41. The Owl Point Story: Scrappy Consulting Wisdom with Mark Masquelier

Mark Masquelier is the founder of Owl Point, a fractional CFO and COO advisory firm helping CEOs and boards navigate business growth through financial planning, cost-saving initiatives, profitability, and strategic organizational efficiency. Mark started his career at PricewaterhouseCoopers before moving through Chicago, Tucson, and now Oceanside, California, building his consulting practice through three iterations along the way. In this episode, Mark and Jack talk about what it really means to prove your value as a fractional executive every single week, why Mark always tries to make himself replaceable, and how a stint in stand up comedy and a Saturday morning radio show became some of his scrappiest lead generation tools. They also dig into contracts versus trust, the ants that humbled his RV lifestyle, and how OwlPoint got its name. Chapters: 00:00 Introduction and fun fact about Oceanside 01:14 Scrappy on the inside, sophisticated on the outside 02:37 Six weeks in an RV and an ant invasion 09:40 Growing up one of six entrepreneurial siblings 16:33 From CPA to fractional CFO and COO 18:02 Proving weekly value to CEOs and boards 24:38 Scrappy marketing: flyers, cold calls, and a radio show 30:00 Naming OwlPoint and the CFO to COO pivot 34:20 Lightning round: contracts, mornings, and cracked screens 43:41 Closing thoughts and where to find Mark Mark Masquelier LinkedIn: https://www.linkedin.com/in/mark-masquelier-cpa-296984196/ Consulting: https://owlpoint.net/ Jack Tompkins LinkedIn: https://www.linkedin.com/in/jack-tompkins/ Consulting: https://www.pineapplecf.com AI Analyst Product: https://www.pineappleanalyst.ai/ YouTube: https://www.youtube.com/channel/UCalnj5yLU0ZH9y_tVl1J4ng