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New Season of 'Becoming Self Made'

The entrepreneurial spirit continues to thrive across the United States, as a record number of people embrace small business ownership. In an era where individuals are turning away from traditional employment pathways, Season 2 of the podcast 'Becoming Self Made' is here to inspire, inform, and ignite the ambition of future entrepreneurs. Launched by Relay Financial Technologies, this podcast offers an authentic glimpse into the world of small business success, focusing not just on triumphs but also on the struggles that shape these success stories.

About the Podcast

Hosted by renowned author and entrepreneur Mike Michalowicz, Season 2 features a lineup of remarkable guests who share their personal journeys into entrepreneurship. Unlike typical corporate podcasts that often gloss over the difficulties faced by business owners, 'Becoming Self Made' digs deeper into the realities of entrepreneurship. This includes discussions around unexpected setbacks, financial hurdles, and the transformations that come along with building a successful brand.

The show’s distinctive 'Life Line' segment allows guests to recount pivotal moments in their careers—moments that define not only who they are as business leaders but also how they navigate the rough waters of entrepreneurship.

Featured Guests

This season introduces listeners to a variety of notable entrepreneurs:

• - Tiffany Aliche - The founder of The Budgetnista, Tiffany is an award-winning financial educator who has empowered countless women in managing their finances.
• - Andrew Ahn - Known for establishing Boo's Philly Cheesesteaks, Andrew brings a genuine taste of Philadelphia to the West Coast and highlights the significance of community in business.
• - Tim Milgram - As the founder of TMilly Studios, Tim has influenced the next generation of dancers and performers through his creative vision.
• - Jamie Deering - Leading Deering Banjos, Jamie continues a legacy of craftsmanship while keeping musical traditions alive.
• - Dr. Brent Ridge - Co-founder of Beekman 1802, Brent offers insights on lifestyle and skincare trends borne from rural living.
• - David Stark - An acclaimed event designer, David discusses the importance of storytelling in creating memorable experiences.

An Evolving Landscape

The podcast comes at a transformative time in the economy, where societal shifts, technological advancements, and changing labor markets are reshaping the landscape of small businesses. In 2025 alone, 5.9 million new businesses were born in the U.S., indicating a 8% increase from the previous year. Michalowicz reflects on this evolution, emphasizing the shift from Silicon Valley as the singular success narrative.

"There has never been a better time for small and medium-sized businesses, but success is derived from gritty determination and learning from failures," Michalowicz notes.

Engaging Conversations

Throughout Season 2, each episode serves as a reminder that success isn't a straight line. Whether discussing cash flow issues or personal setbacks, the stories are raw, vulnerable, and filled with rich insights. Mike Michalowicz aims to give a platform to these voices, showcasing an array of challenges that come with being an entrepreneur.

Tune In!

Season 2 of 'Becoming Self Made' premieres on June 23, with new episodes available every Tuesday at 6 a.m. ET. Accessible through all major podcast platforms—including YouTube, Apple Podcasts, and Spotify—this show promises to be an essential resource for anyone aspiring to turn their business dreams into reality.

In conclusion, 'Becoming Self Made' is not just a podcast; it’s a testament to the perseverance of small business owners. Relay's commitment to empowering entrepreneurs aligns with the podcast's mission, as they continue to provide financial tools and guidance for those looking to carve their niche in the business world. Tune in to uncover inspiring stories, valuable insights, and the unspoken truths of entrepreneurship.