What if the next great connector in Silicon Valley isn’t a human at all, but an AI with opinions, taste, and the courage to say no?

In this episode, we sit down with Andrew D’Souza, founder and CEO of Boardy, and the serial entrepreneur behind Clearco, to explore what happens when you combine behavioral psychology, network effects, and modern AI, then let it loose on one of the hardest problems in business, meaningful human connection. Andrew has spent his career building at the intersection of finance, technology, and trust. Now he’s building an AI “super connector” that doesn’t live in an app, doesn’t obey every command, and doesn’t optimize for clicks, but for goodwill.

Boardy is an AI board member you can call. Literally. It talks on the phone, remembers context, introduces you to the right people, and sometimes refuses if it thinks the intro would be bad for the network. In a world drowning in cold emails and shallow SaaS tools, Andrew is betting on something contrarian, that AI should feel less like software and more like a principled person.

In Todays Episode We Discuss:

00:01 – Breaking Things, Founder Embarrassment, and Why It Matters

03:30 – Studying the Brain, Behavioral Economics, and Human Decision-Making

06:40 – McKinsey, Facebook, and Getting the Startup Bug

10:10 – Early Lessons on Incentives and Why Referral Marketplaces Fail

14:45 – Becoming a Connector Between Silicon Valley and Canada

17:30 – The Origin Story of Clearco and Access to Capital

22:10 – Financing the DTC Boom and Creating a New Category

27:40 – When Scale Outgrows the Founder, Stepping Aside as CEO

31:50 – Discovering GPT-3 and the Clear Angel Experiment

36:10 – The Problem with Personal CRMs and Human Memory Limits

39:40 – Network Effects, Voice AI, and the Birth of Boardy

44:30 – Why Voice Is the Most Human AI Interface

48:20 – Judgment, Trust, and Saying No in Network Design

52:51 – The Future of AI, Imagination, and Human Connection

Andrew also shares a moonshot vision, Boardy as an AI Richard Branson, pulling the unique business out of every person, then helping them meet exactly who they need to make it real.

Memorable moments from the episode:

“Most people are being vastly unimaginative about what AI can do. The limitation isn’t the models, it’s our imagination.”

“The worst case of a bad introduction is wasted time. The best case is it changes your life. That asymmetry matters.”

Andrew started his career studying how the brain works. Now he’s building something that plugs directly into how humans actually connect. From simulating neurons to orchestrating networks, this episode is a glimpse at a future where AI doesn’t replace relationships, it upgrades them.

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Most people don’t break into venture by following the map. They do it by ignoring it, burning it, then drawing a new one from scratch.

Sarah Romanko is an investor at Geek Ventures, where she backs immigrant founders building deeply technical companies in AI and robotics. Before that, she stitched together fellowships, startup roles, speaking gigs, and a real estate job, all while building a network so strong it eventually pulled her into VC. No Ivy League halo. No neat career ladder. Just relentless curiosity, stubborn conviction, and a willingness to bet on herself when there was no safety net.

Geek Ventures focuses on founders the traditional system often overlooks, operators with real domain depth, strong technical moats, and the grit to build far from the spotlight. Sarah’s work sits at the intersection of talent spotting, founder empathy, and fast decision-making, all shaped by her own unconventional path into the industry.

In Todays Episode We Discuss:

