Episode 111

Ready is a Lie: Challenging the Status Quo of Business Readiness with Anne Watson

Published on: 2nd December, 2023

Are you waiting for the "right time" to dive into your entrepreneurial journey?

What if I told you, there's no such thing.

On this episode of "I Date Money," we are sitting down with Anne Watson, a seasoned business strategy coach and host of the Swayology podcast who is challenging the notion of being "ready."

We delve deep into the concept that "ready is a lie" and how, sometimes, taking the plunge is the only way forward. Anne shares her enlightening experiences and insights on the transformative power of personalized coaching, and how it can help you fast-track your business journey.

Press play and take a closer look at the world of entrepreneurship as we talk about making tech work for us, the advantage of having a supportive partner, and "niching down" in your business to stay agile and responsive to change.

Connect with Anne on Instagram 
Grab Anne's freebie and start creating strategy with EASE!


10x your profit without endless launches by streamlining your backend money management systems💖

Pick a date to amplify the money you already have!

https://calendly.com/lisa-drennon/profit-first

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Give us a 🌟🌟🌟🌟🌟 Star Review & share it with all of your coach friends who are ready to 10x their profit!

It doesn't matter how much money you make, it's what you do with it🗝️🌬️💖💸

Imagine money is a person, what does your relationship look like...

Swipe right for money! Choose your money partner! Be a contestant on The Money Dating Game: https://idatemoney.com/idatemoney & see which archetype you'll connect with.



intro/outer music "IDM" by Christa Lily

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About the Podcast

I Date Money: Budget • Invest • Build Wealth After Divorce
Rebuild financial stability after divorce—rewrite your money story with clarity and confidence.
Welcome to iDateMoney®, the podcast where divorced mompreneurs learn how to rebuild financial stability after divorce without spreadsheets, shame, or second-guessing every decision.

Hosted by Lisa Drennon—Wealth Activator, money strategist, and creator of the Money Multiplier System— this show is where clarity meets confidence.

Each week, Lisa shares raw stories, practical strategies, and spiritual insights to help you:

Release fear and guilt around money so you feel safe spending again.

Create steady income and financial security—even if your business feels unpredictable.

Confidently pay yourself, cover taxes, and provide stability for your kids.

Rewrite your money story so you can step into your role as a secure, empowered mom.

This isn’t your accountant’s podcast. It’s real talk for women ready to stop feeling broke, build true stability, and finally trust themselves with money.

Because it doesn’t matter how much you have—it’s what you do with it. 🗝️🌬️💖💸

About your host

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Lisa Drennon

Lisa Drennon, Wealth Activator & founder of iDateMoney® has been in the finance & insurance industry since 1987. Her unconventional Money Multiplier System transformed her money relationship to become a self-made millionaire, retire 2 ½ years early, pay $100K of debt in 6 months, & relocate to her beachfront dream home.