Why do most enterprise vision AI projects fail? PlainSight CEO Jonathan Simkins joins Jake Aaron Villarreal to explain how VisOps helps companies deploy faster, more reliable, and cost-efficient computer vision solutions.

Discover how PlainSight uses open-source models, predictable pricing, and scalable AI infrastructure to transform software engineers into computer vision experts.

Chapters

00:00 Introduction to Jonathan Simkins and Plain Sight 02:25 Jonathan's background in investment banking and tech startups 05:15 The origin story of Plain Sight and vision AI infrastructure 13:55 Why Plain Sight's infrastructure software is unique 20:48 Market opportunities and customer use cases for Vision AI 29:39 Business model, pricing, and cost advantages 45:27 Growth plans and future vision for Plain Sight

Host: Jake Aaron Villarreal leads the top AI recruitment firm in Silicon Valley, www.matchrelevant.com, uncovering stories of funded startups and going behind the scenes to tell their founders’ journeys. If you are growing an AI startup or have a great story to tell, email us at: jake.villarreal@matchrelevant.com

Discover how one venture-backed startup is actively saving hospital emergency rooms from bankruptcy by recovering millions of dollars in denied insurance claims. Join us as we go behind the scenes with the CEO of CombineHealth to reveal the future of healthcare revenue cycle management.

Sourabh Agrawal transitioned from building self-driving cars at Mercedes-Benz to tackling one of the biggest financial crises in the US healthcare system. In this episode, he explains how his fleet of specialized AI agents acts as a hybrid workforce for emergency departments. These intelligent systems automatically handle complex medical coding, fight insurance denials, and ensure frontline doctors actually get paid for the life-saving work they do every single day.

Listen in to learn the exact founder-led sales strategies that secure enterprise healthcare clients without relying on traditional relationship selling. If you want to understand how artificial intelligence is creating real financial outcomes and preventing rural hospitals from closing, this conversation delivers actionable insights for any tech founder or builder.

Chapters

00:00 Introduction to Sourabh Agrawal and his background 03:30 Sourabh's journey from Goldman Sachs to healthcare AI 07:36 Lessons from first startup and pivot to healthcare 12:25 Focus on emergency department revenue cycle issues 16:37 How AI agents transform hospital billing and claims 20:32 Success story: Recovering revenue and reducing denials 25:12 Building a team and attracting top AI talent 29:48 Sales strategy: Problem-led, customer-focused approach 38:24 Future plans and growth opportunities for Combined Health AI 41:19 Closing remarks and how to connect with Sourabh

Host: Jake Aaron Villarreal leads the top AI recruitment firm in Silicon Valley, www.matchrelevant.com, uncovering stories of funded startups and going behind the scenes to tell their founders’ journeys. If you are growing an AI startup or have a great story to tell, email us at: jake.villarreal@matchrelevant.com

What happens when a $100 million startup is forced to reinvent itself? David Abbey shares how he scaled Penny AI across 60 countries, raised more than $30 million, and navigated a difficult pivot that ultimately led to Endless.

David explains how Endless helps DTC brands manage creators, affiliates, UGC, and ambassador programs with AI. He also explores startup resilience, the creator economy, influencer marketing, venture capital, and the growing demand for AI infrastructure, data centers, and energy.

Chapters

00:00 Introduction and guest background 02:54 David's entrepreneurial journey and early startups 08:36 Scaling Penny AI and market impact during COVID-19 14:33 Transition from Penny AI to Endless and market evolution 20:29 Endless platform for creator and influencer programs 27:21 AI integration and business intelligence features 31:42 Supply Capital and AI infrastructure investments 35:44 The future of data centers and power needs 43:02 Company growth, team building, and future plans

Host: Jake Aaron Villarreal leads the top AI recruitment firm in Silicon Valley, www.matchrelevant.com, uncovering stories of funded startups and going behind the scenes to tell their founders’ journeys. If you are growing an AI startup or have a great story to tell, email us at: jake.villarreal@matchrelevant.com