Runpoint: AI Business Transformation Podcast

Runpoint Partners
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Hosted by Runpoint Partners’ founders Sam Gaddis (tech entrepreneur & AI builder) and Matthew Hall (PE operator & growth strategist), Runpoint Podcast strips the hype from artificial intelligence and shows you how to turn it into concrete business results—fast.

  1. May 20

    Runpoint 12: Agents Are Moving Into the Enterprise: Google, SAP, Salesforce, and the Future of Work

    AI agents are no longer just standalone demos. They are moving directly into the systems where work already happens: Google Workspace, SAP, Salesforce, email, calendars, files, CRMs, and enterprise systems of record. In this episode of the Runpoint Podcast, Sam Gaddis, Matthew, Ryan Mish, and guest Harrison Wells of Dodo Digital discuss the shift from flashy AI tools to operational AI workflows. They cover Google Spark and Omni, the SAP + Anthropic partnership, Salesforce’s reported engineering productivity gains, Pi agents, Codex 5.5, Claude, and why many companies are increasing AI budgets faster than they are building true AI readiness. The big question: will enterprises actually transform around AI, or will they just bolt chatbots onto old systems and call it innovation? Timestamps00:00 — Intro: agents are moving into real work surfaces02:18 — Pi agents, Codex 5.5, and custom AI workflows06:00 — Google Spark, Omni, and the Workspace distribution advantage12:26 — Could Google own the enterprise AI surface?15:19 — Agents making purchases and real-world decisions21:03 — SAP + Anthropic: Claude inside systems of record23:25 — Why chatbot-style enterprise AI often fails25:30 — Daily AI reports, heartbeat workflows, and what actually works31:44 — Salesforce’s AI engineering productivity claims37:21 — AI budgets are rising, but readiness is lagging39:48 — How companies should build real AI adoption42:31 — Why engineering is ahead of the rest of the enterprise43:21 — Closing

    39 min

  2. May 12

    Runpoint: E11 - Anthropic Event, Designing with LLMs, the Proliferation of AI Consultants

    Runpoint Podcast E11: Code with Claude, the SaaSpocalypse, and AI Consulting Goes MainstreamBack after a couple months off, with a bigger crew this time. Sam and Matthew are joined by Ryan Mish, one of Runpoint's operator engineers, and Thanh Pham of Signal Advisory.Matthew just got back from Anthropic's Code with Claude conference and gives a side-by-side of the vibe at Anthropic vs. OpenAI (he hit both in the same week). From there we get into the stuff that's actually on our minds: The flood of new "AI consulting firms" charging $20K to install Claude Code and call it a deployment, and what separates real work from theaterWhether the SaaSpocalypse is real, when it makes sense to rip out HubSpot, and where SaaS still wins (network effects, niche infrastructure, the school district that no VC will ever touch)Why mid-market companies often only use 10% of the software they pay for, and what changes when the data finally talks to itselfGetting good design out of LLMs: Claude's house style vs. Codex 5.5 with image-gen mockups, and why Claude Design is still a prototyping toolClosing round of what each of us is using right now: managed agents, Pi as a harness for steering Claude and Codex together, a PNPM supply chain attack PSA, HTML artifacts instead of Markdown, and a $30 conference swag computer turned into a reading game for Matthew's daughter Chapters00:00 Intro and new faces01:30 Matthew's report from Code with Claude05:30 Anthropic vs. OpenAI, in person10:15 The AI consulting gold rush14:30 Change management and company size30:00 Is the SaaSpocalypse real?40:30 Replacing software you only use 10% of45:00 Getting good design out of LLMs52:00 What we're using right now: managed agents, Pi, PNPM, HTML artifacts, and a tiny computer GuestsThanh Pham, Signal Advisory

