- 32 minutes 17 secondsS12 Bonus: The App-Aware Illusion: Why Infinite Compute Fails Without Underlying Infrastructure Accountability and the Case for "Boring" IT with Richard Luna, President & Founder of Protected Harbor
Richard Luna grew up in New York, never living more than 35 from where he grew up. He is a self proclaimed super nerd, and has been one since he was 13 - at which point, he started coding on an HP calculator. He's always been fascinated to know how things work, and how patterns repeat - which he has observed in the industry throughout the years. Outside of tech, he has 2 kids, one of which is in the business with him. He's an avid cyclist, traveling on average, 120 miles a week.
Richard has been a life long technologist, doing everything from desktops, to coding, to hosting. When he and his team saw the limits of what hosting can do, they dove into developer operations (DevOps), and found where they could add the most value - through SaaS infrastructure.
This is the creation story of Protected Harbor.
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Timestamps
0:01 Teaser on solving complex database report bottlenecks beyond standard SQL servers
0:47 Show intro and setting the stage for application-aware infrastructure
1:32 Host intro: How Richard Luna established application-aware infrastructure
1:49 Guest introduction: Richard Luna's background, coding at age 13, and cycling 120 miles a week
2:21 The career path from desktops, coding, and traditional web hosting to DevOps and SaaS infrastructure
2:41 Origin story: The creation of Protected Harbor
2:48 Defining application-aware infrastructure and why traditional hosting reaches a hard ceiling
4:10 Why "infinite compute" fails when underlying database architecture and queries are broken
6:05 Moving beyond basic server ping tests to deep application transaction monitoring
8:30 The case for "boring" IT: Prioritizing stability, predictability, and uptime over hype
11:15 Strategic trade-offs in hybrid cloud setup and managing hardware accountability
14:00 Aligning MSP incentives with client business outcomes and application performance
17:30 Common pitfalls in legacy system cloud migrations
21:00 The role of operational discipline in modern cybersecurity and IT governance
27:00 Where managed infrastructure services are heading and closing thoughts
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Privacy & Opt-Out: https://redcircle.com/privacy30 July 2026, 10:00 am - 21 minutes 18 secondsS12 E29: Fractional Talent: Traditional Freelance Marketplaces Fail Enterprise Workflows and the Shift Toward Managed Engineering Teams with Danny Gal, Co-Founder & CEO of Proteams
Danny Gal was born and raised in the UK, and now lives outside of London. He attended University in Nottingham... yep, the same one from Robin Hood. He LOVES challenges, and not just any challenges - the hard ones. He is done Iron Man competitions, ultra marathons, climbed Mount Kilimanjaro, and jumped out of a perfectly good plane, to name a few. He loves doing them once... and then never again. He's got 2 small kids, and believes in work hard, play hard.
Danny has worked in many roles in the past, across enterprises and the like. What he found most difficult was scaling himself. He got to talking with his now co-founder about building something around the idea of scaling oneself, and took it to some businesses to validate it. Once he saw them get excited about it, he figured they were onto something.
This is the creation story of Proteams.
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Timestamps
1:49 Guest introduction: Danny Gal's background, endurance challenges, and career journey
2:50 The core problem: Why traditional freelance marketplaces fail enterprise workflows
4:10 Origin story: Solving the bottleneck of "scaling oneself" in leadership
5:45 Validating the managed fractional team model with early enterprise clients
7:20 Self-serve bidding vs. managed delivery teams: Understanding the structural shift
9:30 Building a software-enabled harness for global engineering talent
12:15 How Chief Procurement Officers should structure external workforce strategies
15:00 Overcoming compliance, IP, and security hurdles in enterprise talent integration
18:10 Balancing speed, quality, and accountability in remote team management
20:30 Closing thoughts and where to connect with Danny Gal and Proteams
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Privacy & Opt-Out: https://redcircle.com/privacy28 July 2026, 10:00 am - 32 minutes 8 secondsS12 Bonus: The Perishable Supply Chain Crisis: Why Generic ERPs Fail Fresh Food Logistics and How AI Agents Are Transforming Error-Free Order Intake with Sid Dixit, Chief Technology Officer at iTradeNetwork
Sid Dixit is originally from central India, and came to the states for college. He is a technologist and builder at heart, serving in leadership roles across major companies. He has built and managed a fleet of satellites, built robots at Amazon, worked at Microsoft on surface tablets, and finally, at Google working on Android. Outside of tech in lives in the Bay Area with his wife and kids. He loves water sports, especially sailing. He spent 10 years in San Diego, and stumbled on the sport.
