The Holly Penney Show

The Money You Missed Last Year And Why It’s a Leadership Issue

Holly Penney Episode 56

In this solo episode of The Holly Penney Show, Holly dives into a conversation every business owner needs, but most avoid.

Drawing on nearly 20 years of experience as a professional bookkeeper, Holly breaks down the most commonly missed business deductions and explains why leaving money on the table is rarely about math, it’s about leadership.

She shares her personal annual realignment practice, the five key expense categories where money often leaks, and why staying in constant execution mode prevents financial clarity.

This episode is a grounded reminder that strong businesses aren’t built by doing more, they're built by creating space to review, reflect, and make better decisions.

What You’ll Learn in This Episode:

  • Why a new year doesn’t automatically fix old financial patterns
  • The 5 most commonly missed business deductions
  • How operating without space leads to financial blind spots
  • How to create simple financial rituals that build confidence and clarity


Resources & Mentions

Nova Ridge Bookkeeping: www.novaridge.ca 

Unlocking Wealth: https://amzn.to/3Ly7Y4n

The Rise Retreat: https://www.eventbrite.ca/e/1712568040109?aff=oddtdtcreator