    54 min

  3. Jan 2

    2025 AI Recap & 2026 Predictions: Winners, Losers, and What's Actually Working

    Happy New Year! In this episode, Matthew and Sam break down what actually happened in AI during 2025 and make predictions for what's coming in 2026. We cover the biggest winners and losers, the apps and tools that changed how we work, who to follow for smart AI takes, what surprised us most, and where we think things are headed. Key topics:• Why companies that stayed curious won 2025• OpenAI's fall from dominance to a three-horse race• Claude Code and why it changed everything• The tools we actually use daily (Whisper Flow, Granola, Cursor)• Why vibe coded apps are passing enterprise code reviews• Google's image generation breakthrough• Our custom CRM build and the future of back office AI• Why product managers are the winners of 2026• The coming downfall of SaaS and low-skill trades Plus: We launch our new Run Point Magazine and Sam accidentally emails hundreds of people. 🔗 Get the Run Point Magazine: [link]🔗 Subscribe to our newsletter: [link] --- ## Chapters 0:00 - Intro & Happy New Year0:39 - Biggest Winner of 2025: Curious Companies2:16 - Claude Code Changed Everything4:04 - Biggest Loser of 2025: AI Resisters5:25 - Why OpenAI Lost Ground in 20257:07 - Best App of 2025: Claude Code & Whisper Flow9:17 - Granola, Transcripts & the Transcript-to-Action Pattern10:29 - Why Cursor Won the IDE Wars11:33 - Best Thinkers to Follow: Tyler Cowen & Twitter Curation14:40 - The Run Point Magazine Launch (and Email Disaster)17:17 - Biggest Surprise: Enterprise-Grade Vibe Coded Apps20:35 - Google's Image Generation Breakthrough22:53 - Best Thing We Built: The AI-Powered CRM27:08 - Worst Things We Built: Complex RAG Systems28:52 - 2026 Predictions: Product Managers Win Big30:37 - 2026 Loser Prediction: Half of SaaS Dies32:28 - Why Low-Skill Home Services Are in Trouble35:04 - AGI Is Basically Here (Contrarian Take)38:10 - Why "Vibe Coding" Will Get Rebranded38:38 - 2026 Resolutions: Back Office AI & Continuous Learning41:01 - Wrap Up

    41 min

  4. 11/12/2025

    Episode 10 | Unlock AI Savings: R&D Tax Credits for Builders

    Learn how to save on your AI initiatives. On the Runpoint podcast, hosts Matthew Hall and Sam Gaddis welcome Ari Salafia, CEO and founder of TaxTaker. We explore how operator-engineers can claim R&D tax credits to ship working AI systems and significantly reduce development costs. Chapters:00:00 Welcome Ari Salafia of TaxTaker01:00 Understanding R&D Tax Credits: TaxTaker's Mission02:30 Why Businesses Should Care About R&D Tax Credits Now04:30 What You Stand to Gain: Key Expense Buckets08:50 The Difference: Dollar-for-Dollar vs. Percentage10:00 Qualified Research Expenses (QREs) Explained11:00 Project Qualification: The Four-Part Test14:00 Internal Use Software: Additional Requirements15:45 Defining "Innovative" for Tax Credits16:30 Case Study: Custom CRM Development19:15 Custom Configuration vs. New Development20:00 Documenting Projects for R&D Credits21:50 Structuring Contracts with AI Consultants (like Runpoint)25:00 Case Study: AI for Business Intelligence Tools27:10 Case Study: AI for Resource Allocation28:15 Case Study: AI-Powered New Service Offerings30:45 Advice for Employees Seeking Project Approval35:40 Addressing Global Talent in R&D Claims38:00 Connect with TaxTaker Key Takeaways: Measurable Impact: Claim up to 10% of your AI development spend back in R&D tax credits.Pilots to Production: Understand how to qualify your projects, from custom builds to new AI service offerings.No BS: Learn direct strategies for contract structuring (IP retention, financial risk, US-based work) to maximize your credit.Value Creation: For early-stage companies, credits can offset payroll taxes; for profitable companies, income tax.Forward-Deploy: Empower internal champions to make a strong business case for AI initiatives by highlighting potential savings.Connect with Runpoint: We partner with executives but sit with end users, moving clients from pilots to production with measurable impact. See a 2-week pilot plan for your next AI project: https://runpoint.ai/ Learn more about R&D tax credits and TaxTaker: https://www.taxtaker.com/ Tags:#AIOps #AIinProduction #RandDTaxCredits #TaxTaker #Runpoint #AISavings #BusinessFinance #Innovation #TechTax #AIImplementation #OperatorEngineers #AIStrategy

