Founders often choose accounting software the way they choose a bank: who integrates cleanly today. The hidden issues show up when revenue gets lumpier: annual prepay, credits, partial refunds, and cross-border invoices.
Hidden issues we look for
- Bank reconciliation edge cases when processors split fees weirdly.
- Reporting packages that require add-ons once boards ask sharper questions.
- Advisor ecosystem: who your firm prefers, and why that matters at tax time.
Verdict (starter)
If your ops team is finance-light, bias toward whichever stack your accountant will defend under pressure, not whichever UI you prefer on day one.