In this inspiring episode of Raw and Real Entrepreneurship, host Susan Sly sits down with Gregory Shepard, founder of BOSS Capital Partners, serial entrepreneur, and author of The Startup Life Cycle. Gregory shares insights from his groundbreaking research, including interviews with 1,200 founders, and highlights the phases where startups are most vulnerable—and how founders can navigate these challenges to achieve the ultimate goal: a successful exit.
Susan and Gregory dive into the systemic biases faced by women and marginalized founders, the grit it takes to overcome these obstacles, and how celebrating small wins is crucial for entrepreneurial success. From marathon swimming and shark dives to Gregory’s ticket to space, they also explore what it means to push limits and embrace fearless leadership.
Gregory Shepard has built and sold 12 businesses in BioTech, TransitTech, AdTech and MarTech. He is a Forbes book author and contributor, and has been featured or quoted in publications like Fortune, Entrepreneur, The New York Observer, The DEAL, and Thrive Global. A recipient of four private equity awards for transactions between $250M to $1B, Greg has appeared on TV, radio, and popular podcasts, and been featured as a TEDx and keynote speaker at multiple universities and conferences worldwide.
Connect with Gregory:
Website: www.gregoryshepard.com
LinkedIn: @gregshepard/
Book: https://www.amazon.com/Startup-Lifecycle-Definitive-Guide-Building/dp/1637744323
Susan Sly is the maven behind Raw and Real Entrepreneurship. An award-winning AI entrepreneur and MIT Sloan alumna, Susan has carved out a niche at the forefront of the AI revolution, earning accolades as a top AI innovator in 2023 and a key figure in real-time AI advancements for 2024. With a storied career that blends rigorous academic insight with astute market strategies, Susan has emerged as a formidable founder, a discerning angel investor, a sought-after speaker, and a venerated voice in the business world. Her insights have graced platforms from CNN to CNBC and been quoted in leading publications like Forbes and MarketWatch. At the helm of the Raw and Real Entrepreneurship podcast, Susan delivers unvarnished wisdom and strategies, empowering aspiring entrepreneurs and seasoned business veterans alike to navigate the challenges of the entrepreneurial landscape with confidence.
Connect With Susan:
Website https://susansly.com
Website https://thepause.ai/
LinkedIn @susansly
Learn more about your ad choices. Visit megaphone.fm/adchoices
Popular Podcasts
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Las Culturistas with Matt Rogers and Bowen Yang
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
Crime Junkie
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.