    39 min

  5. 11/04/2025

    Episode 9 | The New AI Reality: ROI, Browser Wars & Vanishing Software Value

    Matthew Hall and Sam Gaddis break down the latest in AI, challenging the "95% failure" narrative with new ROI data and dissecting ChatGPT's "Atlas" browser launch. They codify emerging best practices for AI workflow automation, advise on navigating the crowded AI coding assistant market, and celebrate AI's power to enable entirely new work. The episode culminates in a crucial discussion on the diminishing value of software in acquisitions and what truly constitutes a moat in the age of AI. Chapters:00:00 AI's Evolving Landscape: Successes and Failures04:00 ChatGPT's New Browser: A Game Changer?07:33 Best Practices for AI Workflow Automation12:00 Navigating the AI Coding Assistant Market16:55 New Opportunities: AI Empowering New Work21:28 Valuing Software in the Age of AI Key Takeaways: AI ROI is proving positive for most firms, with a new study challenging older "failure" statistics.ChatGPT's new "Atlas" browser shows potential but needs deeper context integration to become a true game-changer.Effective AI automation prioritizes breaking workflows into atomic steps, automating deterministic parts, and using single agents for judgment with human oversight.Distribution, data, and brand are the new moats; the value of software itself is rapidly diminishing in the age of AI.AI empowers "net new" work, allowing individuals to tackle tasks and projects they previously wouldn't have attempted. Tags:#AI #ChatGPT #Automation #EnterpriseAI #AICoding #SoftwareValuation #Podcast #RunpointPodcast

    26 min

  6. 10/10/2025

    10 Hard Questions • This Week in AI

    Two builder-operators break down the last two weeks in AI using 10 Tyler Cowen–style questions. We get into Sora 2’s cameo culture, whether “thinking” models are worth the latency, agents that actually help, model choice for client work, the energy/compute wave, and why open-weights like DeepSeek matter (or don’t) for practitioners. What you’ll get Practical takes from people shipping client projects Where Claude 4.5 vs GPT shines (coding vs writing) When to use “extended thinking/deep research” vs fast models Real talk on agents, meeting schedulers, and workflow design Energy, nuclear, and why AI ≈ infrastructure Open-weights vs ecosystems: where the moat really is Chapters00:00 – Cold open & intro00:26 – Who’s Tyler Cowen and why this format02:00 – Q1: Sora 2, IP, and the “cameo economy”06:44 – What we’re doing in this episode (format explainer)08:11 – Q2: GPT apps & the VibeCoder value prop (workflow architect vs app builder)17:03 – Q3: “30-hour agents” & autonomy myths (Claude, Replit Agent)22:57 – Q4: When to use thinking models vs fast models (and deep research)29:04 – Q5: SB-53 AI transparency—useful or compliance theater?30:24 – Q6: Picking models for clients: capability, brand, or last best output?37:01 – Q7: Agents that actually help (Lindy scheduling, weekly pain points)41:34 – Q8: Compute, energy, and nuclear—should builders be optimistic?46:50 – Q9: DeepSeek R1 costs & the real moat (ecosystems > raw perf)49:33 – Wrap-up & feedback ask Links & mentions (non-sponsored) Tyler Cowen / Marginal Revolution Anthropic Claude 4.5 (coding + writing) OpenAI GPT-5 (auto/fast tasks), Deep Research modes Lindy meeting agent Replit Agent 3 (autonomous build experiments)

