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Is your SEO ready for AI? Jenna Hannon says probably not
July 21, 202500:45:14

Is your SEO ready for AI? Jenna Hannon says probably not

with Jenna Hannon, Hatter

Is your SEO ready for AI? Jenna Hannon says probably not

0:000:00

Show Notes

Jenna Hannon is the co-founder of Hatter, a tech-enabled SEO and AI search company built on a simple but consequential observation: the way people find businesses online is changing faster than most companies realize, and the SEO industry has not kept up. Jenna came up through entertainment, kite surfing, Silicon Valley, and eventually Uber - where she was hired to work on Uber Eats when it was still a scrappy internal test product with sandwiches in car trunks. She stayed through the IPO, left in February 2020 with a one-way ticket to Asia, and returned three days before borders closed to figure out what was next.

What came next was a stint as fractional CMO for tech companies and eventually Hatter - a bootstrapped company now raising its seed round, with a thesis that AI has made it possible to take a service business and run it at software margins. Jenna's background makes her unusually well-positioned to argue that case: she has been a marketer, an operator, and a student of growth channels since before most people understood what a growth channel was.

What Hatter Does: SEO in the Age of LLM Search

The core insight Hatter is built on is that the inputs to search ranking have not changed - but the output your customer sees has. Traditional Google search delivers a list of ranked results. AI search delivers a synthesized answer. The underlying signals that determine whether your business shows up in either are largely the same: content quality, technical SEO hygiene, and the breadth of credible information about your business available on the web. But if you are only optimizing for the list-of-results format, you are not optimizing for where a growing share of your customers are going to find you.

Hatter sells what it calls a tech-enabled SEO service: the client gets a human expert who understands their business, a real-time dashboard showing exactly what is being done and how it is performing, a content editor for reviewing and adjusting the material being produced on their behalf, and full visibility into every technical optimization being made. The anti-pitch is the most clarifying thing Jenna says about the market: most companies describe their SEO agency as a black box. They hope it is working. Hatter is built to be the opposite of that.

Service as Software: The Business Model Thesis

The framing Jenna uses for Hatter's business model - coined by investor Kevin McCaffery - is “service as software.” The SaaS model flipped: rather than a software product that customers subscribe to, Hatter delivers a service (SEO and AI search optimization) and automates the execution layer with AI on the backend. The result is a service business that can operate at software-like margins because the repetitive, manual work - content production, technical optimizations, performance monitoring - is largely automated.

The investor reaction she describes is telling. Some investors immediately grasp the thesis and find it compelling: AI has finally made it possible to crack the margin problem in services. Others are not yet convinced that the automation can reach the level required to sustain those margins without ongoing heavy human involvement. The company is in the process of proving that out - which is the honest answer Jenna gives when asked, and exactly the kind of transparency that builds credibility with the investors who are actually evaluating the thesis seriously.

Human in the Loop: Where AI Stops and Expertise Begins

Jenna is direct about where AI helps and where it does not. The repetitive, mechanical work of SEO - generating content drafts, running technical audits, monitoring performance metrics - can be automated. That is what Hatter's platform does. What cannot be automated yet is the insight layer: the judgment call about what actually differentiates a business, what its customers care about, and how to position its expertise in a way that earns attention.

Her framing: marketing is about differentiation, and differentiation requires a lot of context. AI is excellent at pattern recognition across context it has seen. It is not excellent at doing something genuinely different. The human expert on an account is the one who understands the client's business well enough to know what the differentiated story is - and the AI tools are what allow that expert to execute on that story at a scale and speed that would otherwise be impossible. The biweekly call with an SEO strategist is not a deliverable - it is the product.

From Kite Surfing to Canva to Uber Eats

Jenna's path into tech is one of the more unlikely origin stories in this space. She grew up in Calgary, went to USC for journalism, ended up in the entertainment industry (talent agency, Universal Music licensing), and found the whole thing intellectually unstimulating. The pivot came through her hobby - kite surfing - where she met Bill Tai, a venture capitalist who turned out to be the first investor in Canva. She also met Melanie Perkins (Canva's founder) on a kite surfing trip during that period, when Perkins was young and describing a vision for a graphic design tool that almost no one took seriously. Canva is worth $40 billion today.

