The Diligent Observer Podcast

Today's episode explores three ideas that caught my attention: Perception is Reality - The discussion of nuclear waste politics surfaced how fear-based narratives can derail rational energy policy for decades.Nuclear = Massive Economic Development Opportunity - Reed drew a number of parallels between recent efforts to onshore the semiconductor industry – highlighting how massive industry investments create economic flourishing.Uri's Hidden Lesson - The revelation about cancelled expansions at Texas’ operating reactors Uri highlighted how different Texas's energy landscape might have been if some of these investments were made decades ago.I explore these ideas and more with Reed Clay, President of the Texas Nuclear Alliance. His decade at the highest levels of government—including managing Texas's Office of State-Federal Relations and playing a key role in the state's Hurricane Harvey response—gave him deep expertise in navigating complex regulatory frameworks while driving practical results.Before focusing on nuclear policy, Reed's work included defending federal programs at the U.S. Department of Justice and implementing major policy initiatives across Texas's executive agencies. Now, through initiatives like the groundbreaking Texas Nuclear Summit and his advocacy for strategic infrastructure investment, he's helping shape Texas's vision of becoming America's nuclear innovation hub while working to rebuild the nation's nuclear manufacturing capabilities.During our conversation, Reed shares:Critical insights on regulatory reform that explain why the NRC's "precautionary mandate on top of a precautionary bureaucracy" needs restructuring.An analysis of nuclear's unique economic development opportunity compared to traditional energy investments in Texas.A highlight of four key investment categories of interest spanning utilities, SMR developers, fuel cycle innovation, and manufacturing infrastructure.⚛️ The Nuclear Energy Investing Playbook This episode is part of a special 5-part season on nuclear energy investing. Want to go deeper? Pre-order The Nuclear Energy Investing Playbook: An Angel's Guide.Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: AI is Transforming Nuclear Too - The possibility of applying AI tools to parse 4,500-page regulatory documents represents a breakthrough in addressing one of nuclear's biggest bottlenecks - regulatory compliance. Falling Demand Drove Nuclear's Decline in the Late 1970s, Not 3 Mile Island - Rod's point about nuclear orders stopping in 1974—five years before Three Mile Island—due to falling electricity demand growth challenges the standard narrative. Reduced energy consumption, not safety concerns, actually killed the first nuclear boom.Don't Call It a Comeback - When Rod pointed out that historians can't agree within 50 years when the actual Renaissance began, it reframed today's "nuclear renaissance" conversation. Perhaps 2005-2008 was not the “false start” that many consider it to be, but rather the early stages of a much longer transition. I explore these ideas and more with Rod Adams, Managing Partner at Nucleation Capital. Rod brings over three decades of nuclear industry experience spanning military operations, entrepreneurship, and investment. As a former submarine engineer who lived alongside an operational reactor and founder of Adams Atomic Engines in 1993—one of the first small modular reactor companies—he combines deep technical expertise with commercial insight. Today at Nucleation Capital, he's helping shape the next generation of nuclear technology companies while also publishing Atomic Insights and hosting the Atomic Show podcast, platforms he's used for nearly 30 years to explore nuclear technology, policy, and market dynamics.During our conversation, Rod shares:Why the oil and gas talent migration to nuclear matters, including specific examples of how drilling expertise is revolutionizing the possibilities for waste storageWhy Texas and many other states aim to become a global nuclear leader, and what this means for the future of energy infrastructure developmentA practical framework for evaluating nuclear technology investments, including key metrics for assessing both technical and market risk⚛️ The Nuclear Energy Investing PlaybookThis episode is part of a special 5-part season on nuclear energy investing. Want to go deeper? Pre-order The Nuclear Energy Investing Playbook:Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: The “conjoined twin” - Water touches every form of energy generation. Doug’s laser focus on this point made me consider what other interdependencies we often overlook.Market signals can mislead on timing - It’s often said “It’ll take longer and cost more than you think.” Based on Doug’s comments, this saying applies even more in industrial applications - these things can take a long time to percolate, even when the market is responding positively. The future bill always comes due - Doug’s perspective on how we underpay for water today by borrowing from future resources was a new one for me. I understand the “I want it now” mindset applying in consumer scenarios, but Doug’s experience suggests it applies just as much in the industrial setting. I explore these ideas and more with Doug Lee, Co-founder of Flathead Forge. He is a rare combination of successful founder, veteran operator, and ecosystem builder in the industrial water sector. After