With an extra $1500 or so each month, where should that money be going? Sounds like a simple question, right? As you’ll hear in my conversation with our caller, things always get a bit more interesting when you actually join me on the show.

More of the usual in hour one as we mix in a handful of emails around the caller.

In the second hour we're joined by Ellen Bennett, author of Dream First, Details Later: How to Quit Overthinking & Make It Happen!

As a 24-year-old line cook, Ellen Marie Bennett couldn't stand the kitchen staff’s poorly designed, cheaply made aprons. So when her head chef announced he was ordering a new batch, she blurted out, “Chef, I have an apron company” even though she had no company, no business plan, just a glimmer of a design idea and a business license. 

Through hustle and a willingness to leap into the unknown, time and time again, she built that first order into a multi-million-dollar company called Hedley & Bennett, making aprons and kitchen gear worn by many of the world’s best chefs and home cooks everywhere.

Dream First, Details Later shares Ellen's journey and her forged-in-the-fire personal playbook for starting before you stop yourself. If you've ever imagined doing something and immediately thought, "that's impossible," or "I wouldn't even know where to start," or "I'm not qualified to do that," in these pages, you'll learn how to shove aside your inner worrier and launch into action. 

This honest and bold illustrated book will be like having Ellen, your personal hype woman, there with you, all the while yelling, "Don't stop! You got this!"

Have a money question? Email me here.

"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.