Choose software that makes the firm's operating model visible: who can access each company, what state the work is in, what automation handled, what needs judgment, and how the books are proved at close.
Start with the firm's actual operating loop
List how bank activity arrives, who codes, who reviews, how statements are collected, who reconciles, how questions reach company owners, and which reports are delivered. Count the systems and spreadsheets that hold state along the way.
A feature checklist that ignores handoffs will overvalue broad modules and undervalue the bookkeeping path the team uses every day.
- Company intake and migration
- Bank activity and coding
- Requests and evidence
- Reconciliation and reporting
Require firm visibility and company separation
Five people need a shared view of the portfolio, but not every person needs every company or permission. The software should show the selected company clearly and enforce access on the server, API, and agent paths.
A firm-wide queue must be able to explain its counts. Staff should move from the signal to the company and source records without guessing which books are active.
- Firm portfolio view
- Company-scoped books
- Staff roles and selected-company access
- Traceable firm-level counts
Use automation where review can still see it
A small team benefits from bank rules, AI research, recurring checks, and report preparation, but only if it can distinguish what completed from what was merely suggested.
Ask whether warnings remain visible, whether posting is separate from coding, whether sensitive actions require confirmation, and whether an agent can prove its result.
- Deterministic rules for stable patterns
- AI for context and preparation
- Warnings and approvals
- Resulting accounting evidence
Avoid software that needs a sixth person to administer it
Implementation should still be deliberate, but the everyday workflow should not depend on maintaining complex project boards or rebuilding bookkeeping status manually. The system should derive state from the accounting work where practical.
Start with a narrow pilot: a few representative companies, a clear source cutoff, known exceptions, and a measured close. Expand only after the team understands the operating model.
- Representative pilot companies
- Documented migration cutoff
- One daily queue and close checklist
- Measured rework and delivery time
Use a weighted buying scorecard
Weight scope and permissions, bank workflow, reconciliation, reporting, migration, API or agent access, support, security controls, and total cost. Treat unsupported must-have workflows as a hard gap rather than a low score.
Price should include review labor, migration work, add-ons, connected accounts, AI usage, and the cost of retaining another system for missing capabilities.
- Must-have boundary
- Workflow fit
- Control and evidence quality
- Full operating cost
Related reading
Put the workflow into practice