Sideways Rain

Sideways Rain
Podcast Description
In the unpredictable storm of building businesses, Sideways Rain explores the art and science of innovation and entrepreneurship. Hosted by two industry leaders—JR Spiess, CEO of The 180 Group, and Kris McNeil, Co-Founder of WIFT—this podcast delves into the challenges, pivots, and breakthroughs of scaling ventures in both the digital and experiential worlds. From tech solutions to human connections, we tackle the chaos of business growth with stories, strategies, and insights that help you thrive no matter where the rain comes from.
Podcast Insights
Content Themes
The podcast focuses on themes such as innovation, entrepreneurship, and technology with specific episodes covering work-life balance for entrepreneurs, tech development challenges, and the role of public relations in business success. For example, an episode titled The Truth About Work-Life Balance shares candid stories of navigating personal and professional chaos, while Navigating the Chaos of Tech & Innovation discusses the unpredictable nature of software development.

In the unpredictable storm of building businesses, Sideways Rain explores the art and science of innovation and entrepreneurship. Hosted by two industry leaders—JR Spiess, CEO of The 180 Group, and Kris McNeil, Co-Founder of WIFT—this podcast delves into the challenges, pivots, and breakthroughs of scaling ventures in both the digital and experiential worlds.
Season 2 kicks off with big energy as JR and Kris bring on startup and corporate attorney Pranav Gangele to talk about his sideways rain moment — leaving the comfort of Big Law to bet on himself at a smaller shop.
Pranav opens up about the golden handcuffs of guaranteed salary, the anxiety of taking risks, and the importance of support systems when the storm hits. He shares candid insights on what founders get wrong about legal work, why the billable hour is broken, and how tech is reshaping the future of law.
We also get into family life, real talk on networking, and yes — the eternal debate: corn dog vs. Pronto Pup.
Whether you’re a founder, a lawyer, or just someone navigating your own sideways rain, this episode is a reminder that the umbrella is often closer than you think.

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