Dave Hollis shares how he was struggling through a mid-life crisis, leaning too much on alcohol.

His wife, Rachel Hollis, helped inspire him to reexamine his hesitation around tools he had long disregarded, like therapy, retreats, and self-help.

His new book, Get Out of Your Own Way, is truly a skeptics guide to self-help.

What does it mean to "Be You, Bravely"?

Jillian explores how boundaries, clear communication, and figuring out your path requires courage but also allows us to be fully ourselves.

Figuring out how to invest is a challenge for many, including Jillian. By the time she and her husband started investing, they had paid off all their debt and saved up a lot of cash. Like many people, Jillian waited far too long to start investing. She was scared, intimidated and didn't really understand it. JL Collins says this is all too common, and he is here to make investing simple.

Stefanie O'Connell, a champion for helping women conquer their work and worth, joins Jillian to discuss money mindsets. Stefanie dives into the impact your mindset can have on your earning potential and your ability to take risks with work.

Season 2 of the Everyday Courage podcast is all about how to be good with money. Jillian takes the time to answer five reader questions about money management.

Nick and Hanna True are a young couple who leveraged their money to live their best (alternative) life. First, they had to get on the same page. They join Jillian to discuss managing money as a couple and taking risks with life choices.

Jillian sums out how to be good with money in six words. Grow the gap. Guard the gap. After listening to the episode, you can download the workbook to calculate your gap number and start creating a financial plan that works.

Being good with money starts with being comfortable talking about money. Tori explains how her parents helped her understand being a business owner and managing college costs, which transferred into adulthood of negotiating wages and having money dates. Download the free workbook to design your own money date.

Jillian is back with a new hot mess. The Hot Mess Joy Club (Part 2) covers a particularly painful moment in the dressing room and forgetting an important milestone for her daughter.

The Debt Free Guys, John and David, join Jillian to uncover the secret to living fabulously without going broke. Spoiler alert: it meant digging up the financial truth about their debt in order to make serious changes going forward.