8 episodes

Ben Higgins has come a long way since his “Perfect Ben” days on The Bachelor, and now he wants to take you along as he explores being an entrepreneur! He’s enlisted the help of venture capitalist Jesse Draper, whose firm has helped with early stage investing in female founded startups, like Carbon 38 and Sugarfina. She combines her background in comedy and entertainment with her vast business experience to provide an accessible and relatable approach to the board room. Each week, they’ll sit down with a different CEO or entrepreneur, and learn how they achieved their goals, what challenges they face, and the tips they can share with the next generation.

Lady Bosses (and Ben) iHeartRadio

    • TV & Film

Ben Higgins has come a long way since his “Perfect Ben” days on The Bachelor, and now he wants to take you along as he explores being an entrepreneur! He’s enlisted the help of venture capitalist Jesse Draper, whose firm has helped with early stage investing in female founded startups, like Carbon 38 and Sugarfina. She combines her background in comedy and entertainment with her vast business experience to provide an accessible and relatable approach to the board room. Each week, they’ll sit down with a different CEO or entrepreneur, and learn how they achieved their goals, what challenges they face, and the tips they can share with the next generation.

    Defining Success with Nicole Lapin

    Defining Success with Nicole Lapin

    What does the word “success” mean to you? Ben and Jesse attempt to define that elusive term by talking to “Boss Bitch” author and financial expert Nicole Lapin. She saw that people aren’t getting enough financial education, so she started her own school to help people become smarter with money. And she has some incredible tips you can use to start saving more money RIGHT NOW. Then we take things outside, when the “manscapers” from Bravo’s Backyard Envy stop by. They tell Jesse and Ben what it’s like to start a business with close friends, and how they keep their professional relationship and their friendships separate. And when you have 3 equal owners of a company, who has the final say?? 
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    • 1 hr 4 min
    Poppin Bottles

    Poppin Bottles

    Adam Callinan, founder of BottleKeeper is here to tell us all about what it was like growing a business on Shark Tank, how to take a rough prototype and turn it into a successful product, and the importance of listening to customer feedback. 
    Plus Jamie Geffen from Geffen Events is hanging out with Ben in the studio. She made the transition from television to owning her own event planning company. She shares some gems she’s learned from her years in business, and she lets us know what form of marketing is the most effective.
    And if you have a passion for flowers, our Lady Boss of the Week can teach you how to turn it into a successful business.
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    • 1 hr 9 min
    Baking Your Business

    Baking Your Business

    Who doesn’t love cupcakes?? But with so many places to get cupcakes, you may wonder what separates one from the rest. To answer that question, Jesse and Ben talk to Melissa Ben-Ishay of “Baked By Melissa”. She lets us in on how she sets herself apart from the other cupcake bakeries, and we hear how she grew from baking cupcakes for her friends to running a multi million dollar business.
    Jesse offers her advice on how to invest in a company  with perishable product, and the effectiveness of “influencer marketing”.
    And Ben just made a very risky and life changing move, and desperately needs Jesse’s advice.
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    • 56 min
    From a Housewife to a Lady Boss with Tanya Sam

    From a Housewife to a Lady Boss with Tanya Sam

    Ben Higgins and Jesse Draper sit down with Tanya Sam from The Real Housewives of Atlanta to talk about her expertise with investing in tech, and what it’s like working with her husband on business ventures. Tanya and Ben bond over their similar experiences in business and being on reality TV. And our “Lady Boss of the Week” is Kelly Ryan from Anchor Meditation. She was able to build a successful business from her life’s passion, and she’s got some insight on how the best ventures are the ones you are personally connect with.  Plus, Jesse lets you in on some investing trends for 2019 that you NEED to be watching.
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    • 1 hr 12 min
    Donuts & Blowouts

    Donuts & Blowouts

    How do you start a successful business from just blowouts? Allie Webb from DryBar is here to answer that question with Ben and Jesse. She offers some advice about how to pick out a physical location for your business, and she talks about the pros and cons of working with your spouse.   Then we hear from Kenneth Pogson and Tres, the masterminds behind Voodoo Donuts, about how you can set yourself apart from other businesses purely by branding.   And few things are more important than timing when it comes to launching a product, as we learn from Patrick Herning, the founder of 11 Honoré.
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    • 1 hr 9 min
    Ham Ice Cream & Alison Sweeney

    Ham Ice Cream & Alison Sweeney

    You may think you know Ben Higgins from The Bachelor, but he’s here to explore a different side of him that you didn’t see on TV. His co-host, Jesse Draper, kicks off this episode with some background into her personal and professional life, and she reveals how she picks a company to invest in.   Then, Alison Sweeney from The Biggest Loser stops by, and talks about her new project with The Hallmark Channel, and the experience of pursuing career goals and parenting at the same time.   And in a segment called “Stuff We Didn’t Know We Needed”, we talk to the creator of Windy Farms Ice Cream, which combines ice cream… with ham. 
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    • 58 min

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