Warning: the activities discussed in this episode are extremely dangerous. Vitaliy Raskalov, the Urban Explorer, Photographer, and Founder of On The Roofs, joins the show to share his journey from climbing trees as a kid to scaling the tallest skyscrapers in the world. Hear how he pulled off his most famous climbs, how to find your courage, how to be strategic with your social media content, whether he ever gets afraid of heights, and Wild tales from his motorcycle adventures across Asia. Connect with Vitaliy on Instagram @Raskalov and YouTube @OnTheRoofs

Hannah Redmond, the Co-Founder and Chief Strategy Officer of Happy Box, joins the show to share her journey from creating a breakup care package for her sister Ariel to building the one-stop shop for gifting with her. Hear the Valentine’s Day breakup that inspired Happy Box, how to build an eCommerce website, how to create your own fulfillment center, how to start a business with your sibling, and some fun facts about SNICKERS. Connect with Hannah at HappyBoxStore.com, on Instagram @HappyBox, and on LinkedIn

Maxime Barbier, the Co-Founder and CEO of Timeleft, joins the show to share his journey from going all in on vertical video to connecting strangers for dinner around the world every Wednesday. Hear the logistics behind Timeleft, how they match people, what’s driven their growth, how to keep your business concept strong and simple, and the Sydney Segment of operations questions. Connect with Maxime at Timeleft.com, on LinkedIn, and Instagram @MaximeBarbier

Cara Bognar, the Founder and CEO of Top Tier Lessons, joins the show to share her journey from Captain of the University of Illinois Swim Team to matching student athletes with parents looking for sports lessons for their kids. Hear the impact of NIL (Name, Image, and Likeness), how to expand your business to multiple cities, how to keep the hours flexible for your team, the hardest swimming stroke, and what Cara learned growing up as the oldest of 5 siblings. Connect with Cara at TopTierLessons.com and on LinkedIn

Ben Erwin, the CEO of Charitybuzz, joins the show to share his journey from deciding between money and nonprofits to leading the provider of once-in-a-lifetime experiences that support charities. Hear how to inspire your team and customers, provide magical experiences, create new offerings, start a business with a charity component, and the most memorable experiences offered on Charitybuzz. Connect with Ben at Charitybuzz.com

Jess Weiner, the Cultural Expert and Founder and CEO of Talk to Jess, joins the show to share her journey from playwright to advising the world’s leading brands on the issues facing women and girls today. Hear the story behind the Dove Campaign for Real Beauty and the rebrand of Barbie, how to establish yourself as an expert, how to get your first big client, how to decide if a risk is worth taking as a brand, and what happened when Jess missed that ferry in Crete. Connect with Jess on LinkedIn, on Instagram @ImJessWeiner, and at JessWeiner.com

Jamila Musayeva, the Certified Etiquette Coach and Author, joins the show to share her journey from learning several languages to teaching etiquette to over a million subscribers on YouTube. Hear the most difficult language to learn, the rules of business etiquette, why etiquette and first impressions are so important, how to grow your YouTube Channel, and the biggest etiquette mistake people make. Connect with Jamila at JamilaMusayeva.com, on YouTube @JamilaMusayeva, on Instagram @Jamila_Musayeva, and on Patreon

Liz Picarazzi, the Founder and CEO of CITIBIN, joins the show to share her journey from feeling trapped as an entrepreneur in the corporate world to creating the award-winning brand of trash enclosures and package lockers. Hear how to start a side hustle, how to know when it’s time to close your business, Liz’s quest for the rat-proof trash enclosure, how to work with your significant other, and fun facts about trash. Connect with Liz at CITIBIN.com, on Instagram @CITIBIN, and on LinkedIn