    43 min

  7. 09/16/2025

    The “Nano Banana” Moment, GPT-5 Reality Check & How to Win with AI | Runpoint Ep. 7

    Matthew Hall and Sam Gaddis break down Google’s new image model (“Nano Banana”) with real tests (thumbnails, interior wallpaper, character persistence), give a no-BS GPT-5 reality check vs Claude Code, and unpack MIT’s State of AI in Business 2025—including the viral “95% of AI projects fail” stat. We cut through the hype and share a practical framework to land in the winning 5%: build small/fast, keep an expert-in-the-loop, measure outcomes, and forward-deploy an “AI nerd” to sit with your operators. We also talk browser agents (Claude for Chrome), throttling/caps, OpenAI’s CLI, and two personal builds (an E*TRADE API portfolio snapshot and a fantasy-draft helper). Chapters00:00 Intro00:32 Google’s “Nano Banana” image model—why it feels like a Photoshop killer02:40 Real tests: thumbnails, character persistence, interior wallpapering05:58 GPT-5 hype vs reality; coding speed vs chat experience10:52 OpenAI Codecs & CLI vs Claude Code (features, trade-offs)12:26 Anthropic caps/throttling—what changed and why it matters14:22 Browser agents (Claude for Chrome): promise vs practical limits20:01 MIT report: “95% fail” explained—what the data actually says27:55 Adoption ≠ transformation; back-office beats front-office (for now)34:21 The winning playbook: build small/fast, expert-in-the-loop, “shadow AI,” forward-deploy talent43:02 What we’re excited about: E*TRADE API snapshot, fantasy draft tool, Nano Banana45:38 Wrap Key takeaways Build small, ship fast, iterate. Expert-in-the-loop to fully autonomous (for ROI today). Back-office automations quietly print value. Measure quality & cycle-time, not just topline ROI. Tags#AI #GPT5 #Claude #GoogleAI #Automation #EnterpriseAI #RunpointPodcast

    46 min

  8. 08/04/2025

    Episode 6 | AI Fluency for Private Equity: From Zapier’s Framework to Real-World Tools

    Unlock the practical side of AI adoption in private equity. 🤖💼Matthew Hall and Sam Gaddis break down Zapier’s widely shared AI Fluency Framework and then rebuild it for PE—covering deal sourcing, diligence, fund ops, and the coding workflows that actually ship AI products. What You’ll LearnWhy Zapier made AI fluency non-negotiable for every new hire—and what that means outside tech. A four-level ladder (Unacceptable → Transformative) tailored to PE functions: Deal Sourcing Deal Evaluation & Diligence Fund Operations Value Creation & Investor Relations Concrete tool stacks: Clay, Replit, Claude Code, GitHub Issues, custom GPTs. The “white whale” of PE ops: a chat interface that understands every deal doc—and why we’re this close. Sam’s two-terminal setup that turns AI agents into reliable teammates (and kills downtime). Links & ResourcesZapier AI Fluency Framework → https://zapier.com/blog/zapier-ai-first-hiring-leaning/ Sam’s coding-workflow video → https://www.youtube.com/watch?v=v0o50r4hz24&t=259s Full PE AI-fluency matrix & examples → coming soon on runpoint.ai Subscribe for more AI-in-business deep dives → 🔔 Chapters00:00  Intro01:00  Zapier’s AI Fluency Framework explained10:00  Deal Sourcing—spray-and-pray vs adaptive agents17:00  Diligence workflows with Replit & contract analyzers24:25  Fund Ops dashboards, data warehouses & the ‘impossible’ chatbot32:00  Sam’s multitasking Claude Code + GitHub flow35:00  How you can score your own firm (and help us refine the model)

    33 min
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Hosted by Runpoint Partners’ founders Sam Gaddis (tech entrepreneur & AI builder) and Matthew Hall (PE operator & growth strategist), Runpoint Podcast strips the hype from artificial intelligence and shows you how to turn it into concrete business results—fast.

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