks Payroll (payroll), and industry-specific vertical software (a Field Service Manager for trades, a POS for restaurants, etc.). The high-leverage tools small businesses underuse: real CRM (most run on spreadsheets + Gmail folders), proper bookkeeping cadence (monthly not annually), and reviews + reputation management (Birdeye, Podium, NiceJob — outsized impact on customer acquisition). The expensive mistake: paying for tools no one logs into. Audit usage quarterly.