Insights from recent episode analysis
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Insights are generated by CastFox AI using publicly available data, episode content, and proprietary models.
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Est. Listeners
Based on iTunes & Spotify (publisher stats).
- Per-Episode Audience
Est. listeners per new episode within ~30 days
25,001 - 50,000 - Monthly Reach
Unique listeners across all episodes (30 days)
75,001 - 150,000 - Active Followers
Loyal subscribers who consistently listen
40,001 - 100,000
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* Data sourced directly from platform APIs and aggregated hourly across all major podcast directories.
On the show
From 16 epsHosts
Recent guests
Recent episodes
Okta's CRO: From $850M in Losses to $760M Profit (The AI Agent Bet) | Jon Addison
Apr 29, 2026
40m 18s
VC: Inside a16z's $1.7B Infrastructure Bet | Jennifer Li, General Partner
Apr 28, 2026
38m 18s
How Figma Scaled From $2M to IPO | Kyle Parrish (First Sales Hire)
Apr 22, 2026
47m 08s
How AI Killed the Discovery Call | Sam Senior, Founder & CEO of TestBox
Apr 16, 2026
57m 06s
VC: Your First VC Meeting Will Be Agent-to-Agent | Auren Hoffman (Flex Capital)
Apr 15, 2026
57m 15s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 4/29/26 |  Okta's CRO: From $850M in Losses to $760M Profit (The AI Agent Bet) | Jon Addison✨ | revenue turnaroundenterprise SaaS+4 | Jon Addison | OktaGTMnow+1 | — | Oktarevenue turnaround+5 | — | 40m 18s | |
| 4/28/26 |  VC: Inside a16z's $1.7B Infrastructure Bet | Jennifer Li, General Partner✨ | AI infrastructureventure capital+3 | Jennifer Li | Andreessen HorowitzElevenLabs | — | a16zAI infrastructure+4 | — | 38m 18s | |
| 4/22/26 |  How Figma Scaled From $2M to IPO | Kyle Parrish (First Sales Hire)✨ | sales strategystartup growth+3 | Kyle Parrish | FigmaFIG | — | FigmaKyle Parrish+5 | — | 47m 08s | |
| 4/16/26 |  How AI Killed the Discovery Call | Sam Senior, Founder & CEO of TestBox✨ | AI in salesB2B software buying process+3 | Sam Senior | TestBox | — | AIdiscovery call+5 | — | 57m 06s | |
| 4/15/26 |  VC: Your First VC Meeting Will Be Agent-to-Agent | Auren Hoffman (Flex Capital)✨ | VC meetingsAI technology+3 | Auren Hoffman | Flex Capital | — | VCAI agents+3 | — | 57m 15s | |
| 4/8/26 |  How One Hackathon Took Zapier’s AI Usage From 10% to 97% | CEO of Zapier✨ | AI adoptionhackathons+3 | Wade Foster | Zapier | — | ZapierAI usage+3 | — | 39m 13s | |
| 4/1/26 |  VC: Investing at Inception in the Age of AI Agents | Ed Sim (Founder & GP, Boldstart)✨ | venture capitalAI agents+3 | Ed Sim | BoldstartClay+3 | — | venture capitalAI+3 | — | 49m 46s | |
| 3/24/26 |  How Sophos Scales Customer Success for 600,000 Customers in a 24/7 Cyber Threat Environment, with Teresa Anania, SVP of Customer Experience✨ | customer successcybersecurity+3 | Teresa Anania | SophosVerint | — | customer successcyber threats+5 | — | 41m 57s | |
| 3/23/26 |  Bonus Episode: GTMfund Hires a New Partner!✨ | venture capitalemerging managers+3 | Jason Demant | GTMfundFoundation Capital | — | venture capitalGTMfund+5 | — | 22m 29s | |
| 3/17/26 |  Inside ServiceNow’s $10B Go-to-Market Engine with Paul Fipps✨ | Go-to-Market strategyCustomer operations+3 | Paul Fipps | ServiceNowUnder Armour | — | ServiceNowPaul Fipps+5 | — | 40m 59s | |
Want analysis for the episodes below?Free for Pro Submit a request, we'll have your selected episodes analyzed within an hour. Free, at no cost to you, for Pro users. | |||||||||
| 3/17/26 |  What Wins When Anyone Can Build Anything with Brett Queener, Partner at Bonfire Ventures | Brett Queener (Partner at Bonfire Ventures) joins GTMnow to share what three decades across Siebel, early Salesforce, co-founding, and seed-stage investing has taught him about what actually wins now that software is cheaper and faster than he ever imagined. Brett was one of the earliest GTM hires at Salesforce when it had seven employees. He helped build the go-to-market playbook that defined a generation of SaaS: enterprise segmentation, sales motion design, product marketing, the whole w... | 59m 43s | ||||||