leading multiple water technology companies to successful exits, including what is now Enerflex Water Solutions, Doug co-founded Flathead Forge to reinvent how hard tech companies scale. His journey from developing patented water treatment technologies to integrating acquisitions at Suez/Veolia has shaped his conviction that sustainable innovation requires more than just capital - it needs an integrated ecosystem of technical expertise, market access, and execution support. Today, he's applying these lessons as a venture builder, helping a new generation of founders navigate the unique challenges of commercializing industrial water solutions.During our conversation, Doug shares:A framework for evaluating water technology investments that emphasizes the "why" and "who" before diving into technical or market specifics.Why water technology requires different investment horizons than traditional venture capital, including specific examples of adoption timeline challenges.A venture builder model designed specifically for hard tech that addresses key failure points in traditional investment approaches.Connect with DougLinkedIn | WebsiteKnow someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: The “angel investor party trick” - Paul highlighted how the rush to become an angel investor mirrors the increase in the appeal of the “celebrity entrepreneur” we’ve seen over the last couple of decades. He believes that to flourish, the investor community must consolidate (read: more of us become an LP in a fund vs doing our own thing) and the “average” angel must level up their value-add. His direct and aggressive stance on this aligns with commonly discussed themes here at the Diligent Observer, and correlates perfectly with comments from Mitra Miller (VP of the Houston Angel Network) on the topic of “smart” vs “dumb” money in Episode 19. The “do they have an audience” screen - Paul explains why many investors fundamentally require founders to be storytellers with an audience - essentially treating this as a screening tool. Niche Angel >>> Generalist Angel - Paul offers a scathing critique of unfocused, “shoot from the hip” angel investing, which he posits actually harms the ecosystem. The benefits of niching down are twofold: 1) You become the “go to” angel in that niche which increases the quality of your insights (read: increased value-add) and deal flow, and 2) That niche ecosystem actually improves as a direct result of your energy, which creates a virtuous cycle. I explore these ideas and more with Paul O'Brien, Founder of MediaTech Ventures. He blends economic rigor with deep media innovation expertise to help cities build sustainable startup ecosystems. Through MediaTech Ventures and his publication The Startup Economist, Paul explores how specialized investors can better deploy capital by truly understanding their sectors. His unique perspective comes from witnessing how misaligned incentives kill innovation - from overreliance on government grants to disconnects between capital and expertise. During our conversation, Paul shares:Why most current angel investors should become LPs, illustrated through clear examples of how specialized knowledge drives better outcomes.An analysis of why Europe lags behind the US in innovation, centered on the unintended consequences of government funding.A practical approach to ecosystem building that emphasizes sector-specific focus over generic "startup community" development.Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: Long ball is the name of the game - Can this company survive long enough to close a deal? Maybe they’ve closed some VC funding, but the risk-seeking VC buyer is VERY different from the risk-averse enterprise buyer. Proof in one does not serve as proof in another. How is this company going to get great sellers to come sell for them? - This is not a guarantee. Can this founder convince the best salespeople that their thing is worth selling? The founder’s vision and mission is important, but it can’t be something to “over rotate” on, as it won’t get the sellers paid. “Tell me the story of this logo.” - Details are gold. Generalities? Red flag. Sellers taking quick wins and shortcuts will not land enduring partnerships. Sellers taking the long, thoughtful, strategic route? Maybe they’ve got a shot. I explore these ideas and more with Rob Balena, Strategic Accounts at TeamSense. He brings extensive expertise in enterprise software sales, having successfully guided multiple venture-backed startups in selling to Fortune 500 companies. Currently leading sales at TeamSense, he combines deep experience in technical enterprise sales with a unique perspective on manufacturing technology adoption. His journey from founding a sales coaching practice to driving enterprise deals gives him valuable perspective into both the strategic and tactical elements of complex B2B sales.During our conversation, Rob shares:A framework for evaluating startup-to-enterprise fit that challenges founders to think beyond their VC pitch and focus on risk mitigation for corporate buyers.Practical strategies for building credibility as a small company selling to large enterprises, including specific examples of leveraging customer success stories.Critical considerations for sales leadership roles at startups, including the balance between process creation and customer engagement.Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: The Double-edged Sword of Government Grants - Fascinating perspective on how SBIR grants can either validate or misdirect founders. The pattern of companies becoming "SBIR shops" highlights a key risk when coinvesting with the US Government.The Silent Technical Founder - Counter to my expectation, Drew argues that technical founders who can't communicate well may signal team-building challenges rather than an alpha-generating opportunity.The Advantages of a Rural Ecosystem - The "frontier mentality" displayed by the New Mexico Angels illustrates that resource constraints can seriously strengthen community bonds. I explore these ideas and more with Drew Tulchin, President of New Mexico Angels and former CFO of Meow Wolf. He brings unique insight as a bridge-builder between impact investing and high-growth startups, demonstrated through his role in scaling Meow Wolf from 50 to 400 employees as CFO. Now as the leader of New Mexico Angels and General Partner at the New Mexico Vintage Fund, he's pioneering approaches to angel investing that blend government partnership, regional development, and frontier innovation. His experience spans Native American nations, 40+ countries, and transformative work with organizations like the Grameen Foundation, giving him a distinctive lens on building sustainable startup ecosystems in resource-constrained environments.During our conversation, Drew shares:Practical guidance for angels working with government-funded startups including key red flags and validation signals.A nuanced perspective on supporting university innovators that challenges the standard commercialization playbook.Real examples of successful technical founders like Adam Stepanovich who demonstrated leadership through action rather than charisma.Connect with DrewLinkedIn | Facebook | WebsiteStuff We ReferenceAdam Stepanovich: https://www.linkedin.com/in/asteps/Angel Capital Association: https://angelcapitalassociation.org/ Solstar Space: https://solstarspace.com/Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: The paradox of regulatory rigor - Many investors simply screen out opportunities in highly regulated spaces like medical, deep tech, and defense. “I only look at post-revenue software deals",” for example. But Pete's insight that difficult regulatory requirements actually create competitive advantages suggests this approach completely misses a huge opportunity to back highly defensible businesses. Yes, heavy regulation increases risk, but it also increases possible return. Faculty are rarely suited to be entrepreneurs - Pete’s observation that tenured faculty rarely make ideal startup CEOs highlights a critical gap in university innovation ecosystem: business leadership. If I was an energetic entrepreneur looking for a new project, I’d hang out around a university ecosystem and dig for a project worth scaling. The “evolutionary” versus “revolutionary” investment - Pete’s distinction between the “evolutionary” and “revolutionary” opportunity stood out to me. He highlights that angel investors can still profit nicely from evolutionary investments, unlike most VCs who depend on revolutionary, portfolio-returning deals. I explore these ideas and more with Pete ONeill, Chief Innovation Officer for Texas A&M Innovation. He oversees intellectual property management across 11 universities and 8 state agencies, building on his experience as Executive Director of Cleveland Clinic Innovations and leadership of multiple successful healthcare startups. His unique journey from investment casting for jet engines to launching medical device companies gives him a distinctive perspective on transforming technical innovations into real-world opportunities.During our conversation, Pete shares:A framework for spotting regulatory readiness that evaluates how knowledgeable founders are and how they view regulatory relationships. Why market understanding must precede technical validation - demonstrated through his experience evaluating healthcare innovations at Cleveland Clinic.A practical approach to university technology transfer that emphasizes matching external expertise with internal intellectual property.Connect with PeteLinkedInStuff We Reference Plug and PlayKnow someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: The persistence of paper checks reveals deeper truths about business incentives - It totally blew my mind that half of B2B payments are issued by check. Blair’s comments immediately brought to mind the classic Charlie Munger quote: “Show me the incentive and I’ll show you the outcome.”Regulatory shifts can derail even the best execution - Blair's story of how unexpectedly being forced into “regulated entity” status highlights how unexpected external forces can completely shove a company “off into a ditch,” regardless of how strong product-market fit might be.Risk-taking has different dimensions - I LOVED Blair’s interview questions about "what’s the biggest professional risk you’ve taken?” and “What’s the biggest disaster you’ve been a part of?” These are 100% going into my investing (and interviewing) toolbox. I explore these ideas and more with Blair Jeffery, President & COO at ConnexPay. He brings 25 years of payments industry expertise as President & COO of ConnexPay, where he's pioneering virtual payment solutions for travel and B2B companies. His journey includes leading Noventis through its WEX acquisition and serving as CEO at