Elizabeth Henson

212: Money That Feels Magical: How to Know Your Numbers with Megan Hale

11/05/2025

Date

If spreadsheets make you sweat (yes, you’re not alone), but you’re still dreaming of a wildly profitable business—this episode is for you. Elizabeth sits down with Megan Hale, CEO & Founder of DreamMoney™, a strategic business-planning platform that helps solo entrepreneurs know their numbers, map sustainable revenue plans, manage cash flow, and step into their most empowered relationship with money.

Megan’s background as a former psychotherapist means she blends mindset and money mechanics in a way that feels both deeply human and strategically smart. We dig into how to move from fear of finances to seeing your business model work for you—so you can stop guessing and start growing with confidence.

SHOW NOTES:

04:10 – Meet Megan Hale, DreamMoney™ and her mission

05:52 – How DreamMoney™ began: from spreadsheet to software

09:55 – Overcoming the fear of numbers & math trauma in business

11:35 – Defining “good, better, best” revenue goals & healthy margins

16:03 – Why raising your floor matters more than just raising your ceiling

19:42 – The power of knowing your numbers: sometimes you need less than you think

21:35 – The seven key financial needs every business owner should fund

24:48 – Difference between bookkeeping/accounting vs. strategic planning

28:44 – Why most scaling efforts fail: you skip building and refining phases

33:34 – How to structure offers, pricing, and wait for infrastructure before scaling

37:47 – For whom DreamMoney™ is built and why earlier access = better