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

91: On Moneymakers, Self-Management & Paper Mario (feat. Melissa Guller)

Sept. 27, 2022

How much of your workday gets gobbled up by non-money-making activities? How can you set expectations and goals for yourself that are both ambitious and compassionate? And, how can gamification help you take off "the busy ba…

90: On Honesty, Web3 & 90 Day Fiancé (feat. Derek Gorthy)

Sept. 19, 2022

Do you ever feel like the Internet is leaving you behind? There are so many new trends, new platforms, new tools, new terms... you name it. Although Blockchain has been a beloved topic of conversation in tech circles for alm…

89: On Likes, Leads & Somebody Feed Phil (feat. Hannah Acosta)

Sept. 12, 2022

So - they're paying attention, now what? How do you turn dopamine-bumping likes into dollar-earning leads? What's the next step for followers who have been hanging out in your DMs and comment threads for weeks or even years?…

88: On Customer Satisfaction, Loneliness & Jesus Christ Superstar (feat. Ron Ben-Joseph)

Sept. 6, 2022

Have you bought into your own hype? And - in practice - is that a good thing or a bad thing? Will your success inadvertently harm the folks who have had your back since the beginning? How can we move from 1-to-1 to 1-to-Many…

87: On Data, Downturns & Pretty in Pink

Aug. 29, 2022

Does tracking your business growth (or losses) have to be so anxiety-inducing? On the flipside, does analyzing your data have to be so dang dry and boring? HECK NO. Although it's hard to focus on profits, profits, profits al…

86: On Spontaneity, Flow & Phish (feat. Greg Wieting)

Aug. 22, 2022

Are you treating yourself like your most prized asset? Do you find it hard to rest, or even slow down? And what's the truth of "hustle culture;" do we really need to push harder to get further? If the cost of your entreprene…

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.