00:01 Welcome and Guest Introduction

01:01 Sarah’s Early Curiosity and Business Background

02:26 Breaking Into Venture Without a Clear Path

04:26 Leaving Stability and Betting on Herself

05:24 The 32 Slide VC Interview Deck Strategy

07:54 Where Ambition and Drive Come From

09:55 Discovering Venture Capital and Founder Empathy

11:46 Advice for Aspiring VCs

14:18 Geek Ventures Investment Thesis

15:57 Learning to Prioritize Deals and Move Fast

17:45 Missing Deals and Investor Regret

19:21 Post Mortems and Learning from Failure

20:29 How Geek Ventures Supports Founders

22:09 Building Community and VC Culture

23:44 What Makes a Pitch Stand Out

25:34 Easy No’s and Red Flags for VCs

26:56 Market Trends and Emerging Managers

29:06 Redesigning Venture Capital

31:12 Fast Decisions and Due Diligence Tradeoffs

32:03 Remote First VC and Team Culture

33:47 Long Term Career Vision and Legacy

36:17 Common Fundraising Mistakes

37:09 Overhyped vs Underrated Startup Trends

38:12 Dream Investor Dinner

38:37 Frameworks and Mental Models

39:41 Lessons from Judging Hundreds of Pitches

40:47 The Hardest No

42:33 Rapid Fire Close

Along the way, Sarah shares hard-earned lessons from missed deals, fast-moving rounds, difficult no’s, and the surprising power of staying true to your beliefs when everyone in the room disagrees.

The throughline is simple but uncomfortable: venture doesn’t reward people who wait to be chosen. It rewards people who decide first, then do the work to make that decision inevitable.

Pull quotes:

“I didn’t have a backup plan, and that’s what forced me to make it work.”

“I want to back the founder I’d write a check to with my own money, even on a bad day.”

Sarah grew up watching Shark Tank. Now she’s on the other side of the table, backing founders who remind her what it feels like to believe before the world does.

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What if the best venture investors aren’t pattern matchers at all, but former operators who’ve spent decades stitching companies together, one partnership at a time?

Karen Page’s career reads less like a résumé and more like a relay race, sales floors to startups, startups to Big Tech, Big Tech to venture, with the baton always being go-to-market clarity. From helping scale Box in its formative years, to shaping enterprise partnerships at Apple, to now backing and advising founders as a General Partner at B Capital, Karen has seen how companies actually grow, and why most stall before they do.

In this episode, Karen breaks down what founders often miss when moving from early traction to real scale, and why “one plus one equals three” is more than a cute partnership metaphor, it’s a survival skill.

About the guest

Karen Page is a General Partner at B Capital and one of venture’s most operator-shaped investors. She was a founding executive at Box, where she built the partnership ecosystem and launched Box.org, later leading enterprise partnerships and GTM strategy at Apple. Today, she sits on and advises boards across SaaS, fintech, and digital health, helping founders turn early momentum into durable growth.

In Todays Episode We Discuss:

00:01 Welcome and Karen Page’s background

02:30 Early career in sales and building GTM foundations

04:20 Discovering partnerships as a growth lever

06:00 Scaling Box through ecosystem strategy

08:10 Exposure to venture while fundraising at Box

10:00 Transition from operator to investor

12:00 Why B Capital and building the early-stage fund

14:30 How Karen works with founders and boards

17:00 What great founders do differently as they scale

19:45 Evaluating investors and building the right board

22:00 Boardroom trust and decision-making under pressure

25:20 AI as a platform shift versus cloud and mobile

28:00 Go-to-market evolution in an AI-first world

31:00 Pricing, value creation, and capital efficiency with AI

34:00 Product-led growth versus sales-led at scale

36:30 Vertical software and overlooked markets

39:30 Talent, culture, and scaling leadership

43:00 How venture and startups will evolve

46:30 Timeless GTM principles and founder lessons

Memorable moments:

“Most of the time I’m an airplane, looking across the landscape. Every once in a while, I have to be an ant.”

“Clarity always wins. You can change channels, tools, and tactics, but if you can’t explain your value, nothing else matters.”

Karen’s journey is a reminder that venture isn’t about predicting the future, it’s about pattern recognition earned the hard way. Sales calls. Missed hires. Inflection points that only look obvious in hindsight. The same instincts that helped her connect companies at Box are now helping founders connect ambition to execution.

Different title. Same puzzle. Same question, how do you make one plus one equal three.

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Imagine spending decades inside the most buttoned-up corners of finance… then quietly deciding the real edge lives somewhere less liquid, less obvious, and way more misunderstood.

