A Conversation with Jess: Creativity, Cars, and Confidence

Summer is OVER

After a late-summer break, Patrick is back behind the mic with a solo episode that feels like catching up with an old friend. He shares why, despite the calendar, summer is over in Milwaukee and why fall has quickly become his favorite season. From kids heading back to school and the kickoff of football, to pumpkin spice lattes and shorter days, Patrick makes his case for embracing autumn and letting go of what he calls a “less-than-ideal” summer. He also opens up about the future of It’s Later Than You Think—why episodes may arrive less frequently, how solo shows fit in, and a new podcast project on the horizon. Patrick introduces Grossly Competent, a new weekly show co-hosted with past guest Steve Counsell, exploring learning, development, and the messy fun of adulting. Whether you’re team summer or team fall, this episode is part seasonal reflection, part state-of-the-podcast update, and part invitation to join Patrick on the next chapter.

A Conversation with Michael Bugary: Overcoming Adversity, Motivational Speaking, and Lingo

In this conversation, Michael shares his inspiring journey of overcoming significant challenges, including a career-ending injury, addiction, and a rare brain tumor. He discusses the importance of personal responsibility in his recovery and the role of motivational speaking and therapy dogs in his healing process. Michael emphasizes the value of helping others and self-discovery as key components of his life after adversity.

A Conversation with Fancy B: From Legal Briefs to Love Stories

In this engaging conversation, Fancy B. shares her unique journey from practicing law to pursuing her passion for writing. She discusses the challenges of perfectionism and imposter syndrome, the creative process behind her debut novel 'Hollywood Heartbreaks', and the importance of balancing work, family, and personal projects. Fancy emphasizes the significance of mindfulness and living in the moment, encouraging listeners to prioritize what truly matters in their lives.

A Conversation with Sasha: Financial Planning, Empathy, and Cats!

In this conversation, Patrick and Sasha discuss the importance of financial and estate planning, the nuances of empathy, and personal experiences with grief and loss. Sasha shares her advocacy work for suicide prevention and her passion for fostering cats. They also touch on Sasha's podcast, which focuses on financial advice and emotional intelligence in the financial planning industry.

A Conversation with Jess: Creativity, Cars, and Confidence

In this engaging conversation, Patrick and Jess reminisce about their past, explore Jess's journey into the world of pinup culture, and discuss how creativity has shaped her confidence. Jess shares her experiences with vintage art and furniture, her love for music, and how she has combined her passion for cars with her profession. The discussion highlights the importance of finding one's creative outlet and the differences between life in California and Wisconsin.