Lessons from 20 Years of Health Mistakes

Elizabeth has been addressing some systemic health issues and has learned a great deal in the process. In this short and sweet episode, she shares what she wishes someone had shared with her when her issues began two decades ago.
Assessing Our Datability | An Honest Look at Ourselves

Elizabeth and her friend Jenni Graff have had many long conversations about what they are looking for in a romantic partner. In this episode, they turn the tables to think more deeply about what they can bring to a relationship. It’s a window into what it might be like to date either of them, and […]
How Do We Talk About Mental Health?

In this episode, Elizabeth and Sheila get his take on if, when, and how to reveal one’s mental health story. In the spirit of Brad’s new book, Give First: The Power of Mentorship, Elizabeth shares some of the lessons she’s learned from her decade-long relationship with Brad as a mentor and investor. She asks him to open up about a cause that Sheila, Elizabeth, and Brad care deeply about – mental health.
Letting Today Be Enough

Elizabeth and Sheila explore the tension between living fully in the present and planning for an uncertain future, particularly involving where we may live in the future and who we care about. Together, they ponder whether leaning into experiences that will inevitably end is brave, foolish, or simply human.
Ethical Non-Monogamy | Seeing Right and Wrong in Color vs. Black and White

Elizabeth is currently in a relationship that can best be described as “ethical non-monogamy.” In this episode, she and Sheila dig into the ups and downs of open relationships.
If, When, and How to Reveal Our Secrets

Elizabeth and Sheila are joined by Personal Development Coach Matt Suess to discuss how much information should be shared early in new relationships (romantic, platonic, professional).
The 24-Hour Divide | Rethinking Email Responsiveness

Elizabeth’s Imperfectly Honest blog in April, “Why I Don’t Apologize for Unanswered Emails” hit a nerve with her longtime mentor and investor, Jimmy Calano. He joins today’s episode for a lively conversation, sharing his own email response time “Rule of 24”, and mixing it up with Elizabeth and Sheila on where he stands on email apologies and other content.
In Conclusion, Money Matters

How you make financial decisions in both romantic and business relationships can have a big impact. Elizabeth and Sheila look to their personal experiences, and what others choose, to lay out some different approaches to calculating the role of money in the relationship equation.
Am I a Doormat?

There can be a fine line between being helpful and being taken advantage of. Elizabeth and Sheila go through the questions they ask themselves when trying to figure out that difference, especially when they aren’t sure if they’re stepping up or being stepped on.
Checking Back in on This Year’s Intentions

I think we all know the quote about a certain road which is paved with good intentions. Elizabeth and Sheila review the intentions they each set for 2025, realizing that, although these respective “quarterly reports” had some hits and some misses, a lot was learned in the process!