Sid's current company started in 1999, and was acquired in 2010. A few years ago, Sid joined the company, at a time when the company was wanting to rebuild its network from the ground up - starting with a powerful index.
This is Sid's creation story at iTradeNetwork.
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Timestamps
1:49 Guest introduction: Sid Dixit's career background across satellites, Amazon, and Google
2:42 Overview of iTradeNetwork and its reach across North America's perishable supply chain
4:04 The origin story of iTradeNetwork and why generic ERPs fail fresh food logistics
5:45 Upgrading legacy software from Systems of Record to Systems of Intelligence
6:37 The role of specialized AI agents: Forecasting, pricing, RFQs, and negotiations
7:23 Solving outdated market data: Building a real-time produce commodity index
8:55 Strategic MVP trade-offs: Narrowing focus to key commodities like strawberries and apples
10:19 Using AI to harmonize unstructured vendor product descriptions
15:00 Streamlining complex order intake workflows across buyers and sellers
22:00 Quantifying the macroeconomic impact of supply chain speed on global food waste
28:00 Future vision for AI agents in global supply chain management
31:30 Closing thoughts and where to learn more about iTradeNetwork
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Privacy & Opt-Out: https://redcircle.com/privacy23 July 2026, 10:00 am - 24 minutes 6 secondsS12 E28: The AI Throughput Illusion: Why Splurging on Expensive Models Fails to Ship Code and How to Measure Real Engineering Output with Emilie Schario, Co-Founder & Head of Product & Engineering at Kilo Code
Emilie Schario grew up in New Jersey, outside of Newark, and attended college in the state. Currently, she lives in Columbus, Georgia, outside of Atlanta. She mentions she got into technology so she could easily follow her husband's career geographically, and has much success in the industry. Outside of tech, she is married with 3 boys (all 5 and under)... so there is a lot of wrestling in her household. She admits she is often quoted staying she does three things in her life - work, parenting, and if she is lucky, attends CrossFit 3 times a week. In fact, she finds a great sense of community in that world, and brings her kids with her to cheer her on.
A year and a half ago, Emilie's current venture was started, to build the open source orchestrator (or "harness") for AI coding agents. Through some shuffle in the early team, Emilie joined and started in building the fastest AI coding app on the market.
This is the creation story of Kilo.
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Timestamps
1:49 Guest introduction: Emilie Schario's background and career journey
2:51 Overview of Kilo Code as an open source agentic engineering harness
3:14 Differentiating through model freedom and supporting 500 plus AI models
3:58 Kilo Code founding story with Sid Sijbrandij and team history
4:42 Defining the evolving MVP for AI coding tools in a fast-moving market
5:25 The rapid shift from manual prompt engineering to autonomous loops
6:19 Trade-offs and resource allocation: Deprecating the Kilo App Builder
9:09 Modern AI product management: Why multi-year roadmaps no longer work
10:19 Shifting PM responsibilities from tracking engineers to setting context
13:00 The AI throughput illusion: Why expensive models don't equal shipped code
17:00 Measuring true engineering output and productivity in the AI era
21:00 Building resilient engineering cultures around AI coding platforms
23:30 Closing thoughts and where to learn more about Kilo Code
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Privacy & Opt-Out: https://redcircle.com/privacy21 July 2026, 10:00 am - 29 minutes 51 secondsS12 Bonus: The Dashboard Mirage: Why Aggregate Metrics Hide Revenue Leaks and the Rise of Autonomous, Agentic Analytics with Bhaskar Sunkara, Founder & CEO of Bicycle AI
Bhaskar Sunkara grew up in Delhi, India, and moved to the states when he started working. He has lived in San Fransisco for several decades now, and has spent a lot of his professional life building systems (infrastructure, observability and now, analytics). His prior startup, AppDynamics, was eventually acquired by Cisco. In general, he stays curious about how things work, and likes to deconstruct systems to figure out how they work. Outside of tech, he is a big sports fan, enjoying football, baseball, cricket and basketball. In fact, he grew up watching Michael Jordan and the bulls.
Bhaskar noticed that business teams were drowning in dashboards, and as such, were not sure how to take the next steps in the business. He and his team realized that what people needed was not a retroactive view, but a proactive one - something more akin to a 24x7 analyst.
This is the creation story of Bicycle AI.
