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AI Sales

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  • The Agent Operator: The New Emerging Role

    Companies are increasingly hiring for this new role. xAI is hiring a Head of GTM, Systems and Agents. Notion is hiring a GTM AI and Innovation Manager. Zapier brought on a Director of GTM Innovation. While the titles themselves vary from company to company, If you read the job descriptions what they’re all hiring is…

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  • GTM: ⁠How AI Will Go From Influencing 20% to Making 90% of Your Decisions | Steve Lucas, Boomi CEO

    The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Boomi was founded in the early 2000s by Rick Nucci, acquired by Dell in 2010, and then spun out to Francisco Partners and TPG Capital in 2021. Today it powers 30,000+ enterprise customers globally and moves more data per second than…

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  • Deconstructing Cursor’s Growth Playbook: $4M to $2B ARR in 18 Months

    This is Part IV of the Deconstructing GTM series. If you missed the previous editions, you can catch up on them here: Read Part I (ClickUp), Part II (Vanta at $100M), and Part III (Gamma at $100M). Slack took two and a half years to reach $100M ARR. Dropbox took four years. Cursor took twelve…

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  • Okta’s CRO: From $850M in Losses to $760M Profit (The AI Agent Bet) | Jon Addison

    The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Okta’s CRO Jon Addison joins GTMnow host Sophie to break down the full story behind Okta’s remarkable revenue turnaround, the launch of Okta for AI Agents, and the go-to-market playbook that’s carrying them from $3B toward a $5B ARR target. From nearly $850M…

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  • Inside a16z’s $1.7B Infrastructure Bet | Jennifer Li, General Partner

    The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Jennifer Li, General Partner at Andreessen Horowitz (a16z), breaks down why the firm allocated $1.7 billion of its latest $15 billion fund specifically toward AI infrastructure, and what she’s betting on next. Jennifer has backed ElevenLabs from Series A all the…

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  • MD files in Claude Code: How GTM teams are giving Claude a brain

    Claude Code’s value across teams massively increases with a persistent context layer: a set of markdown files Claude reads before any prompt. ICP, positioning, campaigns, competitive context — all preloaded and shared across the team. So Claude doesn’t start from scratch. It starts from context for entire team. That shift turns Claude from a tool…

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  • How Figma Scaled From $2M to IPO | Kyle Parrish (First Sales Hire)

    The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Kyle Parrish joined Figma as the first-ever sales hire when the company was doing $2M in ARR and helped scale it to $950M ARR. Figma then went on to IPO (FIG).  But the path there was anything but smooth. In this episode,…

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  • Advice From the Founders of Slack, OpenAI, Stripe, and More.

    This is a collection of reflections from founders who have collectively built over $3 trillion in enterprise value. Each quote captures a defining moment: a decision, a near-breaking point, or a belief no one else saw. What follows is what they learned, and what you can apply. Sales today still relies on manual work: stitching…

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  • How Buyers Now Decide Before Talking to Sales | Sam Senior, Founder & CEO of TestBox

    The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube AI isn’t just changing how we sell. It’s changing how buyers make decisions before they ever talk to you. Sam Senior, Founder and CEO of TestBox, joins Sophie Buonassisi on The GTMnow Podcast to break down exactly what’s happening to the…

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  • VC: Your First VC Meeting Will Be Agent-to-Agent | Auren Hoffman (Flex Capital)

    The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Auren Hoffman (Flex Capital) joins the GTMnow podcast to share some of the most contrarian takes in tech today, from why AI moats are gone, to why your next VC meeting will be with a bot, to why AI is secretly…

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