16-17 June 2027 – London, InterContinental O2 | Magazine
CEO
LEGALFLY
CEO
LEGALFLY
First, we’re not expanding into the UK, we’ve been active there for more than two years. What has changed is our focus. We started more in the mid-market and have moved aggressively upmarket. Today, LEGALFLY is very focused on large enterprises, particularly in highly regulated industries.
And we’re not just selling into legal teams anymore. We’re automating legal work across the organisation, allowing business teams to get legal work done themselves, within the guardrails set by legal.
That’s where I see the difference with Wordsmith. They’ve historically been more focused on tech and digitally native companies. We’re building for complex enterprises where security, governance and scalability are non-negotiable. So buyers aren’t just choosing between legal AI products anymore. They’re choosing which platform can become infrastructure for legal work across their organisation.
The warning signs are actually pretty simple: people aren’t using it. Seat allocation stays low, daily usage doesn’t develop, and the workflows or agents that were supposed to automate legal work aren’t becoming part of how people operate.
That’s why we’re obsessive about implementation. You can’t just give an enterprise access to AI and expect adoption to happen. You need to identify the right workflows, configure them properly and demonstrate value quickly. Once people rely on LEGALFLY to get real work done every day, adoption compounds very quickly.
I’d challenge the premise slightly: LEGALFLY is already a hypergrowth company. We’ve grown more than 12x in the last 18 months.
The difference is that we’re doing it with significantly more discipline around cash and headcount. We’ve deliberately grown the team more gradually because we want the economics of the business to improve as we scale. Hypergrowth shouldn’t have to mean hyperspending.
We want to build a company that can become profitable and sustainable, not one that needs another VC lifeline every six months at an ever-higher valuation to keep growing. And we’re now ready to accelerate further. The biggest lever is talent, which is why we’re expanding teams across LEGALFLY right now.
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