Illustrative scenario

Illustrative scenario: a Winnipeg family firm digitizing before succession

Canadian accounting professionals — Illustrative scenario: a Winnipeg family firm digitizing before succession

A second-generation Winnipeg firm faces a transfer problem before a technology problem: 35 years of client history sits in filing cabinets and in one person's memory. Manitoba's 0% provincial small-business rate on the first $500,000 of active business income keeps many of those clients incorporated, and incorporated clients carry decades of records.

Updated July 2026

The firm in this scenario

An archetype, not a client. The figures below describe the shape of the practice being modelled — they are inputs to the scenario, never results.

Firm profile — A Winnipeg family firm going paperless
AttributeDetail
ArchetypeSecond-generation family firm preparing for succession
LocationWinnipeg, Manitoba
Firm sizeFive staff
Client profileLong-tenured owner-managed clients, many held for decades
  • Client CRM
  • Google Workspace integration
  • Engagement letters
  • Audit log

The problem

The retiring founder knows which client changed year-ends in 2009 and why. None of that is written down, and the successor cannot run what she cannot see.

Paper compounds it. A file that exists only in a cabinet is invisible to everyone who is not standing in front of the cabinet, which during a transition is everyone.

The workflow, step by step

  1. 1

    Rebuild the client records first

    Contacts, fiscal year-ends, officers and program accounts are entered before any document is scanned. The structural facts matter more than the paper.

    Client CRM

  2. 2

    Send documents to the firm's own Drive

    The Google Workspace integration keeps documents in the firm's storage, connected to the client record rather than duplicated into it.

    Per-tenant Google Workspace integration

  3. 3

    Go digital-first on new work only

    New engagements are digital from day one; the backlog is scanned when a legacy file becomes active again, not in one heroic purge.

    Task Master projects

  4. 4

    E-sign the letters

    Engagement letters move off the printer, which removes the last routine reason for paper to enter the office.

    Engagement letters

  5. 5

    Keep an append-only trail

    Actions on a client record are logged, so the successor can reconstruct what happened without asking the person who left.

    Audit log

What this changes

Firms digitizing ahead of succession typically find the transfer stops depending on one person's memory. The system holds what the founder used to hold, which is the difference between a handover and an excavation.

About this scenario

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