Mike Monohan

Fractional CEO · CFO · Operator

The senior operator your company needs, whether to grow it, fix it, fund it, or sell it.

Two decades of CEO, CFO, and operating leadership: scaling businesses, sharpening operations, raising capital, and running turnarounds and exits. Most recently, I was recruited as CFO to turn SkyKick around, drive it to profitability, and lead its sale to ConnectWise / Thoma Bravo.

Microsoft · SkyKick · ConnectWise · Thoma Bravo · NEAR Protocol · Harvard Business School · University of Washington

Operate & lead

Step in as CEO, COO, or CFO to run the business, steady the team, and set clear direction.

Grow & optimize

Drive revenue, margins, and operational discipline, from FP&A and forecasting to go-to-market.

Fund, fix & sell

Raise capital, lead turnarounds, and run M&A end to end when it is time to exit.

Selected work

SkyKick

Chief Financial Officer · Successful exit, sold to ConnectWise / Thoma Bravo

Recruited as CFO to turn the company around and position it for sale. Working with the executive team, we moved SkyKick from significant monthly net revenue losses to EBITDA profitability, then found it a home.

  • Managed structured layoffs and restructured the organization.
  • Renegotiated leases and bank terms to extend cash runway.
  • Drove sales growth through the restructuring.
  • Hired the investment bankers and ran M&A, legal, and due diligence.
  • Negotiated with buyers and led the sale to ConnectWise / Thoma Bravo, through post-sale integration.

Payment processor (private sale)

Advisor to the CFO · Sale preparation

Brought in to advise the CFO of a founder-led payment processor as it prepared for a sale. I helped ready the finance function and the numbers for buyer diligence, sharpened the financial story, and supported financial leadership through the process to a successful exit.

  • Prepared the finance function and reporting for buyer due diligence.
  • Sharpened the financial model and narrative for the sale process.
  • Advised on positioning, readiness, and process through to close.
  • Result: a mid eight-figure successful exit.

Background

  • 12 years, Microsoft. Division CFO across the US, Netherlands, and UAE; drove double-digit growth and major cost reductions. Repeatedly recognized for finance leadership and cross-group impact.
  • CFO, NEAR Protocol. Finance leadership for a global blockchain and AI platform.
  • Executive Advisor, greenhalo. Capital strategy and financial discipline for an early-stage company scaling from traction to growth.
  • Harvard Business School. Executive leadership program.
  • University of Washington, Foster School of Business. MBA (top 10%, with honors) and BS in Information Systems and Finance.
  • Six Sigma Green Belt. Process improvement and operational excellence.

Let's talk.

Exploring a fractional CEO, CFO, or operating role, or need someone to lead a turnaround or a sale?