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

77: On Feedback, Staying Power & The Simpsons (feat. Nick Loper)

June 20, 2022

Is there anything more vulnerable (some would say terrifying) than asking for feedback, waiting for the responses, and then actually absorbing them? Why do small criticisms tend to outweigh earnest praise? And - what the hec…

76: On Trauma, Best Practices & Rent (feat. Rachael Kay Albers)

June 13, 2022

How are you navigating the weird, wild world of digital marketing? Where does your true essence end and your online persona begin? And - is an ethical reckoning coming for coaches, consultants, and other service providers? T…

75: On Relationship Marketing, Visibility & Survivor (feat. Angie Trueblood)

June 6, 2022

If you're here, you listen to podcasts (thanks!) but have you explored the highly strategic, life-affirming, and bond-galvanizing art of podcast guesting? In 2021, Annie P. was on dozens and dozens of podcasts and it dramati…

74: On Productivity, Reliability & Moneyball (feat. Kris Ward)

May 31, 2022

Do you equate success with stress? Do you believe you'll find your "Tipping Point" faster if you live on the edge of burnout? Or, would you simply love more time to freaking relax? This episode is for you. This week, Annie P…

73: On Legitimacy, Tenacity & The Wizard of Oz (feat. Kim Hayden)

May 23, 2022

How are you showing up in your business - as an expert, as an advocate, as a supernova? Or are you playing it safe? Putting yourself out there day-after-day is freaking HARD - it requires so much of us: courage, confidence, …

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…

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.