Scaling to $300M with Product-Led Growth

Chaos to Clarity - Podcast

Episode Summary  In this episode of Chaos to Clarity, Eric Weiss sits down with Gaurav Agarwal, COO of ClickUp, to unpack how one of San Diego’s biggest SaaS success stories built a $300M ARR business by putting product, speed, and customer obsession at the center of its strategy. Gaurav shares how ClickUp redefined product-led growth, […]

When Success Means Life or Death: Ryan Rusnak’s Journey Building Airspace

Chaos to Clarity - Podcast

Episode Summary In this episode of Chaos to Clarity, host Eric Weiss sits down with Ryan Rusnak, Co-Founder and CTO of Airspace, one of San Diego’s fastest-growing logistics tech companies. Ryan shares how Airspace built a $100M business around time-critical shipping, moving everything from organs for transplant to parts for grounded airplanes. He reveals how […]

Building AI Startups with Andy Ballester, Co-Founder of GoFundMe and EyePop.ai

Chaos to Clarity - Podcast

Episode Summary In this episode, Eric Weiss sits down with Andy Ballester, serial entrepreneur and co-founder of GoFundMe and EyePop.ai, to unpack the highs, lows, and lessons of building category-defining startups. Andy shares how an early college job at a software startup sparked his passion for technology, why he bootstrapped GoFundMe into a global fundraising […]

Scaling Up to $100M, with Afif Khoury, CEO of SOCi

Chaos to Clarity - Podcast

Episode Summary Afif Khoury, founder and CEO of SOCi, joins Eric to share the inside story of scaling one of San Diego’s hottest unicorns. From the “dark era” of customer rejection to becoming the operating system for enterprise marketing, Afif reveals the hard decisions, pivotal pivots, and leadership lessons that turned chaos into a category-defining […]

Building a Thriving Startup Community with Neal Bloom, CEO of Rising Tide Partners

Chaos to Clarity - Podcast

Episode Summary In this episode of Chaos to Clarity, host Eric Weiss sits down with Neal Bloom, Managing Partner at Rising Tide Partners and one of the most influential connectors in the San Diego startup ecosystem. From co-founding Portfolium to launching Interlock Capital and now building Rising Tide, Neal shares his journey from aerospace engineering […]