The Vertical Space

In this episode we sit down with Alex List, CEO and founder of FlyShirley, a startup building an AI copilot for the cockpit. Alex walks through what AI in aviation actually looks like today: the practical reality of a ground-based language model accessed via iPad helping pilots handle strategic, non-time-critical tasks like looking up service bulletins mid-flight, transcribing ATC clearances, finding alternates, and synthesizing information that would otherwise require a pilot to dig through a POH while managing weather and workload. He's candid about where the technology still falls short and articulates a clear architectural thesis: frontier intelligence lives on the ground, state management lives on the device, and a 56-kilobit connection is all you need in between.The conversation broadens into the harder questions facing anyone building in this space: how do you design for pilot augmentation without creating dependency? How do you handle liability for an advisory system that is occasionally wrong? And how do you build a defensible business in a market that is, honestly, pretty small? Alex is refreshingly honest about the GA market math and where the real opportunity lies. The hosts bring their own investor and operator lens to the discussion, flagging the classic failure modes of aviation startups.

In this episode we reconnect with Robert Rose, CEO of Reliable Robotics, fresh off his testimony before Congress on the state of advanced air mobility. Robert shares what most people misunderstand about FAA certification, i.e. that the regulator isn't there to coach you through it, they're just calling balls and strikes. We explore why Reliable has spent eight years building autonomous systems within existing regulations rather than waiting for new rules, how they've convinced the FAA that zero-visibility automated landing standards can scale from wide-body jets down to Cessna Caravans, and why the "cargo first" narrative that dominates autonomy discussions is largely a regulatory myth.We also dig into Reliable's new Pentagon contract to deploy autonomous cargo aircraft for contested logistics in the Indo-Pacific, what the military calls building "conveyor belts in the sky." Robert explains why military logistics actually demands commercial-grade safety in ways most people don't appreciate, how their solid-state radar technology became an unexpected multibillion-dollar opportunity for existing airlines, and what changed at the FAA after years of low morale and congressional scrutiny. It's a grounded, technically rigorous conversation about what it actually takes to certify autonomy, why operational risk assessments don't work for aircraft above a certain weight class, and how Reliable is grinding through hundreds of compliance submissions to prove that autonomy isn't some distant dream but it's ready now.

In this episode we sit down with Koen De Vos, Secretary General of GUTMA, to unpack why U-Space still feels more aspirational than operational, and what aviation can learn from industries that have at least partially managed to digitize at scale. Drawing on parallels with the automotive sector, Koen explores how green technologies, automation, and system-level thinking could, and should, reshape aviation if the institutional and political pieces ever align.We dive into why U-Space has not meaningfully materialized in Europe yet, the evolving role of regulators like EASA, and how European and US approaches to UTM diverge in both philosophy and execution. Koen also shares his perspective on air risk mitigation, whether U-Space is being used as a safety crutch, and perhaps most provocatively, who is actually willing to pay for UTM and why many business cases quietly fall apart. A clear-eyed conversation about political will, practical constraints, and what UTM might look like if we were brave enough to start from scratch.

In this episode, we sit down with Ben Ivers (Boeing’s Director of Emerging Technologies & Regulatory Strategy) to unpack a deceptively simple idea: airspace modernization isn’t optional anymore and the tech to enable “automated flight rules” (AFR) is largely ready today. Ben argues the hard part isn’t the technology, but introducing a new flight mode alongside VFR and IFR that can scale drones, eVTOLs, and future autonomous operations without turning the sky into sanitized corridors reserved for “new entrants.” He explains why Boeing is forced to think in decades and why action now matters if modernization isn’t to remain perpetually out of reach.We get practical on what AFR actually means: less “AI making decisions,” more machine-guided coordination built on trusted data exchange and automated conflict management. Ben connects AFR to UTM/U-space (“crawl, walk, run”), walks through “before vs after” scenarios across GA, airlines, drones, and urban air mobility, and pinpoints the real bottlenecks, i.e. reliable communications, latency, surveillance, micro-weather, and certified digital services. We close on where value may accrue in a digitized airspace: new third-party services, higher throughput, and an “additive” roadmap that grows the aviation ecosystem rather than excluding parts of it.

