Strategy & Planningbeginner10 min read

Annual Planning: A Simple Process for Small Business

Annual planning doesn't need to be a corporate ritual. Here's a straightforward process that takes a weekend, not a quarter, and gives you a roadmap you'll actually follow.

JC
Josh Caruso
January 21, 2026

Big Companies Overcomplicate This

Corporate annual planning involves hundreds of people, months of meetings, and documents nobody reads. You don't need any of that. What you need is a clear-headed look at where you've been, where you want to go, and the two or three things that will get you there.

The entire process can happen in a single focused weekend. Here's how.

Step 1: Review the Year (Saturday Morning)

Before planning forward, look back. Pull out your financial statements and ask:

Revenue: Did you hit your target? Where did growth come from? Which services, customers, or channels drove the most revenue?

Profitability: What were your actual margins? How did they compare to your plan? Where did costs surprise you?

Customers: How many new customers did you acquire? How many did you lose? What's your retention rate?

Team: Who performed well? Who struggled? What positions did you need but not have?

Operations: What went smoothly? What broke? What did customers complain about?

Be honest in this assessment. The SBA emphasizes that understanding your actual financial performance is the foundation of any forward-looking plan. Look at real numbers, not feelings.

Step 2: Identify the Big Opportunities (Saturday Afternoon)

Based on your review, what are the biggest opportunities for next year? Not 20 things. Three to five.

Common opportunities for small businesses:

  • A service line that grew significantly and could grow more with investment
  • A geographic area with high demand and low competition
  • An operational change that would significantly improve margins
  • A hire that would unlock capacity you're currently constrained by
  • A marketing channel that's working and could be scaled

For each opportunity, estimate the potential impact. "Adding a second crew could generate $250K in additional revenue" is more useful than "we should grow."

Use Census Bureau data and BLS statistics to validate your assumptions about market demand and labor availability.

Step 3: Identify the Biggest Risks (Sunday Morning)

What could go wrong? Be realistic.

  • What if your biggest customer leaves?
  • What if material costs increase 15%?
  • What if you can't find skilled workers?
  • What if a recession reduces demand?
  • What if a key employee quits?

For each risk, define a mitigation plan. You don't need to prevent every bad thing from happening. You need to know what you'd do if it did.

Step 4: Set Your Annual Targets (Sunday Morning)

Based on your review, opportunities, and risks, set targets for the year:

Financial targets:

  • Total revenue
  • Gross margin percentage
  • Net profit
  • Cash reserve target

Operational targets:

  • Number of jobs completed
  • Average job size
  • Customer satisfaction score
  • On-time completion rate

Growth targets:

  • New customer acquisition
  • New service lines or markets
  • Key hires

Keep the list short. Ten targets maximum. Each one should be specific and measurable.

Step 5: Define Your Quarterly Priorities (Sunday Afternoon)

An annual plan with only annual targets is too abstract. Break the year into quarters, and for each quarter, define 2-3 priorities:

Q1: Focus on [specific thing]. Key milestone: [measurable outcome]. Q2: Focus on [specific thing]. Key milestone: [measurable outcome]. Q3: Focus on [specific thing]. Key milestone: [measurable outcome]. Q4: Focus on [specific thing]. Key milestone: [measurable outcome].

This sequencing matters. Some things need to happen before others. You can't hire a second crew in Q3 if you haven't found a crew lead by Q2.

Step 6: Build Your Budget

Your plan needs a budget. Not a 50-line spreadsheet -- a one-page budget that answers:

  • What's your expected monthly revenue?
  • What are your fixed monthly costs?
  • What variable costs scale with revenue?
  • What new investments are you making this year?
  • What's your monthly cash flow forecast?

If your plan calls for hiring, marketing spend, or equipment purchases, those costs need to show up in the budget. A plan without a budget is a fantasy.

Step 7: Share the Plan

A plan that lives only in your head is useless. Share it with:

  • Your team. They need to know the direction and their role in getting there. They don't need every financial detail, but they need the goals and priorities.
  • Your accountant. They can validate your financial assumptions and flag potential issues.
  • Your business advisor or mentor. A second opinion on your plan catches blind spots.

Monthly Check-ins

The plan is set annually. Progress is measured monthly.

Schedule a 60-minute monthly review. Compare actual results to your targets. Discuss what's working and what isn't. Adjust quarterly priorities if conditions change.

This monthly rhythm is what separates businesses that execute from businesses that hope. It's not about perfection. It's about attention.

Keep It Simple

Your annual plan should fit on 3-5 pages:

  1. Year-in-review summary (one page)
  2. Annual targets (one page)
  3. Quarterly priorities (one page)
  4. Budget summary (one page)
  5. Risk mitigation notes (one page)

That's your entire strategic plan. Print it. Put it on your desk. Refer to it every month. Adjust it when reality demands. A short plan you actually use beats a long plan you never open.

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