Plan Ahead Get the Starter Kit, $199

Build a backup plan someone else can follow

Work through daily prompts in the Starter Kit. Bring your answers together into a plan your backup person can use.

Sign up for the cohort waitlist and get 10% off the Starter Kit. Confirm your email to claim the discount. Already joined? Get your waitlist discount.

01 You answer a daily prompt
Day 3 asks who could step in. The fictional owner names Maria Alvarez as their primary person.
02 Your answers become the handoff
The Day 15 handoff sheet names Maria Alvarez as continuity lead, filled from Day 3 and ready to edit.

Enter it once. Bring it together. The person you name on Day 3 appears on your Day 15 handoff sheet. Keep working through the prompts, then print your plan for the person who may need it.

Download a sample plan (PDF, 2 pages)Real workbook output, with fictional business details.

If you couldn’t work tomorrow, what would happen?

The question is rarely who does my job. It is more specific than that.

  • Who would know what needs to happen first?
  • Who could access the systems they need?
  • Who would contact your clients?
  • Who would know which deadlines are coming?
  • Who could keep cash, payroll, and bills moving?
  • Who has authority to make decisions?
  • What knowledge currently lives only in your head?
  • Could someone reasonably capable keep things moving without asking you a hundred questions?

You don’t need everything documented to start. You need to know what matters most.

The distinction that matters

Documentation isn’t the same thing as continuity. A document nobody can find, understand, or use isn’t much of a backup plan.

The four-step continuity sprint

Four steps to a usable plan.

  1. Stabilize

    What can’t wait? Name the first 24 hours’ priorities and who handles them.

  2. Connect

    Who needs to know? Set the contact order and day-to-day decision authority.

  3. Build

    What would someone else need? Make access, deadlines, money, and client commitments easy to find and follow.

  4. Test

    Can they actually do it? Test one real handoff and fix what breaks.

Start with a 3-minute reality check

Ten statements across the five areas where owner dependency usually bites. This isn’t a grade. It’s a flashlight.

People and responsibilities

Someone other than me knows who would step in for each part of the business.

That person knows what they would be responsible for, not just that they are on the list.

Clients and work

Someone could tell which clients need attention first and what is due in the next 30 days.

Client commitments and deadlines live somewhere other than my head or my inbox.

Systems and access

A trusted person can get into the systems that run the business without calling me.

They would know where to look for the files, logins, and records they need.

Money and administration

Someone could keep invoicing, payroll, and bill payment moving for a month.

The bank, payment, and payroll access needed to do that is arranged in advance.

Communication and decisions

There is a plan for who tells clients and the team what is happening.

Someone besides me has the authority to make day-to-day decisions.

This page needs JavaScript to score the check. The five areas below are the checklist either way: work through them in order and note where you hesitate.

What you get, and what it costs

Choose your own schedule or guided group work.

Starter Kit

$199 one time. Available now.

  • 30 daily prompts, on your schedule
  • “If I’m unavailable” sheet built from your answers
  • Readiness score and gap list, anytime
  • Print or save an offline copy for any machine
  • Updates to the edition you buy included
  • Answers stay on your device, never sent to us

Quickstart

$799 per seat. Scheduled cohorts.

  • The whole $199 Starter Kit included
  • Four guided 60-minute Zoom work sessions across 30 days
  • 30-minute kickoff and day-30 reality check
  • Peer accountability, capped at 8 owners
  • Facilitated troubleshooting between steps

What you actually paid for the Starter Kit comes off your seat. Pay $199 for the kit, then $600 for the cohort. Discounted purchases earn the amount paid; comped and review copies earn no credit.

Full cohort details

First page of an "If I’m unavailable" plan, watermarked SAMPLE, with fictional business, owner and backup contacts, first actions and priorities.
The result: a plan someone else can follow. First of five printed pages, shown with fictional answers. Download a 2-page sample (PDF)

What owners tell us

Three situations we hear about constantly, from owners who had no plan and owners who did.

