too legitmate to quit
too legitmate to quit
Cool Casts for Entrepreneurs

Cool Casts for Entrepreneurs – Too Legitimate to Quit

What do BTS, Mean Girls and the Good Place all have in common? They're all hiding useful business lessons. Learn more here!

What can we learn from the shows, musicians, movies and celebrities that dominate pop culture? More than you might expect! Listen to “Too Legitimate to Quit – Instantly Actionable Small Business Strategies with a Pop Culture Spin” for surprising insights. Annie P. Ruggles, Founder and Dean of The Non-Sleazy Sales Academy, invites expert guests to discuss best business practices through the lens of the media we love.

What is the podcast about?

Join Annie P. Ruggles and whipsmart 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 week.

Why should people listen to it? Who is the podcast for?

This podcast is for small business owners, entrepreneurs and side-hustlers who want to find their next strategy, mindset shift or business idea from the brightest voices in the business — without it being so darn stuffy.

Featured episode – On Meaningfulness, Self-Love & The Good Place (feat. Chantelle Andercastle)

What the heck does intentionality actually look like? How do you know if you’re showing up in a way that fulfills all the labels you’ve put on yourself? And how can we cut through the noise and connect with our clients, colleagues and prospects in a way that fosters truth, connection and joy?

This week, Annie P. is rendered speechless by bold, warm, and brilliant Chantelle Andercastle. A business strategist and web designer, Andercastle shares her vast knowledge about how to decide what is truly important, how to go beyond “intention” and how you must treat your #1 business asset… yourself. Then, they deep-dive into their shared passion for the feel-good force, dope soul and hella ethics known as “The Good Place.”


For over a decade, Annie P. Ruggles 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 businesses. She’s guided hundreds of people toward making deeper connections, lasting impressions and friendlier, more lucrative transactions and conversations.

Ruggles 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.

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