John McArthur is the Senior Partner and Chief Investment Officer at Krillogy, where he helps steward billions across public and private markets. Before that, he cut his teeth at firms like Morgan Stanley, and before that, he was a Division I quarterback, which explains a lot about how he thinks under pressure. Today, he sits at the intersection of wealth management, private markets, and long-horizon thinking, right as the old playbooks start to crack.

In Today's Episode We Discuss:

00:01 Origin Story and Early Career

01:55 From D1 Quarterback to CIO

03:10 What Krillogy Does

05:05 Scaling Through People and Culture

06:40 Early Move into Private Markets

09:10 Defining Private Markets

11:30 How the Ultra-Wealthy Allocate Capital

14:00 Access and Innovation in Private Markets

17:05 Fund-of-Funds and Diversification Logic

20:10 Liquidity and Time Horizon Management

23:05 Portfolio Allocation to Private Markets

26:10 Diversification and Dispersion in Venture

29:05 Public Market Return Expectations

32:00 Building Durable Portfolios

35:13 Transition to Rapid Fire

Along the way, John makes a contrarian case that doing nothing is still a decision, that risk is often mispriced because people hate illiquidity more than loss, and that the future of wealth management looks a lot more like architecture than stock picking.

Quotes worth sitting with:

“Doing nothing is a decision. It’s just not always the right one.”

“If you don’t have enough shots on goal in private markets, the probabilities just don’t work.”

John started his career calling plays on the field and ended up calling them across portfolios. Different arenas, same lesson, discipline beats adrenaline, process beats ego, and the long game always knows who’s bluffing.

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Imagine spending 15 years underwriting venture funds, only to realize the biggest risk isn’t the startups, it’s how little anyone actually measures the people backing them.

Eric Woo is the co-founder and CEO of Revere, a platform bringing data, transparency, and product thinking to how allocators evaluate and manage emerging venture funds. Before founding Revere, Eric sat on nearly every side of the table, pricing structured finance risk pre-GFC, evaluating hundreds of managers at Northgate and Top Tier, and helping institutionalize syndicates and nano-funds at AngelList. He’s a CFA, an engineer by training, and now a founder building infrastructure for private markets at exactly the moment venture is being forced to grow up.

In this episode, we unpack:

• Why venture underwriting is still mostly vibes, and why that breaks at scale

• The real signals Eric saw across hundreds of emerging managers that actually correlate with outperformance

• Why “value-add” is meaningless unless you can prove it, and how few GPs really can

• How AI changes venture operations versus venture judgment, and where humans still matter

• The tradeoff between concentration and volume, and when more shots on goal actually wins

• Why 1x DPI is a psychological unlock for LPs, and how secondaries quietly reshape fund strategy

• How venture is shifting from an artisanal craft into a distributed financial product

We also zoom out to the bigger pattern Eric sees forming: venture capital is moving toward new distribution, new fund structures, and new expectations of transparency, and the GPs who don’t adapt won’t survive the next cycle.

“Once you hit 1x DPI, everything becomes psychological. After that, it’s all upside.”

“The best VCs aren’t fungible. Founders know exactly who their first call is.”

Eric spent his career evaluating builders. Now he’s building the system he always wished existed, and in the process, forcing venture to look in the mirror.

In Today's Episode We Discuss:

00:01 – Eric Woo intro, Revere VC

01:00 – Engineering to finance pivot, CFA escape hatch

02:30 – Pricing CDOs before the financial crisis

04:20 – Front-row seat to the GFC

05:50 – First startup experience, search engine marketing

08:30 – Entering venture via fund of funds

10:40 – Early micro-VC and seed investing era

13:00 – Institutionalizing emerging managers

15:00 – Heuristics for backing new GPs

17:10 – Specialization and GP differentiation

19:30 – AngelList and the rise of syndicates

22:00 – Family offices and venture as participation sport

24:30 – Scaling challenges in GP–LP matchmaking

26:10 – What never changes in evaluating GPs

27:50 – Founder–VC relationship as core signal

29:10 – The origin of Revere

30:40 – Rating emerging managers with data

33:00 – Quantifying value-add

35:30 – Gaming the system vs real substance

38:00 – AI in GP self-assessment

41:00 – Structured vs unstructured data in venture

44:00 – AI, fees, and fund economics

47:30 – Transparency as LP differentiation

50:00 – Revere roadmap and Velvet merger

52:30 – Network effects and venture platforms

55:10 – Venture distribution and new capital channels

57:20 – Efficient frontier of early-stage venture

59:40 – Concentration vs volume strategies

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Two founders walk into Techstars. One grew up across six countries. The other learned venture math the hard way. Together, they’re quietly rewiring how startups actually get built.

In this episode of the Ignite Podcast, Brian sits down with Kerty Levy and Keith Camhi, the minds behind Techstars’ vertical networks, the layer most people miss, and the one founders feel the most.

Who they are

Kerty Levy is a Managing Director at Techstars, leading Techstars Anywhere and the AI/ML vertical. With a life lived across continents and decades spent helping companies enter new markets, she brings a rare mix of global intuition and operator empathy to early-stage founders.

Keith Camhi is Managing Director of the Techstars Healthcare Accelerator, powered by Permanente Medicine. A founder turned investor, he previously built and scaled FitLinxx, learned firsthand how liquidation preferences work in the real world, and now helps healthcare startups navigate regulation, distribution, and scale.

What this conversation really explores

• Why Techstars’ edge isn’t capital, it’s distributed networks and founder-first design

• How vertical focus beats geographic focus once scale kicks in

• The difference between safe startups and category-defining bets

• Why momentum matters more than vanity metrics inside accelerators

• How corporate partners can either unlock growth or slow it down

• What headwinds reveal that tailwinds hide

• Why AI’s next chapter is physical, not just digital

A few lines worth sitting with

“If you can win in headwinds, you usually get the market to yourself.”

“Momentum matters more than the number, speed tells you if the market cares.”

“The accelerator isn’t a class, it’s a compression of years into weeks.”

The callback here is simple. Kriti learned early how to land in unfamiliar terrain and build fast. Keith learned what happens when you scale without understanding the fine print. Today, both are helping founders do neither blindly.

Different paths. Same destination. Fewer mistakes, faster learning, and bigger swings

In Today's Episode We Discuss:

00:01 Welcome and introductions

02:55 Kerty Levy global origin story

08:55 Keith Camhi early builder mindset

13:05 Building FitLinxx and creating a category

18:05 Venture capital realities and liquidation preferences

20:50 Why Kerty Levy and Keith Camhi joined Techstars

24:20 The origin of Techstars vertical networks

29:15 Distributed scale as Techstars’ advantage

32:40 AI as a vertical and what comes next

34:05 How founders engage with Techstars

36:30 Virtual vs in-person accelerators

41:00 Inside the Techstars 12-week program

46:05 Too early vs too late for an accelerator

49:30 Defining success after 90 days

52:00 How Kirty Levy and Keith Camhi evaluate founders

57:40 Corporate partnerships that accelerate startups

01:00:40 How the startup landscape has changed

01:02:00 What the next few years will reward

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What if the real job of PR isn’t getting attention, but protecting it?

In this episode of Ignite, Brian sits down with Matt Stewart, a longtime communications leader who has spent 15+ years helping frontier tech companies, from climate to AI to biotech, tell stories people actually care about. Matt’s path runs from editing a college gossip tabloid to the Peace Corps to advising founders, VCs, and CEOs on how to be interesting without sounding fake. Along the way, he’s learned a simple but uncomfortable truth. Most companies don’t fail at PR because they lack news. They fail because they’re afraid to say what they really think.

The conversation digs into why jargon kills curiosity, why thought leadership without real thoughts is just noise, and how founders can earn media attention long before they can afford a PR firm. Matt shares sharp takes on working with reporters, creating moments instead of waiting for them, the rise of B2B influencers, and how AI is quietly flattening everyone’s voice. There are stories about Slack-splaining, media stunts that worked (and didn’t), crisis responses gone wrong, and why sometimes the most memorable thing a founder does has nothing to do with a quote.