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Timestamps
0:00 Intro and episode teaser on the limits of manual KPI monitoring
1:49 Guest introduction: Bhaskar Sunkara's background and AppDynamics experience
2:50 The core problem: Why revenue teams are drowning in dashboards
3:53 Origin story: Shifting from reactive dashboards to proactive AI analysts
4:36 Identifying target transactional verticals in retail, travel, and payments
6:02 Building the MVP: The 1-year journey and defining core capabilities
7:06 The three MVP pillars: Data connection, KPI definition, and dimensional search
8:33 Strategic trade-offs: Choosing vertical focus over generic horizontal BI
10:00 Harnessing LLMs and agentic AI for root-cause context
15:00 Establishing single-source-of-truth KPI definitions across departments
20:00 How AI agents integrate into existing enterprise data stacks
25:00 The future of autonomous analytics and proactive decision-making
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Privacy & Opt-Out: https://redcircle.com/privacy16 July 2026, 10:00 am - 26 minutes 58 secondsThe AI Control Loop: The Enterprise AI Accountability Moment – with Shayne Higdon of Wallarm
Today, we are dropping our final episode in our series The AI Control Loop, How enterprises govern the AI they've already deployed - sponsored by our friends at Wallarm.
Wallarm is the AI Control Platform for Enterprise AI, protecting every AI workload, API, and application in production, giving CISOs the governance they need and CIOs the speed they demand. Organizations choose Wallarm for a complete inventory of APIs, AI agents, and AI apps, patented AI/ML-based threat detection and blocking that operates at production traffic speeds.
In our final episode, we are joined by Shayne Higdon, Wallarm CEO, who closes the series by examining what the accountability moment demands from enterprise leaders, what a mature AI governance model needs to prove rather than promise, and what the next 12 to 24 months look like for organizations that get this right.
Questions
- Why is now the accountability moment for enterprise AI?
- What has changed between the early days of AI experimentation and today's enterprise AI deployments that makes accountability such a pressing issue?
- When we talk about AI accountability, what does that actually mean in practical terms? Are we talking about visibility, auditability, enforcement, ownership—or all of the above?
- As organizations race to deploy AI, how should CIOs balance the speed of transformation with the responsibility to govern it effectively?
- Why are traditional governance and security models struggling to keep pace with the way AI is being adopted across the enterprise?
- Given those challenges, how should boards and executive teams evaluate whether their organizations are truly ready to scale AI safely and responsibly?
- And once an organization believes it's ready, what does a mature AI governance model actually need to prove - not just promise?
- From an operational standpoint, how do capabilities like discovery, runtime monitoring, and enforcement come together to create a closed-loop approach to AI accountability?
- Stepping back and looking across this entire conversation, what's the one mindset shift every enterprise leader needs to make when it comes to AI security and accountability?
- And finally, as listeners think about what's ahead, what should they expect the future of AI security and accountability to look like over the next 6, 12, or even 24 months?
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Full Abstract
Abstract: Join Shayne Higdon, Wallarm CEO, for this episode, which closes the series by examining what the accountability moment demands from enterprise leaders, what a mature AI governance model needs to prove rather than promise, and what the next 12 to 24 months look like for organizations that get this right.
AI deployment is not waiting for governance to catch up. Across most enterprises, the gap between how fast AI is being adopted and how well it is being governed is widening every quarter. CIOs and CISOs are not debating whether to govern AI. They are trying to figure out how, under real organizational pressure, with tools and frameworks that were built for a different threat model.
That pressure is coming from every direction at once. Boards want AI transformation to move fast. Regulators want documented evidence that it is under control. Security teams want runtime visibility and enforcement capabilities that most of their current tools do not provide. And the AI systems themselves are not waiting: they are accessing data, calling external services, and making decisions continuously, in ways that after-the-fact governance cannot meaningfully constrain.
This is the accountability moment. Not because the risk is new, but because the consequences of undermanaged AI are now concrete enough to land on a board agenda, an audit report, and a regulatory deadline at the same time. What accountability actually requires in practice is the full AI control loop: knowing what AI is running across the enterprise, seeing what it is doing at runtime, enforcing policy before damage compounds, and generating continuous evidence that the governance is real and not retroactive. Organizations that can demonstrate all four are in a fundamentally different position than those still assembling audit evidence from spreadsheets the week before a review.
