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

Jan. 12, 2024

124: On Personal Brands, Polarization & Parks and Rec (feat. Caitlin Penny)

Is your personal brand still important when you're scaling a business? How can your values and flair create a bedrock for company culture? And what the heck is the right balance between personal and professional content on s…
Dec. 15, 2023

123: On Differentiation, Boldness & Radiohead (feat. Megan Gersch)

Are you drowning in "shoulds?" Bogged down in the expectations of yourself, your clients, and even your paid advisors? And, to top it all, is one-size-fits-all marketing or the newest high-priced fad failing to bring in the …
Dec. 8, 2023

122: On Leadership, Self-Healing & Jean-Luc Picard (feat. Jennifer Urezzio)

What the heck is "warrior energy" and how can it be harnessed in our personal and professional lives? How can we best balance head and heart during moments of stress and overwhelm? And how can we break ourselves of toxic sel…
Nov. 22, 2023

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

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…
Nov. 8, 2023

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

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…
Sept. 21, 2023

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

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…

About the Host

Annie P. Ruggles Profile 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.