At 22, Jenna called Bill Tai and asked if she could come to San Francisco and shadow him at pitch meetings. He said yes. She drove up, sat in on pitches, and listened to Tai explain what he found interesting and why. That experience rewired how she thought about building companies. She found her first startup through that network, worked at several more, and landed at Uber in 2016 - hired to work across the internal test products that Travis Kalanick allowed teams to run freely. Uber Eats was one of them.

The original Uber Eats concept was not restaurant delivery. It was filling empty car trunks with sandwiches and burritos during the midday lull when rides slowed down. Customers could order within a specific radius in a two-hour window. It worked, but customers kept writing in asking if they could choose their own restaurant. A Toronto team ran with that version - and that became the product that launched in a new city every week for 70 consecutive weeks.

LinkedIn as the Only Channel That Matters Right Now

Hatter's entire business development pipeline runs through LinkedIn. Not ads, not outbound email sequences - Jenna writing about what she learned that week, consistently, every week. Her rule is simple: what did I learn this week about our customers or the industry that someone else would find valuable? She publishes that. Some posts catch. Some do not. Her second post on LinkedIn - the story about her time at Uber - hit 150,000 views. The posts after that mostly bombed. She kept going anyway.

The observation she makes about LinkedIn's algorithm is worth noting for anyone building on the platform: unlike Twitter or Instagram (where a post succeeds or dies in the first hour), LinkedIn has a genuinely slow burn. Posts can start gaining momentum five days after they are published. That changes the anxiety math around posting - the feedback loop is slower, which means the failure signal is also slower, which means it is easier to keep going even when a piece does not immediately take off. Her broader point: most companies fail at marketing because they try every channel at once and do none of them well. Uber had two main acquisition channels. Two. That is the whole lesson.

Tools & Resources Mentioned

  • Hatter - Jenna's company; tech-enabled SEO and AI search service with real-time dashboard, content editor, and full transparency into optimizations
  • AngelList blog - data scientist analysis of venture deal outcomes showing the power of diversification over concentration; ~20% of VC deals flow through AngelList
  • GEO (Generative Engine Optimization) - early acronym for LLM SEO; now largely abandoned in favor of “AI search” or “LLM search”
  • LinkedIn - primary business development and content channel for Hatter; Jenna publishes weekly value-first content about what she learned that week
  • Kevin McCaffery - investor who coined the term “service as software” as used by Hatter
  • Bill Tai - VC and kite surfer; first investor in Canva; introduced Jenna to tech and entrepreneurship at age 22
  • Canva - $40B design platform; Jenna met founder Melanie Perkins on a kite surfing trip before Canva was anything
  • Uber Eats - Jenna worked on the original concept (sandwich-filled car trunks) at Uber from 2016 through the IPO

Frameworks

Start with Problem, Not Idea

The conventional startup wisdom - have an idea, raise money, build it - gets the sequence wrong. Product-market fit is found by obsessing over a problem, talking to a hundred customers before building anything, and understanding deeply why that problem needs to be solved. Jenna traces this to watching Uber co-founder Garrett Camp travel with a notebook, asking everyone around him what annoys them, and immediately researching market size. The idea comes from the problem; the problem does not serve the idea.

Service as Software

AI has made it possible to take a service business - one that historically required proportional headcount growth - and automate the execution layer on the backend, unlocking software-like margins. The service is what the client buys (expertise, outcomes, relationships). The software is how that service gets delivered. The margin equation changes because the labor that drove costs is now largely automated.

One or Two Channels, Done Well

Most companies try every marketing channel and do none of them well. Uber, at scale, had about two main acquisition channels. That is the whole lesson. Figuring out how to unlock one channel deeply takes time and iteration - but a single working channel is enough to build a very large business. More channels before the first one works just dilutes everything.