| 3/10/26 |  AI at the Edge: How Armada is Taking Compute Everywhere the Cloud Can't Go | Dan Wright (CEO of Armada) | Dan Wright (Co-founder & CEO of Armada) joins GTMnow to unpack what it actually takes to bring AI infrastructure to the places the cloud was never built to reach. The cloud covers about 30% of the world. The other 70% (think: oil rigs, the Arctic tundra, military ships, remote mines) is where some of the most critical decisions happen, making latency a life-or-death and billions of dollars difference. Armada is building the infrastructure for that part of the world: modular, ruggedized ... | 27m 54s | ||||||
| 3/3/26 |  GTM: Lessons from Figma, Dropbox, and Building Iconic Brands in the Age of AI with Figma’s CMO, Sheila Vashee | NEW: @Sheila Vashee (CMO of @Figma) joins GTMnow to share how she thinks about brand building across every stage. From selling brownies at age eight, to second marketing hire at Dropbox scaling to $1B+ in annualized revenue, to now leading marketing at one of the most beloved software brands in the world, Sheila has seen it all. In this conversation, you’ll learn what brand actually means (hint: it's not your logo), how PLG companies make the leap to enterprise, why being obsessively close ... | 30m 43s | ||||||
| 3/3/26 |  VC: 116 Quarters on Quota and What Every Sales Leader Should Be Tracking, with Bill Binch, Operating Partner at Battery Ventures | Bill Binch (Operating Partner at Battery Ventures) joins GTMnow to share the operational frameworks he's built across 116 quarters on quota, and what actually changes when you move from driving revenue to advising an entire portfolio. Before Battery, Bill was employee #16 at Marketo, where he led sales from zero revenue through IPO and a Vista Equity acquisition. He then served as CRO at Pendo, helping scale ARR to nearly $100M in only three years. His career spans some of the most defining... | 52m 24s | ||||||
| 2/24/26 |  GTM: BREAKING: Inside Nooks’ Launch: Why AI-Native Sales Tools Are Challenging Legacy Platforms, with Co-Founder & CEO Dan Lee | Dan Lee (Co-Founder & CEO of Nooks) joins GTMnow to give a behind the scenes on how Nooks is launching a new Agent Workspace and AI Sequencing layer designed to operate across the full action set of a rep’s day — calls, emails, research, prospecting, and strategy. The conversation explores why top of funnel is changing the fastest, why traditional sequencing tools optimize the “move” but not the strategy, and how AI systems that learn from rep behavior can compound advantage over time. ... | 32m 03s | ||||||
| 2/17/26 |  GTM: The End of GTM Sprawl: How HockeyStack is Rebuilding Go-to-Market Around AI, with Co-Founder Emir Atli | Emir Atli (Co-founder and CRO of HockeyStack) joins GTMnow to share how go-to-market is shifting in the AI era — from fragmented tools and GTM sprawl to unified, AI-native platforms built on a single data foundation. Originally known for attribution and market intelligence, HockeyStack is evolving into a central operating system for go-to-market, spanning marketing, sales, and post-sales through AI agents, blueprints, and an execution layer. We also explore weekly GTM sprints, founder-led... | 34m 56s | ||||||
| 2/17/26 |  VC: How VCs Evaluate Technical Founders (TAM, Moats & Diligence), with Amanda Robson, Founder and GP of Modern Technical Fund | Amanda “Robby” Robson (Founder of Modern Technical Fund) joins GTMnow to break down how she evaluates companies at the very earliest stages and why discipline matters more than ever in today’s market. Amanda has spent over a decade in venture before launching Modern Technical Fund, investing across verticals ranging from security and compliance to developer tools at firms like Norwest and Cowboy Ventures. Her investment thesis is centered on backing elite technical founders early and helpin... | 56m 17s | ||||||