Vertical, where he transformed construction payment processes. With executive roles at industry leaders like First Data and successful exits through Paymetric (WorldPay) and Textura (Oracle), Blair combines deep operational knowledge with financial acumen from his CFA background. Beyond his operational impact, he actively shapes the next generation of fintech entrepreneurs through his board role with the Aggie Angel Network, bringing both capital and industry wisdom to early-stage startups.During our conversation, Blair shares:Why the seemingly simple goal of digitizing B2B payments remains elusive, including a discussion about float economics, relationship dynamics, and reconciliation challenges.A practical methodology for evaluating African fintech opportunities that focuses on team differentiation and product evolution potential beyond initial use cases.Insights into geographic expansion challenges demonstrated through ConnexPay's European market entry and the necessary pivots in operational approach.Connect with BlairLinkedInStuff We ReferenceBitcoinJerry SeinfeldKnow someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: * It’s like 6yr too late for horizontal AI - Dan's commentary about how startups trying to “develop a new LLM” are wasting their time competing with billion-dollar foundational models reinforced how many founders are setting themselves up for failure by not laser focusing on vertical applications. Don’t be everything. Be one thing. * Global events as AI catalysts - PSA: The world is bigger than just the USA. Dan’s perspective on major world events (such as World Cup 2026) as unique opportunities for AI technology reframed how I think about major events’ potential for driving innovation. * The evolution of AI reasoning - Dan's breakdown of the next frontiers in AI tech highlighted how, despite the ridiculous stuff we can now do with AI, we're still just scratching the surface. His timeline for AGI development feels both exciting and sobering. And ASI… all at once wonderful and terrifying to think about. I explore these ideas and more with Dan Sinawat, Founder at AI CONNEX.Dan Sinawat brings a truly global perspective to AI innovation, shaped by his experiences across New York, Thailand, Japan, Singapore, and Texas. As the founder of AI CONNEX, he's addressing a critical gap in the market: the business application of AI technology. His unique vision of making Texas the AI capital of the world by 2026 is backed by strategic partnerships with respected venture firms and a deep understanding of both technical and business aspects of AI implementation. Dan's work has earned recognition from Dallas Innovates and the Dallas Regional Chamber as one of the most innovative AI leaders in DFW.During our conversation, Dan shares:* A framework for evaluating AI startups beyond the tech that emphasizes vertical focus, domain expertise, and scalability potential.* A clear timeline for AI evolution spanning from current applications through agentic AI (2025), machine reasoning, and eventual AGI (2026-2027).* A strategic approach to global expansion leveraging government programs and international partnerships for AI startups.What We Cover:* 00:00 Introduction * 01:57 Dan's Global Journey and AI Connex * 03:02 Bridging the AI Business Gap * Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Today's episode explores three ideas that caught my attention: * Immigrant founders outperform statistically - Patrick's research shows a strong correlation between immigrant status and startup success. Makes me wonder how much untapped potential exists in commonly overlooked founder demographics.* The empathy imperative - Treating every "no" with respect is SO important because you never know where founders will be in a few years. * Sometimes revolution starts with regulation - A single 1968 ruling unleashed institutional capital into VC, which Patrick mentioned has enabled roughly 75% of public company value today. Got me wondering what current rules limit tomorrow's breakthroughs.I explore these ideas and more with Patrick Sweeney, Principal at Elevate Ventures.Patrick Sweeney brings a unique blend of quantitative rigor and founder empathy to venture investing, informed by his time as a Harvard Business School researcher studying the economic impact of venture capital. Now as Principal at Elevate Ventures, he leads investments for Indiana's $225M evergreen fund while championing the transformative power of innovation. His journey from energy trading to academic research to venture capital gives him a distinctive perspective on how capital allocation can drive both financial returns and societal progress.During our conversation, Patrick shares:* A practical approach to balancing quantitative and qualitative factors in early-stage due diligence, particularly around customer value propositions.* Insights on the microchip industry's strategic importance and why maintaining manufacturing capabilities is critical for economic stability.* A framework for thinking about product-market fit through three key indicators: positive unit economics, demonstrated demand, and scalability potential.What We Cover:* 00:00 Introduction * 01:02 Meet Patrick Sweeney * 04:02 Patrick's Venture Capital Journey * 06:16 Ellen Pao vs. Kleiner Perkins Case * 08:55 Diversity in Venture Capital * 10:45 The Art and Science of InvKnow someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.