If you’re a founder, operator, or investor trying to stand out in a crowded, algorithm-driven world, this episode is a reminder that clarity beats cleverness, being human beats being polished, and you cannot have thought leadership without actual thoughts.

In Today's Episode We Discuss:

00:01 – Matt Stewart’s origin story, from college tabloids to tech PR

02:20 – Why storytelling works better than credentials

04:45 – Attention economics, phones, kids, and the cost of scrolling

07:30 – What Method Communications actually does and why PR is hard

10:15 – Making news when you don’t have news

12:40 – Slack-splaining, surveys, and why naming things matters

15:05 – Why founders are afraid to be interesting

18:10 – Thought leadership starts with real opinions

21:20 – When startups should (and shouldn’t) hire a PR firm

24:00 – What founders can do before they’re ready for PR

27:15 – How PR engagements actually work week to week

31:05 – How AI is changing PR, for better and worse

34:20 – Writing, thinking, and why AI flattens voice

37:05 – What Matt is hopeful about with AI and society

40:10 – The underrated role of decency and human behavior

44:00 – Final advice for founders who want attention that lasts

48:30 – Closing thoughts and wrap-up

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At sixteen, Jeff Barr was supposed to be opening boxes at a small computer store in Seattle. Instead, customers kept getting sent to “the long-haired kid in the corner,” because he was the only one who actually understood what the machines could do.

That instinct, deep curiosity paired with a need to explain things clearly, would quietly shape the future of cloud computing.

In this episode of the Ignite Podcast, we sit down with Jeff Barr, Chief Evangelist at AWS and one of the earliest voices behind cloud, long before “serverless” was a buzzword. Jeff walks through his improbable career path, from teenage computer shops and early web services, to the moment a tiny “Amazon now supports XML” message pulled him into what would become AWS.

We talk about how the cloud really started, why APIs mattered more than anyone realized at the time, and how AWS grew not just through technology, but through trust, clarity, and a global developer community that changed lives far beyond Silicon Valley.

The conversation also dives into the AI era, how developer skills are shifting, why reading code may matter more than writing it, and what happens when building software becomes cheap but understanding problems remains hard.

If you’re a founder, developer, or investor trying to make sense of where cloud and AI are actually headed, this episode is a grounded, human look at how big technology shifts really happen, slowly, accidentally, and driven by people who couldn’t stop being curious.

In Today's Episode We Discuss:

00:01 – Welcome to the Ignite Podcast

00:45 – A Teenager, a Computer Store, and the Birth of Curiosity

02:45 – Learning by Reading the Manuals (Literally)

04:10 – From Retro Computers to Real Engineering

05:45 – Startups, Microsoft, and the Pain of Big Companies

07:30 – Web Services Before They Were Cool

09:50 – The Accidental Discovery of Amazon APIs (2002)

11:30 – The First AWS Developer Conference (Before AWS Existed)

13:30 – “I Have to Be Part of This”

15:00 – Joining Amazon at Its Lowest Point

17:00 – Inside Early AWS: Less Structure, More Vision

19:15 – Becoming the First AWS Evangelist

21:00 – Launching AWS Through a Blog (A Radical Idea in 2004)

24:00 – Writing for Developers, Not “Enterprise Speak”

27:30 – 20 Years, 3,300 Posts, and 150+ Service Launches

30:00 – AI Coding Assistants Are Just Another Tool

33:00 – Reading Code Is the New Writing Code

35:45 – re:Invent Takeaways: Community Over Everything

38:30 – How Cloud Skills Change Lives Globally

41:15 – The “One-Person Unicorn” Thesis

43:45 – From Infrastructure to Agentic Applications

46:15 – Disposable Apps, Durable Data

49:00 – The Developer of the Next Decade

51:30 – Jeff Barr’s Legacy

53:15 – Closing Thoughts

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