“I put off creating a backup plan for years. Then I was hospitalized for 3 weeks with no warning. I lost $15,000 in client work and nearly lost my biggest account because nobody could access my systems. Having a backup plan in place would have saved me thousands.”
Sarah’s story
“After my father passed away suddenly, I spent months trying to piece together his business affairs. As a business owner myself, I immediately created my own backup plan. The peace of mind for my family is priceless.”
Michael’s experience
“When my partner had emergency surgery, I was able to step in and keep her business running because we had completed this backup plan process. Her clients were amazed at how smoothly everything continued during her 6-week recovery.”
Jennifer’s relief

Who the Quickstart is for

This program is perfect for

  • Solopreneurs who are the only person who knows how their business runs
  • Small firm owners who need to protect their team and clients
  • Service professionals with ongoing client responsibilities
  • Business owners with family dependents who rely on your income
  • Anyone who’s thought “I should really get this organized someday”

You’ll benefit most if

  • You can commit to attending the live sessions
  • You’re willing to take action during our guided work periods
  • You would rather fix the right few things than document everything
  • You value peace of mind for yourself and those who depend on you

Frequently asked questions

When does the next cohort run?

Cohorts run several times a year as a 30-day sprint. Dates go to the waitlist below before they go anywhere else, because the group is capped at 8.

How the cohort runs and what a seat includes
What if I can’t make every session?

Sessions are recorded, with summaries afterwards. Plan to attend at least three of the four for the live work time.

The full schedule shape, on the cohort page
Is this only for certain types of businesses?

The Quickstart is specifically designed for accountants, bookkeepers, tax pros, fractional CFOs, and other small business advisors running small firms serving multiple clients.

What happens after I join the waitlist?

You will get an email when dates are set, with the schedule, the price, and a link to reserve a seat. Joining the waitlist does not commit you to anything.

What makes this different from just reading a book on the topic?

The guided, interactive format ensures you actually complete your plan rather than just thinking about it. The accountability, community support, and “study hall” work periods are specifically designed to overcome procrastination on this important but often-delayed task.

Is this succession planning?

No. This is short and medium term continuity for an unexpected owner absence. It is not succession or estate planning, and it is not legal, insurance, or tax advice.

Do I need to document everything first?

No. Prioritizing comes before documenting. The point of the 30 days is to find the critical few and make those usable.

I found this through Ask-a-CPA. What is that?

Ask-a-CPA is Nancy McClelland’s membership community for bookkeepers who want to work better with the CPAs and tax pros their clients use, and Jennifer has taught a continuity workshop for its members. The Quickstart is a separate Spire Consulting Services program, open to everyone, member or not, so you don’t need to join anything to take it.

Join the Ask-a-CPA community

Who teaches it

Plan Ahead is led by Jennifer Dymond, CPA, a business continuity expert with over 15 years of experience guiding small to medium-sized sustainable businesses through financial operations. Her practical, interactive approach ensures you walk away with a functional plan.

Jennifer runs Spire Consulting Services, where the same work happens one firm at a time. The Quickstart is the group version: same material, same result, a fraction of the cost.

  • Certified Public Accountant, based in Portland, Oregon
  • 15+ years in financial operations for owner-led firms
  • Teaches nationally at accounting conferences
Jennifer Dymond, a CPA with long auburn hair and dark glasses, smiling in a light blazer.

Join the waitlist or ask Jennifer

Hear about cohort dates first, or choose a service for a personal reply. No payment here.

Cohort details and pricing

The Quickstart cohort

Your seat includes the Starter Kit. See dates and registration on the cohort page.

See the next cohort

Your next step

Cohort announcements only, not a newsletter. Choose a service to email Jennifer too.

Get the Starter Kit for $199, or sign up for the cohort waitlist below and get 10% off the kit. Confirm your email to claim the discount. Already joined? Buy with your waitlist discount.

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You don’t have to build the whole plan today

Find your first gap and start with the Starter Kit today. Prefer guided work? Join the next Quickstart cohort.