December 1, 2025

Chris Gwinn – CFO Adds $1M EBITDA Without Timesheets

In this episode, James Kennedy sits down with Chris Gwinn, CFA and founder of Midwest CFO, to unpack how a fractional CFO helped a $7.5M digital agency boost gross margins from 26% to 48% and add $1M in EBITDA – without forcing creatives into traditional timesheets. Chris shares why he exited a successful process-improvement consultancy to build a more recurring, finance-driven practice, how he uses podcasts as a growth engine, and the simple pricing and cost-allocation shifts any B2B services firm can use to increase valuation.
The Gross Profit Podcast
The Gross Profit Podcast
Chris Gwinn - CFO Adds $1M EBITDA Without Timesheets
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Show Notes

In this episode, James Kennedy sits down with Chris Gwinn, CFA and founder of Midwest CFO, to unpack how a fractional CFO helped a $7.5M digital agency boost gross margins from 26% to 48% and add $1M in EBITDA – without forcing creatives into traditional timesheets. Chris shares why he exited a successful process-improvement consultancy to build a more recurring, finance-driven practice, how he uses podcasts as a growth engine, and the simple pricing and cost-allocation shifts any B2B services firm can use to increase valuation.


About Chris Gwinn

Chris Gwinn is the founder of Midwest CFO, a fractional CFO firm serving growth-oriented, U.S.-based B2B professional services companies – including digital marketing agencies, IT managed service providers, home services firms, and SaaS businesses.

With a double major in accounting and finance from Marquette University and a CFA charter, Chris started his career in corporate finance and portfolio management before becoming Director of Finance & Operations for a Midwest small business. He then founded and scaled Great Lakes Advisory, a process-improvement consultancy focused on SOPs and training, ultimately exiting the business and launching Midwest CFO to return to his true passion: analytical, finance-led growth and profitability.


What You’ll Learn

  • How to Add $1M in EBITDA (Without Timesheets):
    The step-by-step breakdown of how Chris helped a $7.5M marketing agency redesign its chart of accounts, allocate labor intelligently, and move EBITDA from 7% to 18% – without turning creatives into timesheet warriors.
  • The Power of Gross Margin Math in Agencies:
    Why a 26% gross margin had the agency on a knife edge, how targeting 50%+ gross margin transforms cash flow, and what to do when your biggest service line is also your least profitable.
  • Practical Pricing & Cost Controls for Service Firms:
    How to spot when your prices have stood still while costs climb, where “quiet” overstaffing hides inside departments, and the simple changes that immediately improve the economics of project work.
  • From Process Consultant to Fractional CFO:
    Chris’s journey from running a lumpy, project-based consulting firm to building a recurring CFO practice – and what he learned about client resistance, change management, and revenue predictability along the way.
  • Using a Podcast as a Sales Channel (Without Being Sleazy):
    How Chris used his Agency Accelerator podcast to get in front of Inc. 5000 founders, add real value, and organically open up high-value consulting conversations.

Episode Highlights

  • “Most owners can read top-line revenue and bottom-line profit – but everything in the middle is a black box. That’s where we go to work.”
  • “When your prices haven’t moved in two years but compensation and benefits keep rising, your gross margin is quietly dying.”
  • “We didn’t need perfect timesheets – we needed a sensible way to allocate labor and see which service lines were actually pulling their weight.”
  • “Project-based consulting is lumpy. A recurring CFO relationship, tied to a calendar rhythm, is much easier to scale – for you and your clients.”
  • “For B2B services, 50% gross margin and 30% or less on SG&A is the magic combo – that’s how you get to 20%+ EBITDA.”

More About Chris’s Role

At Midwest CFO, Chris and his team act as the embedded finance leader for $3–10M B2B professional services firms in the U.S. Sitting in the “finance seat” for EOS-run businesses and other growth-oriented companies, they:

  • Build and maintain KPI dashboards tied to the company’s operating model
  • Redesign charts of accounts to reveal true service-line profitability
  • Implement capacity planning, pricing, and gross margin targets
  • Lead budgeting, forecasting, and board-ready reporting on a quarterly and annual cadence

The goal: turn messy financials into a clear, actionable growth and valuation playbook – so founders aren’t just working harder, they’re building a more valuable company.

The Gross Profit Podcast

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