| 2/10/26 |  GTM: How Intercom Built the Highest-Performing AI Agent on the Market Using Outcome-Based Pricing with Archana Agrawal, President at Intercom | Archana Agrawal (President of Intercom) joins GTMnow to share how Intercom (founded in 2011) successfully restructured its product, pricing, and go-to-market to become AI-native at a speed and scale most legacy SaaS companies haven’t achieved. Their agent, Fin, now handles 80%+ of support volume, resolves 1M customer issues per week, and has grown from $1M to $100M+ ARR with a $0.99 outcome-based pricing model backed by up to a $1M performance guarantee if resolution targets aren’t met. I... | 46m 29s | ||||||
| 2/3/26 |  GTM: Why Most Founders Build the Wrong Company (And Realize It Too Late), with Lou Shipley, Former CEO and Co-Author of Unlikely Entrepreneurs | Lou Shipley (three-time CEO, Harvard Business School professor, and author of Unlikely Entrepreneurs) joins GTMnow to break down why most founders struggle to turn good ideas into great companies. Lou has led companies through acquisitions, teaches sales and go-to-market at Harvard, and has spent decades studying what actually separates companies that scale from those that stall. In this conversation, we unpack why understanding customer pain and learning how to sell are still the two mos... | 45m 42s | ||||||
| 1/28/26 |  GTM: Why AI Is Killing Your Outbound and Making In-Person GTM Inevitable, with Healey Cypher, CEO at BoomPop | Healey Cypher (multi-time founder and CEO of BoomPop) joins GTMnow to unpack one of the fastest growing channels for company growth: in-person events. As AI floods digital channels with perfectly personalized messages, trust is becoming harder to earn online. Healey explains why events, dinners, and in-person experiences are becoming a premium GTM channel, not a nice-to-have, and how founders can use them intentionally for distribution, alignment, and acquisition. In this episode, we disc... | 47m 08s | ||||||
| 1/22/26 |  GTM: Why Most Go-To-Market Motions Collapse at Scale, with Jeanne DeWitt Grosser, COO at Vercel | Why do so many go-to-market motions fall apart right when a company starts to scale? In this episode of GTMnow, Sophie Buonassisi sits down with Jeanne DeWitt Grosser, former GTM leader at Google and Stripe and now COO at Vercel, to unpack why GTM fragility is one of the most underdiagnosed risks in startups and scaling companies. This is a deep, operator-level conversation about what actually breaks in sales, why AI won’t magically fix it, and how the best teams treat go-to-market like a pro... | 45m 07s | ||||||
| 1/20/26 |  VC 3: Investing Philosophy for 2026: What Founders Should Know✨ | venture capitalinvesting philosophy+3 | Mark Goldberg | ChemistryIndex Ventures+1 | — | venture capitalinvesting+3 | — | 1h 11m 40s | |
| 1/14/26 |  GTM 174: The 7% Rule: How AI Is Rewriting Customer Success Budgets (From 10% to 7%) with Abbas Haider Ali✨ | Customer SuccessAI+3 | Abbas Haider Ali | GitHubTwilio+6 | — | AICustomer Success+3 | — | 52m 41s | |
| 1/7/26 |  GTM 173: The PLG→Enterprise Playbook: Turning Product Signals into 9-Figure Revenue with Adam Carr✨ | Product-Led GrowthSales Strategy+3 | Adam Carr | ApolloMiro+1 | — | PLGrevenue+5 | — | 36m 52s | |
| 12/15/25 |  VC 2: How Cassie Young Picks Winners Before They Even Leave Their Jobs✨ | venture capitalSaaS+4 | Cassie Young | Primary Venture PartnersSailthru+2 | — | venture capitalCassie Young+5 | — | 1h 09m 20s | |
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2 placements across 2 markets.