Timestamps
1:49 Guest introduction: Shayne Higdon's executive background and role as Wallarm CEO
2:45 From experimentation to production: What triggered the enterprise AI accountability shift
4:10 Why traditional CISO governance models fail to keep pace with autonomous AI agents
6:05 Explaining the AI Control Loop: Discovery, visibility, enforcement, and evidence
8:30 Moving from policy promises to continuous, runtime-proven governance
11:15 Balancing innovation speed for CIOs with security mandates for CISOs
14:00 Tackling Shadow AI and establishing a complete inventory of AI apps and APIs
17:30 Runtime threat detection: Blocking prompt injection and data leaks at production speeds
21:00 Board-level expectations and preparing for evolving AI regulatory frameworks
24:15 What AI governance and security will look like over the next 12 to 24 months
27:00 Closing thoughts and how to learn more about Wallarm
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Privacy & Opt-Out: https://redcircle.com/privacy15 July 2026, 10:00 am - 37 minutes 56 secondsS12 E27: The Real-Time Scaling Tax: Why High-Volume WebSockets Kill Monolithic Performance and How AnyCable Decoupled the Real-Time Layer with Irina Nazarova, CEO of Evil Martians
Irina Nazarova grew up in Russia, and has lived in Portugal, Turkey, and now, San Francisco. She got a computer science degree, but felt like an imposter in the dev world. She went on to get an economics degree, and went to work for JP Morgan. Feeling little reward from her work, she read the lean startup and jumped out to build her own, and eventually joined Evil Martians. Outside of tech, she is a person who loves hiking, traveling, and old school film and photography. She enjoys working with old film, where there is high touch, and you have a limited number of takes.
Irina is the CEO of Evil Martians, a well known design and engineering consultancy. During the time of the company, she and the team noticed that websocket solutions don't guarantee delivery. They decided to build a new solution, one that does guarantee delivery, through automatic recovery of messages during connection issues.
This is the creation story of AnyCable by Evil Martians.
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Privacy & Opt-Out: https://redcircle.com/privacy14 July 2026, 10:00 am - 22 minutes 8 secondsS12 Bonus: The Global Talent Mirage: Why Rigid Immigration Frameworks Fail Elite Tech Teams and the Rise of the Global Mobility OS with Ramiro Roballos, Co-Founder & CEO of Tukki
Ramiro Roballos grew up in Buenos Aires, and 6 or 7 years ago, moved to Miami and now lives in Buffalo, NY. His path to entrepreneurship has been different, as he started out as a musician, and then an orchestra conductor for several years. He eventually got into building how companies, starting his own music school and his own orchestra. Eventually, he got his MBA, worked for McKinsey and some startups before doing his own. Outside of tech, he is married to a cellist, and keeps playing music for fun. He also enjoys Formula 1, and watches every change he gets.
Ramiro went through the immigration process in the US, and was very disappointed in the quality of the service, given the importance of this process in determining a pillar life outcome. He felt there should be a better way, one that has excellent service and quality, and centralizes the expansive process into one platform.
This is the creation story of Tukki.
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Privacy & Opt-Out: https://redcircle.com/privacy9 July 2026, 10:00 am - 20 minutes 16 secondsThe AI Control Loop: What's Missing in AI Security Today - with Craig Thomas of Wallarm
Today, we are dropping another episode in our series The AI Control Loop, How enterprises govern the AI they've already deployed - sponsored by our friends at Wallarm.
Wallarm is the AI Control Platform for Enterprise AI, protecting every AI workload, API, and application in production, giving CISOs the governance they need and CIOs the speed they demand. Organizations choose Wallarm for a complete inventory of APIs, AI agents, and AI apps, patented AI/ML-based threat detection and blocking that operates at production traffic speeds.
In today's episode, Craig Thomas, Sr. Solutions Engineer at Wallarm, returns to the show to dive into why runtime behavior is the critical blind spot, and what CISOs should demand if they want to move from policy to control.
Questions
- Security teams are used to detecting incidents and responding after the fact. Why is that model becoming insufficient for AI-driven systems?
- Building on that, when we talk about response today, enforcement often means actions like restarting pods, rotating credentials, or shutting down services. Why can those measures come too late in an AI environment?
- So if traditional response isn't enough, why does AI behavior require controls that operate much closer to runtime?
- And when people hear "runtime enforcement," they may think of existing security controls. What changes when enforcement happens at the kernel level rather than only at the network, identity, or application layer?
- Can you make that tangible for us? What does it actually mean to revoke or contain a compromised AI session without disrupting the broader deployment?
- How does that kind of real-time containment change the risk equation for AI agents that have access to sensitive data, external services, or production workflows?
