How Intercom rose from the ashes by betting everything on AI | Eoghan McCabe (founder and CEO)

How Intercom rose from the ashes by betting everything on AI | Eoghan McCabe (founder and CEO)

Lenny's PodcastAug 21, 20251h 23m

Eoghan McCabe (guest), Lenny Rachitsky (host)

Intercom’s stagnation and the decision to pivot to AIRapid creation and scaling of Fin, Intercom’s AI support agentFounder‑mode leadership: authoritarian decision‑making and ‘wartime’ cultureCultural reset, new values, and 40% organizational turnoverPricing evolution and outcome‑based, usage‑aligned AI pricing (per‑resolution)Broader impact of AI agents on CX, organizational structure, and jobsWhy Intercom produces standout product leaders (culture, ownership, frameworks)

In this episode of Lenny's Podcast, featuring Eoghan McCabe and Lenny Rachitsky, How Intercom rose from the ashes by betting everything on AI | Eoghan McCabe (founder and CEO) explores intercom’s brutal AI pivot: culture overhaul, soft coup, explosive growth Intercom founder and CEO Eoghan McCabe describes how a plateauing, bloated late‑stage SaaS company on the brink of negative growth was transformed into an AI‑first, agent‑based business centered on its AI customer service agent, Fin. Triggered by the launch of GPT‑3.5 and Intercom’s own stagnation, McCabe returned as a self‑described “wartime” founder, slashed costs, refocused the company on customer service, rewrote its values, and accepted massive cultural and personnel upheaval—including 40% turnover and a failed internal “soft coup.” Within weeks of GPT‑3.5, the team had a working Fin prototype; within a year Fin grew from $1M to $12M ARR and is now on track to surpass $100M ARR in under three quarters, with Intercom’s overall growth now in the top tier of public software peers. McCabe argues that AI will violently disrupt every software category, insists that companies must either fully commit or be displaced, and outlines how cultural rigor, founder‑led decision‑making, and beautifully simple, outcome‑based pricing underpinned Intercom’s reinvention.

Intercom’s brutal AI pivot: culture overhaul, soft coup, explosive growth

Intercom founder and CEO Eoghan McCabe describes how a plateauing, bloated late‑stage SaaS company on the brink of negative growth was transformed into an AI‑first, agent‑based business centered on its AI customer service agent, Fin. Triggered by the launch of GPT‑3.5 and Intercom’s own stagnation, McCabe returned as a self‑described “wartime” founder, slashed costs, refocused the company on customer service, rewrote its values, and accepted massive cultural and personnel upheaval—including 40% turnover and a failed internal “soft coup.” Within weeks of GPT‑3.5, the team had a working Fin prototype; within a year Fin grew from $1M to $12M ARR and is now on track to surpass $100M ARR in under three quarters, with Intercom’s overall growth now in the top tier of public software peers. McCabe argues that AI will violently disrupt every software category, insists that companies must either fully commit or be displaced, and outlines how cultural rigor, founder‑led decision‑making, and beautifully simple, outcome‑based pricing underpinned Intercom’s reinvention.

Key Takeaways

AI disruption is unavoidable; executives must either lead the change or be replaced.

McCabe stresses that AI is a foundational technology wave like the microprocessor or the internet—but more extreme—and will “disrupt in the most aggressive, violent ways. ...

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True transformation often requires ‘founder mode’—clear, top‑down, and sometimes ruthless decisions.

Intercom was drifting with committee‑driven, democratic decision‑making and a diffused strategy; McCabe returned and unilaterally chose customer service as the focus, killed costly projects, massively cut spend, and committed close to $100M to AI, accepting personal accountability for the outcomes.

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A cultural reboot with sharp, consequential values can realign a late‑stage company.

McCabe rewrote Intercom’s values to emphasize resilience, high standards, hard work, shareholder value, and customer obsession, then tied performance reviews directly to both results and behavioral alignment. ...

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Outcome‑based, beautifully simple pricing can rebuild trust and unlock growth.

Intercom moved from complex, widely hated pricing to simpler, fairer structures—giving up around $50M ARR to do so—and for Fin adopted a clear per‑resolution model (e. ...

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Speed to prototype and real‑world deployment is a decisive advantage in AI.

Because Intercom already had an AI group and rich customer data, they shipped a Fin beta just six weeks after GPT‑3. ...

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AI agents will reshape org charts, especially in customer experience and operations.

McCabe predicts extensive automation in CX, sales operations, finance, HR workflows, and other repetitive work, with orgs becoming smaller and flatter and many humans acting as managers of agents rather than traditional ICs. ...

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Deep self‑work and ego reduction can make founders more effective leaders under stress.

McCabe attributes much of his current leadership style—more reflective, candid, and less reactive—to 12 years of serious therapy, spiritual work, and surviving a period of illness, burnout, and public criticism. ...

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Notable Quotes

You don't have a choice. AI's gonna disrupt in the most aggressive, violent ways. If you're not in it, you're about to get kicked out of all of it.

Eoghan McCabe

We were about to hit $0 net new ARR, which means we would have been in negative growth territory… I said, ‘We need to become a wartime company. If we don't fight for this, we are dead.’

Eoghan McCabe

I rewrote the values designed to be a sharp knife to cut out the parts of the company that I just knew wouldn't be effective.

Eoghan McCabe

The way that greatness is created is that you find a CEO who's willing to make brave, hard decisions and own the results.

Eoghan McCabe

If someone is not prepared to pay 99 cents for us to rapidly and elegantly, perfectly and excellently solve their customer's problem, we need to wrap this up. We don't have a business here.

