In this episode of Rich Lessons, Sevetri and Sheena dive into the realities of fundraising and bootstrapping for entrepreneurs. They explore the pros and cons of bootstrapping, from maintaining full control to the challenges of limited resources, and share personal stories of building businesses from the ground up.

They also discuss navigating the complex world of venture capital, raising over $50 million, and learning from failures. Whether you're an aspiring founder or a seasoned entrepreneur, this episode is packed with insights on scaling smartly, staying adaptable, and making strategic decisions about funding.

As we step into 2025, we're reflecting on the incredible journey that brought us here. In this episode of Rich Lessons, we're taking it back two years to 2023, when we both made the bold decision to transition out of our companies. Sevetri exited at CEO and Sheena made the hard decision to shutdown her company, CapWay. We'll talk about the pivotal moments that led to those changes, the lessons learned along the way, and how those decisions set the stage for the big goals we’re tackling this year. Whether you're looking to make a life-changing move or simply want some inspiration to chase your dreams, this episode is for you.

In this special episode of Rich Lessons, Sevetri Wilson and Sheena Allen discuss the recent tragedies affecting communities in LA, including wildfires and the impact of misinformation. They draw parallels to Hurricane Katrina, emphasizing the importance of community support, the challenges of navigating insurance claims, and the role of social media in disaster response. The conversation highlights the need for practical support, critiques of government response, and the emotional toll on affected individuals. They also provide resources for those impacted and encourage listeners to contribute meaningfully to recovery efforts.

In this episode of Business Truths Pt. 2: Rich Lessons, we dive into candid stories about navigating entrepreneurship, the mental and financial challenges of building startups, and the rich lessons learned along the way. From pitching to investors and scaling ventures to the mental toll of leadership, our hosts share raw insights on the realities of business, personal growth, and resilience. Tune in for an honest conversation about overcoming setbacks, embracing lessons, and planning for the future.

In the first episode of Rich Lessons, Sevetri Wilson and Sheena Allen share their journeys from small-town roots in the South to becoming successful entrepreneurs. They discuss how they built their first companies, navigated challenges as Black women in tech, and transitioned from bootstrapped ventures to raising millions in venture capital.

From pitching big ideas to learning the hard lessons of fundraising and accelerators, Sevetri and Sheena reflect on the wins, setbacks, and growth that shaped their paths. Join them as they launch Rich Lessons, a podcast about the valuable (and costly) experiences that define success.

Welcome to Rich Lessons with Sevetri Wilson and Sheena Allen, where we cut through the noise and dive into the real conversations that matter. Brought to you by Grit: Girls Raised in the South, this podcast explores the hard truths, life lessons, and stories that shape us. From business to personal growth and everything in between, we’re keeping it raw, real, and most importantly, rich in lessons for the journey ahead.

Join us every week as we share our stories, bring on special guests who’ve inspired and shaped our lives, and build a community where no one gets left behind. Subscribe now and let’s grow together!