Too Legitimate to Quit

Too Legitimate to Quit

***Instantly Actionable Small Business Strategies with a Pop Culture Spin***

Join non-sleazy sales specialist Annie P. Ruggles and highly successful but utterly relatable 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 Monday.

Recent Episodes

121: On Diversity, Curiosity & Love Is Blind (feat. Dr. Raymona H. Lawrence)

Nov. 22, 2023

Should tiny businesses be worried about the huge issues of inclusion and diversity? Why does allyship really matter - beyond just wanting to be (and be seen as) a good person? And how can we all go beyond performative acts i…

120: On Vision, Authenticity & Love is Blind (feat Emma Tessler)

Nov. 8, 2023

Is "vision" really all that important or is it a distraction? How can we act as if our goals are already happening, rather than just waiting for them to happen? And, how do we balance entertainment and educational content on…

119: On Fear, Productivity & Whitney Houston (feat. Sacred Walker)

Sept. 21, 2023

Are self-care and productivity opposing forces? Must you choose one or the other? Absolutely not! This episode seeks to prove that self-advocacy and self-preservation are among the most efficient, effective choices you can m…

118: Live-ish from FAN EXPO Chicago! On Inclusion, Intentions & The Mandalorian (feat. Iris Goldfeder)

Aug. 17, 2023

If you're feeling frustrated and overwhelmed because your current website design is not attracting diverse customers or fostering a sense of connection, then you are not alone! Perhaps you've been relying on generic template…

117: On Facebook Ads, Engagement, & Formula 1 Racing (feat Jenn Neal)

Aug. 3, 2023

How can businesses build trust, foster human connection, and align with shared values in the age of AI and technology? And why on Earth does Facebook feel the need to change its advertising platform every four seconds? (Ok, …

116: On Nurture Sequences, Rapport & Pride and Prejudice (feat. Allea Grummert)

July 6, 2023

If your email marketing was a love story, would the couple get together in the end or would one run away, screaming in disgust? While that second scenario isn't all that likely, entrepreneurs are faced with a very real pain …

About the Host

Annie P. RugglesProfile Photo

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.