Eoghan McCabe

Questions Answered in This Episode

If you’re running a successful but slowing SaaS business, how do you know when it’s time to risk the core and fully pivot to AI rather than iterating incrementally?

Intercom founder and CEO Eoghan McCabe describes how a plateauing, bloated late‑stage SaaS company on the brink of negative growth was transformed into an AI‑first, agent‑based business centered on its AI customer service agent, Fin. ...

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What specific leading indicators (cultural, financial, customer) should leaders monitor to judge whether a ‘wartime’ cultural reset is succeeding versus simply causing destructive churn?

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How can non‑technical founders practically “get in the game” on AI without deep ML backgrounds, beyond just hiring a Chief AI Officer?

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Where is the ethical line between aggressively automating ‘demeaning’ work and responsibly supporting employees whose roles are being made obsolete by agents?

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For teams attempting outcome‑based AI pricing, how do you handle situations where the value is high but customers psychologically anchor on much lower willingness to pay for digital labor than for human labor?

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Transcript Preview

Eoghan McCabe

You don't have a choice. AI's gonna disrupt in the most aggressive, violent ways. If you're not in it, you're about to get kicked out of all of it.

Lenny Rachitsky

You have very successfully shifted late-stage SaaS business to an AI-first, agent-based business.

Eoghan McCabe

Fin is our AI agent. We'll pass 100,000,000 ARR with Fin in less than three quarters.

Lenny Rachitsky

Let's talk about how you made this actually happen.

Eoghan McCabe

We were about to hit, like, $0 net new ARR, which means we would have been in negative growth territory.

Lenny Rachitsky

So ChatGPT launches. Was it just like, "This is it. We gotta go all in on this thing"?

Eoghan McCabe

I said, "We need to become a wartime company. If we don't fight for this, we are dead." I jumped hard on AI, but I also restarted the culture. I rewrote the values designed to be a sharp knife to cut out the parts of the company that I just knew wouldn't be effective.

Lenny Rachitsky

If you're trying to make the shift and it's just not moving, you may need to go hardcore founder mode.

Eoghan McCabe

The way that greatness is created is that you find a CEO who's willing to make brave, hard decisions and own the results.

Lenny Rachitsky

What percentage of the employees kinda turned over during this period?

Eoghan McCabe

Ultimately, like, 40%.

Lenny Rachitsky

You said there was a, a soft coup. Is there more you could share about that? Today, my guest is Eoghan McCabe. This is the first in a series of conversations that I'm having with founders who have successfully transformed their established SaaS or marketplace businesses into an AI-first company that is growing like crazy and overtaking their decade-plus old business. So many companies and product teams and founders are trying to navigate this very tricky time where every industry is being disrupted by AI, and my goal here is to help you essentially disrupt yourself before somebody else does. The story of Intercom's transformation into Fin is incredible. Their traditional business was valued at billions of dollars, was making hundreds of millions of dollars in ARR, but growth started to plateau, and was even about to go negative. Six weeks after GPT-3.5 came out, they had a working prototype of what is now Fin, and Eoghan and the team decided to go all in on AI. Today, Fin is growing like crazy, already at eight digits in ARR, and Intercom is on track to be growing faster than every public software company by next year. In our conversation, Eoghan gets very real and honest about what it takes to win right now, what he had to do to turn the ship around at Intercom in spite of a lot of pushback and even a soft coup attempt, what he believes people still don't understand about what is happening in software and AI, and so much more. If you enjoy this podcast, don't forget to subscribe and follow it in your favorite podcasting app or YouTube. Also, if you become an annual subscriber of my newsletter, you get a year free of a bunch of incredible products, including Lovable, Replit, Bolt, n8n, Linear, Superhuman, Descript, Whisperflow, Gamma, Perplexity, Warp, Granola, Magic Patterns, Raycast, ChatBRD, and Mobben. Check it out at leonnysnewsletter.com and click Bundle. With that, I bring you Eoghan McCabe. This episode is brought to you by Great Question, the all-in-one UX research platform loved by teams at Brex, Canva, Intuit, and more. One of the most common things I hear from PMs and founders that I talk to is, "I know I should be speaking to customers more, but I just don't have the time or the tools." That's exactly the gap Great Question fills. Great Question makes it easy for anyone on your team, not just researchers, to recruit participants, run interviews, send surveys, test prototypes, and then share it all with powerful video clips. It's everything you need to put your customers at the center of your product decisions. With a prompt as simple as, "Why did users choose us over competitors?" Great Question not only reveals what your customers have already shared, but it also makes it incredibly easy to ask them in the moment for fresh insights from the right segment. Picture this, your roadmap's clear, your teams aligned, you're shipping with confidence, and you're building exactly what your customers need. Head to greatquestion.com/lenny to get started. This episode is brought to you by WorkOS. If you're building a SaaS app, at some point, your customers will start asking for enterprise features like SAML authentication and SCIM provisioning. That's where WorkOS comes in, making it fast and painless to add enterprise features to your app. Their APIs are easy to understand so that you can ship quickly and get back to building other features. Today, hundreds of companies are already powered by WorkOS, including ones you probably know, like Vercel, Webflow, and Loom. WorkOS also recently acquired Warrant, the fine-grained authorization service. Warrant's product is based on a groundbreaking authorization system called Zanzibar, which was originally designed for Google to power Google Docs and YouTube. This enables fast authorization checks at enormous scale while maintaining a flexible model that can be adapted to even the most complex use cases. If you're currently looking to build role-based access control or other enterprise features like single sign-on, SCIM, or user management, you should consider WorkOS. It's a drop-in replacement for Auth0 and supports up to one million monthly active users for free. Check it out at workos.com to learn more. That's workos.com. Eoghan, thank you so much for being here and welcome to the podcast.

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