Autonomy may scale in agriculture long before it does in defense or UAM, and today’s guest makes a compelling case why. We speak with Edward Barraclough, founder and CEO of Drone-Hand, about applying autonomous drones and on-device AI to the realities of livestock operations across Australia, New Zealand, North America, and beyond.Edward explains why ranching is the perfect proving ground for autonomy: massive land areas, urgent labor shortages, permissive operating environments, and ROI that’s measured in days - not years. We explore how drones are already replacing helicopters on million-acre cattle stations, why biological data creates one of the deepest moats in autonomy, the role of trust and repeatability for producers, and how CASA’s regulatory evolution compares to FAA and EASA. It’s a rare look at autonomy where economics, biology, and geography collide.

In this episode, Delta Air Lines CEO Ed Bastian breaks down what truly differentiates a great airline: people and culture. Ed shares why “take care of your people first” isn’t a slogan (it’s Delta’s operating system!) and how that shows up in reliability, premium customer experience, and everyday leadership. We get a candid look at running a 100,000-person, 5,000-flights-a-day operation; the metrics he checks first (on-time arrivals and cash); and why accessibility and listening are his non-negotiables as a leader.We also dive into Delta’s broader vision: a connected, premium travel ecosystem that spans free fast Wi-Fi and new entertainment partnerships to deeper integrations with Uber, Wheels Up and, soon, eVTOL links with Joby. Ed frames AI as “augmented intelligence” that empowers frontline teams, outlines how Delta thinks about fortress balance sheets and long-cycle bets, and makes the case that air travel isn’t a commodity but an experience people will choose and pay for. Founders will appreciate his clear wishlist of problems to solve in ops efficiency, maintenance, and crew utilization, and his invitation to bring real solutions, not just ideas.

Adam Woodworth, CEO of Wing (Alphabet’s drone delivery company), joins us to talk about making delivery ubiquitous and why drones should be an equal player alongside other delivery methods. Adam argues we’ve already passed the “risk peak” for UAS integration: the industry now has the operational data to validate safety targets, and the safest path is to fly more because drone trips displace riskier car trips. He traces Wing’s journey from Google X to Part 135 air carrier, the shift from “drone company” to “delivery company,” and what’s changed in the last 18 months as regulatory processes became predictable enough to plan and scale.We go inside Wing’s growth flywheel in Dallas: ~20 locations, 100k+ deliveries last quarter, and days approaching 2,000 orders. Plus partnerships with DoorDash and Walmart, expansion to Charlotte and new metros, and lessons from Australia and the UK (including hospital logistics). Adam shares why noise complaints dropped after design and routing changes, how one pilot can now oversee dozens of aircraft, and what Part 108 should fix to keep progress moving. We close on the big claim: within a decade, drone delivery can handle the majority of last-mile demand.

Welcome to episode 101 of The Vertical Space. In this conversation, we sit down with Ryan Gury, Co-founder and CEO of Performance Drone Works (PDW). Ryan argues that “commercial is eating aerospace,” and shows why the center of gravity has shifted from exquisite programs to fast iteration, modular hardware, and drones treated as munitions. We dig into lessons from Ukraine, why precision from a foxhole beats posture from a ridge line and what “velocity + iteration” really means for design, manufacturing, and doctrine.We also unpack the RF war: proliferated jamming, fiber-tethered ops, directional links and why legacy radio assumptions break down at the edge. Ryan contrasts automation vs. true autonomy, swarming myths vs. realities, and the coming wave of sleeper robotics. He shares PDW’s playbook: veteran-led product development, the C100 mothership, and building to BOM and scale. Plus a frank take on how procurement and a DoD “marketplace” must evolve. 

In this 100th episode, we sit down with Chris Hewlett, former Navy Commander and Director of Project Ultra, for a candid conversation about the realities of UAS integration. Chris challenges the industry’s rush toward community-based traffic management and questions whether UTM, as commonly envisioned, can ever deliver safe and scalable integration. He argues instead that the Department of Defense, through rigorous test, evaluation, and rapid operational deployment, will set the standard for comprehensive UAS integration - a framework that will ultimately spill over into commercial use.We cover the lessons from Project Ultra on verification, validation, and operational test and evaluation (OT&E) of unmanned systems, FAA’s Part 108, and why shortcuts and theory aren’t enough for safe airspace integration.

In this episode, we welcome back Jia Xu, CEO of SkyGrid, to discuss the future of autonomy and shared airspace. SkyGrid is building a trusted airspace and operational integration platform to enable safe, secure, and efficient autonomous flight.Jia highlights where the main bottlenecks and complexities exist across autonomy, advanced air mobility, and shared airspace, and how the industry can move forward. We cover regulatory frameworks such as Part 108 and Part 146, the role of data services, and how SkyGrid is positioning its technology and products to help enable safer and more efficient aviation.