LinkedIn as a Slow-Burn Platform

Unlike Twitter or Instagram (where a post must succeed in the first hour or it dies), LinkedIn posts can gain momentum days after publication. This changes the feedback loop for content creators: don't measure success in hours, measure in days. Jenna's content strategy is deliberately simple - what did I learn this week that someone else would find valuable? Publish that, every week, without exception.

AI as Execution Amplifier, Not Insight Generator

AI is excellent at repetitive, pattern-based execution tasks. It is not excellent at differentiation - doing something genuinely new requires context that AI often lacks. Human experts provide the insight (what makes this business different, what the customer actually needs) and AI executes against that insight faster and at greater scale than the expert could alone. The expert is still the product.

FAQ

What is Hatter and how does it differ from a traditional SEO agency?

Hatter is a tech-enabled SEO and AI search service. The difference from a traditional agency is transparency: instead of a black box where clients hope something is working, Hatter gives clients a real-time dashboard, full visibility into every technical optimization and piece of content being produced, an editor to review and modify that content, and measurable performance data. The service is delivered by a human expert who understands the client's business; the AI layer automates the execution work behind that expert.

What is 'LLM SEO' and why does it matter?

LLM SEO (also called AI search or generative engine optimization) refers to optimizing a business to appear in AI-generated search outputs - the answers that ChatGPT, Perplexity, Google AI Overviews, and similar tools produce instead of a list of links. The key insight is that the inputs are the same as traditional SEO (content quality and technical signals) but the output format is different. A business that only optimizes for traditional search results is not optimizing for where a growing share of users are going to find it.

What is 'service as software' and how does Hatter use it?

'Service as software' flips the SaaS model: instead of software that customers subscribe to, you deliver a service and automate the execution with AI on the backend. For Hatter, this means clients get the outcome of a fully staffed SEO operation - content, technical optimizations, performance monitoring, expert guidance - at a price point that is only possible because the manual execution layer is largely automated. The thesis is that AI has unlocked software margins for service businesses that previously required proportional headcount to scale.

How did Jenna end up working on Uber Eats?

Jenna joined Uber in 2016 to work across internal test products that Travis Kalanick allowed teams to run freely. Uber Eats was one of them - at the time, a concept where empty car trunks were filled with sandwiches and burritos for customers to order in a two-hour window. Customers kept writing in asking if they could choose their own restaurant. A Toronto team ran with that version, and that became the model that launched a new city every single week for 70 consecutive weeks.

How does Jenna approach content marketing on LinkedIn?

Her rule is deceptively simple: every week, ask what did I learn this week about our customers or the industry that someone else would find valuable? Write that. No personal brand strategy, no engagement hacking, no memes (mostly). Just consistent value delivery to a specific professional audience. She notes that LinkedIn has a slow burn compared to other platforms - posts can start gaining momentum five days after publication - so she does not judge a piece by its first-hour performance.

What does Jenna wish she had known earlier as a founder?

That product-market fit is about finding a problem, not having an idea. The startup mythology around the founder with the brilliant idea gets the order wrong. The better approach is to search for problems - talk to a hundred customers before building anything, understand deeply why a problem exists for that customer, and only then figure out what to build. She traces this to watching Garrett Camp (Uber co-founder) travel with a problem notebook, constantly asking people what frustrates them and immediately sizing the market. The idea is downstream of the problem.

What is Jenna's connection to Canva?

Through kite surfing, Jenna met Bill Tai - a VC who turned out to be the first investor in Canva. On one of those kite surfing trips, she also met Melanie Perkins, who was young and describing her vision for a graphic design tool. Jenna thought it was fascinating that someone could just come up with an idea and build a company. Canva is worth $40 billion today. Bill Tai saying yes when Jenna called and asked to shadow him at 22 is what pulled her into tech from entertainment.

Links & Resources