- With that in mind, what are some examples of AI behaviors that organizations should be able to stop immediately?
- Of course, security teams also don't want to become a bottleneck. How do organizations balance strong enforcement with the need to keep AI development and deployment moving quickly?
- And once organizations have the ability to discover, observe, and enforce AI behavior in real time, how does that change accountability at the enterprise level? What does good governance look like from there?
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Full Abstract
This episode examines what is actually missing in AI security today. Craig Thomas, Sr. Solutions Engineer at Wallarm, dives into why runtime behavior is the critical blind spot, and what CISOs should demand if they want to move from policy to control.
CIOs and CISOs have moved past debating whether AI security matters. The question now is what to actually do about it, and most organizations are finding that their existing tools answer a different question than the one AI is asking.
Traditional security tools were built around access: who can reach a system, what credentials they present, what traffic looks like at the perimeter. AI shifts the problem to execution: what a system does once it has access, whether that behavior matches what the business intended, and how you know when it doesn't. Most current tooling has no answer for that. It can tell you what is deployed and what is configured. It cannot tell you what your AI is actually doing at runtime, on whose behalf, or whether any of it violates the policies you thought were in place.
That gap is where most AI security programs stall. There is no shortage of governance frameworks, compliance checklists, and vendor claims. What is missing is operational control: the ability to see AI behavior as it happens, enforce policy at runtime, and produce evidence that holds up when an auditor or a board asks for it. The four capabilities that define a closed AI control loop, discover, observe, enforce, govern, are well understood as a category. Getting all four working together in production is where the real work begins.
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Privacy & Opt-Out: https://redcircle.com/privacy8 July 2026, 10:00 am - 26 minutes 39 secondsS12 E26: Your Automated CRM Texts are Ending up in the Spam Folder (And How to Fix It) with John Wright, Co-Founder & CEO of TrueDialog
John Wright grew up in Arkansas, when his family moved from Wisconsin for his Dad's job. He was influenced heavy by his father, who became an entrepreneur with several successful exits. As a kid, he got to see the ups and downs, and how you ride the roller coaster of being a business owner. Outside of tech, he is an active sailor and certified instructor in yacht racing.
Growing up with a family of wood workers, he also likes to build things and make stuff with his hands. Finally, he lives in sobriety and recovery from past addiction, and is active in this community of people.
In the past, John and his team built a platform around email, which they sold in 2001 to a company that is now apart of Google. Post that, he started to noticed the proliferation of SMS in the messaging world, in similar patterns as to what email did - and they decided to build a platform to serve the enterprise in this capacity.
This is the creation story of TrueDialog.
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Privacy & Opt-Out: https://redcircle.com/privacy7 July 2026, 10:00 am - 24 minutes 39 secondsS12 Bonus: The App Is Dead, Long Live the Outcome: Why Autonomous AI Agents Are Rewriting Data Infrastructure and Transforming PostgreSQL Into a Dynamic Scratch Pad with Ajay Kulkarni, Founder & CEO of Tiger Data
Ajay Kulkarni grew up in tech, as his father was a tech entrepreneur selling PC's in the early 80's. He went to college in MIT, and eventually founded a startup that was acquired by GroupMe (while it was being acquired by Skype... while they were being acquired by Microsoft). He's always been attracted to building things, so startups are right up his alley. Outside of tech, he is married with 2 young kids. He is a big exercise guy... he loves to run, swim and track his steps. Additionally, he loves music - to listen, and to play guitar, piano and drums.
Ajay and his co-founder met 30 years ago at MIT. They reconnected after years of doing their own thing, starting to dig into the iOT world. In doing this, they built a database because they the best solution to store this data... and in doing so, they unlocked their next venture out of this necessity.
This is the creation story of Tiger Data.
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Timestamps
00:00 Accidental Database MVP
00:41 Podcast Intro Setup
01:34 Ajay Background
02:50 Meeting Co Founder
04:11 Why Tiger Data
05:36 MVP Building TimescaleDB
07:06 Postgres Not NoSQL
08:50 Roadmap And Agents
10:40 Hiring The Right Team
11:59 Scaling As CEO
13:23 Resilience And Pride
14:36 Mistakes And Lessons
17:33 Future Physical World
19:18 Stoicism And Influence
21:01 Advice Play Love Triumph
23:54 Closing And Credits
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Privacy & Opt-Out: https://redcircle.com/privacy2 July 2026, 10:00 am - More Episodes? Get the App