Episodes / #93

Are Entrepreneurs the Worst Planners?

September 12, 2026 · 50:27
Guests: Rebecca Irey

Rebecca Irey, founder and CEO of Blue Skye Financial, explains why so many entrepreneurs skip financial planning and get hit with a surprise bill at year end, and how to pick an advisor who plans ahead.

Topics Covered

Financial PlanningTaxesEntrepreneurshipSmall BusinessThe Web Talk Show

Show Notes

Armando J. Perez-Carreno talks with Rebecca Irey, founder and CEO of Blue Skye Financial and a Certified Financial Fiduciary in Texas. Many entrepreneurs put every dollar back into the business and skip planning, then get hit with a surprise bill at the end of the year. Rebecca has 30 years in finance, including 20 as a CFO consultant, and she says that pattern is the norm.

Rebecca explains the difference between a tax professional who looks back at last year and a tax advisor who plans the year ahead. She shares her three rules for hiring an advisor and makes the case that growing wealth at 30 and harvesting it at 55 call for different coaches. The conversation also gets into using debt as a tool you control, and how a client’s nervous system often makes the decision before the numbers do. If you run a business and haven’t planned past this quarter, this episode is a good place to start.

Topics Covered

  • Why so many entrepreneurs skip planning and get surprised at year end
  • The difference between a backward-looking tax preparer and a forward-looking tax advisor
  • Why growing wealth at 30 and harvesting it at 55 need different coaches
  • Rebecca’s three rules for hiring a financial advisor
  • Using debt as a tool you control
  • How emotions shape money decisions before the numbers do