In this episode, Pooja Brown (Founder @ Inventry.ai) shares her insights on balancing being a founder & technologist, especially within the mid-market manufacturing industry. We cover why founders need to lead with curiosity as they seek out customer problems to solve, strategies for solving complex problems related to supply chain, and strategies for selling your products. Pooja also dissects important fundraising tactics, how to identify areas that AI tooling can enhance within your business, reading customer signals, and bolstering your engineering skills by leveling up business capabilities.

Pooja Brown is a technology executive and founder focused on building AI-native platforms that power real-world operations across industries. She has led engineering at scale at companies like Stitch Fix and DocuSign, building systems that combine data, workflows, and machine learning to drive everything from personalization and supply chain to digital agreements used by hundreds of thousands of businesses.Her experience spans multiple verticals including retail, enterprise SaaS, education technology, and real estate, where she has consistently focused on embedding AI directly into core business systems rather than layering it on top.

Pooja is currently the founder and CEO of Inventry.ai, where she is building autonomous AI agents that help mid-market manufacturers run procurement and supply chain operations more effectively. Across her career, she has focused on turning complex operational data into systems that don’t just generate insights, but actually drive decisions and execution.

There's a layer of infrastructure behind every text, call, and login code your product sends, and it works exactly like plumbing: nobody thinks about it until it's the reason something broke.

Most providers route through 4-6 intermediaries; Sinch connects in 1-2 hops, direct carrier relationships across 600+ connections, handling 900 billion interactions a year across 60+ countries.

Routing, compliance, fraud prevention handled automatically rather than manually managed by the business sending the message!

Sinch is the reliability layer underneath AI-driven customer communications; the infrastructure that determines whether an AI agent's output actually reaches a real person as a delivered text, connected call, or verified interaction.

• What shaped Pooja’s entrepreneurship journey & background (3:20)
• Looking for the right problem & leading with curiosity (6:47)
• Insights on solving problems related to supply chain (10:42)
• Building systems for chaos / complexity (12:46)
• Adopting a beginner’s mindset when solving complex problems (15:40)
• Dissecting fundraising strategies & decision making (19:28)
• Emerging business patterns that eng leaders need to capitalize on (26:32)
• Understanding how customers make decisions on what products to adopt (29:09)
• Selling strategies for the mid-market manufacturing industry (37:08)
• Integrating AI tools to augment current business capabilities (41:03)
• Engineering skills that enhance sales processes (44:43)
• Communication frameworks when working with customers (47:21)
• Rapid fire questions (50:06)

Patrick Gallagher - Producer & Co-Host

Jerry Li - Co-Host

Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/

Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/

Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

In this episode, Sergiy Nesterenko (CEO @ Quilter) joins the pod to share how he turned a personal technical challenge into his own company, even before the market caught up. He shares his unique journey from SpaceX to Quilter and addresses common eng leader / founder challenges, including taking critical feedback to solve tough technical problems, knowing when your most important role is educating the market / customers, and choosing the right customers. Sergiy and Jerry also dissect insights into principles around building circuit boards, and common misconceptions around hiring top-tier talent, finding investors, and procuring customers as an early-stage company.

Sergiy Nesterenko is the Founder and CEO of Quilter, the first physics-driven AI platform that fully automates PCB layout design. Under his leadership, Quilter has pioneered autonomous board design – creating the missing automation layer for hardware and compressing weeks-long layout cycles into hours. Backed by Index, Benchmark, Coatue, and Tony Fadell, Quilter is redefining what's possible in hardware development. Previously, Sergiy spent five years at SpaceX as a Senior Radiation Effects Engineer, building electronics for the Falcon 9 and Falcon Heavy.

• Introducing Sergiy Nesterenko & the inspiration behind Quilter (1:43)
• Why now is the right time to tackle this technical challenge (3:37)
• The technology landscape during Quilter’s early days (6:05)
• Sergiy’s fundraising journey & key takeaways (8:26)
• The importance of adopting an evolutionary mindset (10:52)
• Early problems that Quilter aimed to solve (13:08)
• Navigating the balance between technical problems & consumer readiness (15:59)
• How negative feedback can lead to solving a key problem (18:34)
• Knowing which feedback to incorporate into product iterations (20:08)
• Lessons learned from choosing the wrong customers (27:33)
• First principles approach to circuit board building (29:31)
• Signals that it’s the right time to tackle a hard technical challenge (34:04)
• Advantages to solving really hard problems & tackling entrepreneurship (36:32)
• Common misconceptions surrounding early phase companies (38:17)
• Sergiy’s experience working with Eric @ Benchmark (39:46)
• Why investors like founders who spend time in the “idea maze” (42:19)
• Strategies for convincing high-profile talent to join your org early on (43:22)
• Rapid fire questions (45:10)

Patrick Gallagher - Producer & Co-Host

Jerry Li - Co-Host

Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/

Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/

Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Tomas Reimers, Co-Founder & CPO @ Graphite, reveals his journey to becoming a founder and some of the major moments from Graphite’s product development story. He dissects frameworks for determining when it’s time to quit your full-time job to pursue becoming a founder and analyzing the costs vs. benefits of that decision. We cover how to decide what customer problems to solve, understanding how software development trends impact what you’re building, and product market fit and selling considerations. Lastly, Tomas shares valuable strategies when it comes to selling to developers.

Tomas Reimers is the CPO and co-founder of Graphite, the a16z and Anthropic-backed AI code review platform that Cursor acquired in December 2025. Previously, he was an engineer at Facebook. Passionate about advancing developer velocity, Tomas holds a BS in Computer Science from Harvard University.

• The origin story behind Graphite (1:05)
• Signs that it’s time to quit your job / found a company (4:03)
• How Tomas & his co-founders knew it was time to break up with their jobs (5:40)
• Understand what leaving your job will mean career-growth wise (7:33)
• Embracing regret minimization (9:28)
• Pros & cons of developing in blue ocean vs. red ocean areas as a founder (11:49)
• Strategies for determining what software to build / how is software dev evolving (14:00)
• Tomas’s framework for determining bets (15:50)
• Recommendations for selling as a founder (17:52)
• Identifying if sales isn’t working or if product market fit is off (20:35)
• Using customer insights to experiment & make a PMF pivot (23:05)
• Why developers don’t want to be sold to, they want to be taught (24:42)
• How to apply teaching vs. selling into early GTM strategy (27:20)
• Utilizing demonstrations to gain developer buy in & trust (29:24)
• What Tomas is looking forward to in Graphite’s future / software dev in general (32:04)
• Rapid fire questions (33:34)

• The Mom Test - Rob Fitzpatrick’s quick, practical guide that will save you time, money, and heartbreak.
• Founding Sales - The Startup Sales Handbook - rhe distillation of Pete Kazanjy’s experience at his first software startup, TalentBin going from a founder with a product marketing and product management background to early sales guy, early sales manager, and eventual post-acquisition sales leader at Monster Worldwide in addition to his later experience founding Modern Sales, the nation’s largest sales operations, enablement, and leadership community.
• Thinking in Bets: Making Smarter Decisions When You Don't Have All the Facts - Annie Duke, a former World Series of Poker champion turned business consultant, draws on examples from business, sports, politics, and (of course) poker to share tools anyone can use to embrace uncertainty and make better decisions.

Patrick Gallagher - Producer & Co-Host

Jerry Li - Co-Host

Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/

Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/

Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.