Too Legitimate to Quit

Too Legitimate to Quit

Instantly Actionable Small Business Strategies with a Pop Culture Spin

Join Annie P. Ruggles and whipsmart guests as they decode the marketing, mindset, sales, and success hacks hidden within beloved movies, tv, music, books, and more. 

Often goofy but never fluffy, each episode ends with easy-to-implement homework that will leave you feeling delightfully legit.

New episodes drop every week.

Recent Episodes

43: On Storytelling, Problem-Solving & Star Wars (feat. Seth Erickson)

Oct. 11, 2021

There are approximately 9 billion things to consider when you put your message out into the world. What the heck should you say? Which words should you use? Which persona should you play? Does everything have to be so dang d…

42: On Impact, Inclusion & Pitch Perfect (feat. Melissa Marcelissen)

Oct. 5, 2021

If you want to have a thriving small business (not to mention be a good human) in 2021, things like "diversity" and "equity" can't just be buzzwords. They must be chosen, advocated for, and practiced daily. But, how can we g…

41: On Starting, Strategizing & Breaking Bad (feat. Coach Jennie)

Sept. 27, 2021

What's more important - the plan or the action? When is a rock-solid strategy essential and when is it just a distraction? And how can we rise up against the constant looming threats of perfectionism, procrastination, and do…

40: On Kindness, Differentiation & Revenge of the Nerds (feat. Mike Michalowicz)

Sept. 20, 2021

Is your business kind enough? Is your marketing loud and bold enough? According to superstar author and business giant Mike Michalowicz, these two questions likely have the same answer. It's phenomenally easy to fall into th…

39: On Motivation, Imperfection & Friends (feat. Liz Theresa)

Sept. 13, 2021

How do you view yourself within your business? Are you a small business owner, a founder, a CEO? And how do you claim your business? Is it your purpose, your vision, your livelihood, or just your job? The terms may not vary …

38: On Showmanship, Moxie & Enter The Dragon (feat. Jonathan Pritchard)

Aug. 30, 2021

What makes your business truly magical? How can you grab and keep the rapt attention of your prospects? And is it manipulative to do so? This week, Annie P. is joined by mentalist, speaker, and "the greatest thought-leader o…

About the Host

Annie P. Ruggles


For almost a decade, Annie P. has harnessed her Hulk-like disdain for hard-sales, tacky self-promotion, and overly competitive sleazeballs as inspiration to help people find better ways to grow their small bizzes. She's guided hundreds of people toward making deeper connections, lasting impressions, and friendlier, more lucrative transactions and conversations.

Annie is the daughter of an award-winning motivational speaker and an always-ahead-of-his-time business strategist, and the granddaughter of a legendary used-car salesman, a perspicacious wordsmith, a singing waiter, and a cafeteria caterer with a raving fan base. (So clearly, she was literally born for this.)

She lives in Chicago with her hobbit husband (who is also in sales), her furkids, and her disdain for deep dish pizza.