Dear Monday

About Dear Monday

Dear Monday is a podcast about the decisions that change the shape of your life. Most people talk about opportunity in terms of upside — growth, freedom, financial potential. But far fewer conversations sit with what lives underneath those decisions: the obligations, the constraints, the commitments that are difficult to unwind once they're made. This show exists in that space. Each episode explores the realities behind ownership — business ownership, franchise investment, career exits, and other high-stakes commitments that reshape financial and personal life. I spent years inside franchise ownership and deal advisory — walking prospective owners through the discovery process and watching how the industry was designed to move people toward decisions, not through them. Dear Monday is what I built for the moment in between. The conversations are reflective, structured, and grounded in one principle: Clarity before commitment. Rather than motivation or hype, Dear Monday offers disciplined thinking about risk, responsibility, and the long arc of a decision. The kind of thinking that belongs in the room before a contract is signed. Because once it is — the real work begins.

Publisher

TuRhonda Freeman

Category

business

Language

en

Explicit

No

First episode

4 Oct 2021

Latest episode

25 May 2026

Latest episodes

36 episodes in the feed.

1. 

   25 May 2026

   S2E10 Clarity Before Commitment: The Cost You Don’t Count

   Every significant decision begins with a version of the same feeling. Freedom. Ownership. Control. A new chapter. A version of yourself you haven’t occupied yet but can already see clearly. That feeling is not naïve. It’s human. It’s what makes the decision possible. But here is what almost never gets examined alongside it. What will this require of you to sustain? Not to acquire. Not to announce. Not to launch. To carry. Every day. After the beginning has become ordinary. In this season fina...

2. 

   18 May 2026

   S2E9 Clarity Before Commitment: How Do You Know When You’re Ready to Go Again?

   This season has followed three different kinds of threshold moments. One woman standing at the edge of ownership. One woman trying to leave a successful career. One woman rebuilding after disruption she didn’t choose. All three have crossed their threshold. And now all three are standing at the same kind of edge. Not the edge of the original decision. What comes after it. The question has shifted. It’s no longer “should I?” It’s something quieter. Something harder. “How do you know when you’r...

3. 

   11 May 2026

   S2E8 Clarity Before Commitment: Do You Actually Want the Life, or Just the Decision?

   The research is done. The FDD has been reviewed. You’ve talked to owners, run your own version of the numbers, attended discovery day. A yes is forming — you can feel it. And something is still making you pause in a way you can’t quite name. Not doubt, exactly. Not a gap in the information. Something quieter. Something underneath all the other questions you’ve been asking. In this episode, TuRhonda Freeman names it. There is one question that almost nobody asks at this stage — because it isn’...

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

4.2 / 5

5 ratings

Contact Dear Monday

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.