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

72: On Creativity, Discipline & The Home Edit (feat. Molly Beran)

May 16, 2022

Do you rebel against structure - or do you crave it? Does the idea of managing others or being managed make you feel supported or smothered? And how can you find the freedom and flow to bring true creativity into your busine…

71: On Shiny Objects, Trends & Westworld (feat. Mariana Padilla)

May 9, 2022

Oh, Social Media - so vast, so distracting, so entirely overwhelming! As a small business owner, the temptation to show up on all platforms (and often!) is very real. What will actually move the needle in our business (and m…

Totally 80S

70: On Resonance, Experimentation & Ferris Bueller's Day Off (feat. Christy Cegelski)

May 2, 2022

Are you craving an "Easy Button?" Have you invested time, energy, and cold-hard cash on someone else's methodologies, swipe files, or get-rich-quicker schemes only to wind up with copy or offerings that are lackluster? Shake…

Y2K Mindset

69: On Emotion, Connection & Veronica Mars (feat. Stephanie Cleary)

April 25, 2022

Promoting a business while a war rages and the pandemic drags on is a weird freaking sensation. Your body says "go back to bed and stay there" but your brand demands you get out there and "PERFORM, dammit!" How can we be con…

Disney Musicals Totally 90S Sales Mindset

68: On High-Ticket Selling, Integrity & The Lion King (feat. Isaac Ho)

April 18, 2022

Are you operating in integrity with your price point? Moreover, are you working in harmony with your expertise? It's so easy to fall out of sync with our own teaching and methods from time to time. But, being a shoeless cobb…

Guest: Isaac Ho
Systems/Operations Y2K

67: On Accountability, Energy Management & The Lord of the Rings (feat. Steven Hyatt)

April 11, 2022

Even the most mundane entrepreneurial workdays can feel like epic, near-impossible tests sometimes. We have so many details to keep track of, tasks to complete, shiny objects to avoid - and it seems like the bigger our heart…

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.