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Construction bookkeeping & accounting
November 21, 2025

Building a financial strategy review habit: The power of monthly check-ins

Running a trade contracting business is complex. You’re juggling jobs, managing crews, and facing tight deadlines, all while trying to keep your finances on track. The difference between “flying blind” and building a thriving company? Regular, strategic financial reviews.

In this article, we’ll break down why monthly financial review meetings are a game-changer for contractors, how to run them effectively, and how Knowify gives you the tools to keep your business moving forward, project after project.

Introduction: Why monthly reviews are a game-changer

Let’s be direct: contractors who review their numbers consistently outperform those who don’t. According to a study by the Harvard Business Review, companies that make data-driven decisions are 5% more productive and 6% more profitable than their peers.¹

But it’s about more than just numbers. As Steve Coughran, construction profitability expert and founder of Coltivar, shared on The Cost Codes Show:

“If you’re not maintaining a WIP and you’re not doing job costing, you’re going to be dead. Maybe you’ll survive, but eventually you’re going to go out of business because you have to have this iterative process.”

Monthly financial reviews transform guesswork into clarity. They help you spot problems early, double down on what’s working, and keep your team aligned. At Knowify, we’re committed to making financial insights accessible and actionable, so you can build, grow, and protect your business with confidence.

The anatomy of an effective financial review meeting

Who should attend and what to cover

A great financial review meeting isn’t just for the owner and bookkeeper. It’s a team checkpoint. Bring together:

  • Owner/principal
  • Bookkeeper/accountant
  • Project manager(s)
  • Estimator(s)
  • (Optional: Foremen, crew leads, or other key stakeholders)

What should you cover? Stick to the essentials:

  • Cash flow: What’s coming in, what’s going out, and what’s projected.
  • Job costing: How actual costs compare to budgets, job by job.
  • Pipeline: Upcoming work, bids out, and awarded projects.
  • Outstanding invoices: What’s owed, what’s overdue, and next steps.

Pro tip: Use a simple agenda to keep meetings on track. Here’s a sample you can adapt:

Monthly financial review meeting agenda

  1. Celebrate last month’s wins (big or small)
  2. Review cash flow status
  3. Discuss job costing and project profitability
  4. Check on pipeline and sales opportunities
  5. Address outstanding invoices/payments
  6. Set action items and owners

“We would always do our monthly financial strategy review meetings in addition to our project reviews… In those meetings, we’d look at the financials, compare to our strategy, and ask: Where do we need to make adjustments?”

— Steve Coughran

With Knowify, all of these numbers are at your fingertips. Real-time dashboards and reports make prep work a breeze.

Setting the stage: Creating a safe, honest environment

The best meetings are honest, not harsh. Mistakes happen. What matters is learning from them.

  • Lead with transparency: Acknowledge where things didn’t go as planned.
  • Foster a no-blame culture: Focus on “what happened” and “how do we fix it” instead of “who messed up.”
  • Encourage questions: You don’t need to be a financial expert to participate. Everyone’s learning together.

“Sometimes we feel like as leaders we have to know everything. It’s okay to ask, ‘Hey, remind me again, what is gross profit?’”

— Steve Coughran

Building a culture where people feel safe to contribute leads to better decisions and a stronger team.

Making sense of the data: Turning numbers into action

Identifying trends and red flags

Monthly meetings are your early warning system. Look for:

  • Cost overruns: Are certain jobs consistently going over budget?
  • Slow payments: Are receivables piling up? Which clients are lagging?
  • Unprofitable jobs: Are certain types of work or clients dragging down margins?

Don’t just look at the numbers; look at the story they tell. Steve noted:

“It’s understanding the story behind the numbers, that’s the difference… If you look at gross profit and see it’s declining, dig into what’s driving that. Is it pricing, volume, or cost?”

Visuals help. Use Knowify’s job costing and WIP reports to spot patterns quickly.

Action Steps:

  • Highlight outliers (good and bad)
  • Flag jobs or clients needing attention
  • Assign follow-ups and deadlines

Celebrating wins and learning from losses

Don’t just focus on what’s broken. Recognize progress. Did you collect on a tough invoice? Finish a project under budget? Hit a new sales milestone? Celebrate it.

“Finishing stuff is the key to progress and the key to success…”

— Steve Coughran

Recognition builds morale and reinforces good habits. Use meetings to share customer praise, shout out team members, and make improvement a collective goal.

Sustaining the habit: Tips for long-term success

Overcoming resistance and staying consistent

Let’s be honest, no one wants another meeting for the sake of meeting. Here’s how to make monthly reviews something your team values:

  • Keep it short and focused: Stick to the agenda.
  • Start with wins: Build positive momentum.
  • Assign clear action items: Make every meeting lead to progress.
  • Use technology: Knowify centralizes your reporting for easier meeting prep.

“It’s repeating, it’s that repetition. It’s showing up… It’s that constant exposure to the financials that will allow you to start understanding the story behind the numbers.”

— Steve Coughran

Adapting the process as the business grows

As your business scales, so should your financial review meetings:

  • Add new roles: Bring in operations, sales, or service managers as needed.
  • Expand your metrics: Start with the basics, then add deeper KPIs (like backlog, utilization, or retention rates).
  • Segment by division or region: For larger companies, break reviews into focused sessions.

Conclusion: Progress through consistency

Every step you take toward financial clarity is worth celebrating. Monthly financial meetings aren’t about perfection; they’re about progress. Over time, these habits pay off in better decisions, stronger teams, and a more resilient business.

As Steve put it:

“I committed to myself that never again would I let a lack of financial literacy ever impact somebody else’s life, including my life.”

You don’t need to be a financial expert. You need to build the habit of paying attention, asking questions, and acting on what you learn. That’s what sets successful contractors apart.

Ready to make your numbers work for you—not against you? Request a Knowify demo and see how our platform can help you build a culture of financial clarity, accountability, and consistent growth.

Sources

  1. Harvard Business Review, “The Competitive Advantage of Data-Driven Decision Making”

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