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

104: On Values, Adaptability & The White Lotus (feat. Brian Patacca)

Jan. 18, 2023

Should your stances, causes, and beliefs be part of your brand? Should we welcome unsubscribes and bitchy comments - or play it safe when it comes to "hot button" topics? And what the heck should we do when our best-laid pla…

103: ICYMI: On Connection, Curiosity & Murder She Wrote (feat. Nikki Nash)

Jan. 2, 2023

Happy World Introvert Day! As you get back into the swing of your work week, take a trip down memory lane to one of the first episodes of TLTQ - featuring marketing maven, Nikki Nash and Annie's lifelong devotion to Angela L…

102: ICYMI: On Competition, Risk & The Santa Clause (feat. Shauna Armitage)

Dec. 19, 2022

Ho ho ho - it's a TLTQ Holiday extravaganza and we're digging deep into that heartwarming concept known as professional jealousy. Wait, what? Yep! And for extra fun and cheeriness, we discuss the holiday classic where Santa …

101: On Bro-Marketing, Manipulation & Andor (feat. Josh Elledge)

Dec. 13, 2022

Relationship Marketing is so much easier said than mastered. How can we forge genuine connections with a whole bunch of people at once - and maintain that earned intimacy? How can we prove ourselves amid a sea of greedy slea…

100: On Big Leaps, Busywork & Elton John (feat. Bri Seeley)

Dec. 5, 2022

Are you stuck on the "rollercoaster of inconsistent income?" We all know entrepreneurship is a marathon, not a sprint, but it can feel extra cumbersome when we're stuck in a marketing rut, drowning in admin tasks, or struggl…

99: ICYMI: The Business of Fandom: Live from FAN EXPO Chicago 2022

Nov. 28, 2022

Holy heck! Annie P. Ruggles' strategy novella and companion guide, "The Coach Who Would Not Sell" comes out today! To mark the occasion (and give Annie a bit of a break), we're bringing back our 1st ever LIVE episode - recor…

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.