Ask Mr. Wonderful Kevin O'Leary / Antica Productions

Meet Alex Kenjeev, accomplished entrepreneur and venture investor. He's also Mr. Wonderful's right hand man! He does it all, from evaluating investment opportunities, negotiating and structuring each deal, and advising CEOs. Alex uncovers what happens after a deal is offered on Shark Tank (and some juicy behind the scenes). They also answer YOUR questions - like how to deal if you're a 30 year-old virgin?
Produced By: Stuart Coxe, Jeremie Saunders, Taylor MacGillivary, Brian Stever and Kirsten Rudyk
Sponsored By: UNTUCKit

Mr. Wonderful has an extra special guest this week (one who has zero issues with being upfront and honest with him). His very own daughter, Savannah O'Leary! Listen as she shares her millennial experience on money, work, and social media. Team O'Leary also address your questions and discuss unconventional investment advice, avoiding family drama during the holiday season, and being an entrepreneur with a young family.
Produced By: Stuart Coxe, Jeremie Saunders, Taylor MacGillivary, Brian Stever and Kirsten Rudyk
Sponsored By: UNTUCKit

It's not everyday a Shark Tank investor follows up after you reject their offer. Sisters Donna and Rosy Khalife (founders of Washington DC's startup Surprise Ride) uncover what it's like to be on ABC's Shark Tank, and how Mr. Wonderful became involved years later. Listen as they answer investment and management concerns, to wild questions about sleeping with roommates! Buckle in, this one's a good one!
Produced By: Stuart Coxe, Jeremie Saunders, Taylor MacGillivary, Brian Stever and Kirsten Rudyk
Sponsored By: UNTUCKit

This week Mr. Wonderful sits down with a couple of "shirt cockroaches" - it’s the show’s sponsors, Chris Riccobono and Aaron Sanandres from UNTUCKit! Learn how these two incredible entrepreneurs grew a wildly successful clothing brand in a highly competitive market. With topics ranging from brand advice to fashion consultation, this is a conversation you don't want to miss!
Produced By: Stuart Coxe, Jeremie Saunders, Taylor MacGillivary, Brian Stever and Kirsten Rudyk Sponsored
Brought To You By: UNTUCKit

This week Mr. Wonderful sits down with long time friend and colleague Barbara Corcoran - American businesswoman, investor, syndicated columnist, author, and co-host of Shark Tank. Barbara doesn't hold back any punches as the two dive into Barbara's rise to success, past business deals with Donald Trump, and her thoughts on mixing relationships with business. Dishing out advice about choosing fame over money, debilitating acne problems, and future real estate goals.

Produced By: Stuart Coxe, Jeremie Saunders, Taylor MacGillivary, Brian Stever, and Kirsten Rudyk

Sponsored By: UNTUCKit

Episode one is here! Mr. Wonderful welcomes his first guest Amanda Lang (former co-host on The Lang & O'Leary Exchange!) to help answer your questions about working-moms, college plans and eye-raising marriage woes. Lang is a prominent business journalist and has hosted notable shows like Bloomberg North on Bloomberg TV Canada. Listen and laugh as these two long time friends and occasional frenemies duke it out over America's thorniest problems.

Produced By: Stuart Coxe, Laura Regehr, Kirsten Rudyk, and Kimberly Hacuman

Sponsored By: UNTUCKit