Category: Episodes

This week, the hosts are over winter and guest Sara Mauskopf, CEO and Co-Founder of Winnie, shares how her frustration with the long search to find child care resulted in her taking matters into her own hands by creating one of the largest online marketplaces for it. Today, Winnie is used throughout the United States and is helping connect millions of parents with high quality child care.

The week, the hosts break down the GameStop madness and why “narratives” played an important role in the meme stonk circus. Guest Mandy Bowman, founder of Official Black Wall Street, shares the importance of spending with purpose and supporting your community to build generational wealth.

Doug’s love of watching Elena of Avalor with his kid prompts a discussion about shared interests between parents and their children. Guest Oz Pearlman, Emmy-Award-Winning Mentalist, discusses how he left the corporate world to master his craft and follow his dreams to become one the world’s best magicians.

The hosts share their thoughts on current events. Heather calls out Doug’s fast food problem. Guest Maria Palacio, Co-Founder and CEO of Progeny Coffee, shares how she disrupted the Colombia coffee supply chain to bring prosperity to local coffee farmers.

Douglas and Heather take inventory of the kitchen appliances they registered for long ago but have never used and discuss their (lowered) expectations for the new year. Guest Anthony Pompliano shares his journey as bitcoin poster boy and how creating good content is about being willing to try.

Heather and Douglas give the only 2020 recap worth doing (the TV shows that gave them life). Guests Olivia Landau and Kyle Simon, Co-Founders of The Clear Cut, share how they are disrupting the diamond industry and why buying engagement rings online is the future of the business.

Douglas and Heather ask their vaccine questions and reveal their daughter’s expectations for the holidays. Guest Melissa Ben-Ishay, Co-Founder and CEO of Baked by Melissa, shares her recipe for success in doing what she loves and scaling her miniature cupcake empire.

ICYMI: Last week, listeners were aske to share their favorite hype songs. You can check out the Spotify playlist here.

Season One of We Should Be Sleeping kicks off. Heather defends why her 6,000 unread emails don’t make her a sociopath, and the couple shares their top hype songs for the ages. Guest Morgan Housel, award-winning author of The Psychology of Money: Timeless lessons on wealth, greed, and happiness, discusses his evolution as a “blogger,” and if people can ever truly have enough.

Morgan’s Book – The Psychology of Money: Timeless lessons on wealth, greed and happiness