Ep 196 – The Co-Founder of Guesthouse on Getting Comfortable With Being Uncomfortable

Ep 196 - The Co-Founder of Guesthouse on Getting Comfortable With Being Uncomfortable
If you’re lucky enough to have stable accommodation, it may take a moment to think about the fact that housing is a privilege. No-one knows that better than Co-Founders of online managed monthly accommodation marketplace, Guesthouse. After her life and business partner Shane V. Charles grew up in unstable housing in Chicago, Gabriela Chapa realised that they could make a difference in their communities together.
In this honest episode of Peers2Peers, powered by Shopify, Gabriela shares how she consulted on Chicago’s $750 million equitable housing scheme, why entrepreneurship means delayed gratification, and how the concept of being “ready” is imaginary.
Gabriela Chapa:
While it can be an exciting new chapter, moving house is often fraught with stress and overwhelm. This was the case for Gabriela Chapa and her life and business partner, Shane V. Charles. While trying to move from Chicago to New York, the pair almost lost all of their belongings due to an unethical moving service.
Inspired to streamline the accommodation and moving sphere, Gabriela and Shane Co-Founded Guesthouse, an online managed marketplace where people find and book monthly accommodations.
In this episode of Peers2Peers, powered by Shopify, the entrepreneur shares why her fear of regret is stronger than failure, how to navigate your business through growth, and why we need to get comfortable with the uncomfortable.
Street Cred:
Gabriela is a startup founder, real estate investor, and business strategist. She is a Co-Founder of Guesthouse, an online managed marketplace where people find and book monthly accommodations. Gabriela also co-founded Rise Ventures, a real estate investment company headquartered in Chicago.
She has consulted on Chicago’s $750 million revitalisation program, INVEST South/West, an equitable development strategy to revitalise underinvested historic neighborhoods on Chicago’s South and West sides. In 2021, Gabriela was listed as Forbes 30 Under 30 in Consumer Technology.
Learn More:
Start your Shopify 14-day free trial
Check out Guesthouse’s website
Follow Guesthouse on Instagram
Connect with Gabriela on Linkedin