Head of Marketing @Crosbylegal Prev: cofounder of Prospect, first 30 @Rippling, VC @KhoslaVentures

New York, NY
I’m thrilled to announce that Prospect is joining Crosby, where I will lead marketing. Today, we’re announcing our $60M Series B led by @Lux_Capital & @IndexVentures with participation from @sequoia, @eladgil, @BainCapVC, and @01Advisors.
📣 Update: we raised our $60m Series B from @Lux_Capital, @IndexVentures and @01Advisors, with participation from @sequoia, @eladgil and @BainCapVC . When we came out of stealth 283 days ago, we had negotiated contracts worth $30m for our clients. As of last month, that number is over $1 billion. We work with the most ambitious companies in the world, including @tryramp, @clay and @RogoAI. Today, we want you to hear from some of them directly. Contracts are the rails of commerce. @crosbylegal is a hybrid AI law firm that gets them signed 80% faster. We’re announcing our Series B to keep scaling the dream law firm.
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Billy Gallagher retweeted
a ton of very exciting roles @crosbylegal ! building the future of law
We’re hiring for 3 of the most fun jobs I can imagine @crosbylegal: 1. Head of Brand: craft the look and feel of a brand new type of company. Neither software, nor services but a third type of company blending the two. You think all day every day about one of our most enduring assets.
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We’re hiring for 3 of the most fun jobs I can imagine @crosbylegal: 1. Head of Brand: craft the look and feel of a brand new type of company. Neither software, nor services but a third type of company blending the two. You think all day every day about one of our most enduring assets.
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3. Growth Lead: rethink the traditional growth playbook for an AI native services company. Relentlessly experiment to find repeatable, scalable channels that are brand accretive.
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DM me if you or someone in your network may be a fit!
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Billy Gallagher retweeted
@tryramp is growing faster this month (as a 60B company) than it was 12 months ago. Doing a fireside chat with @rahulgs Ramp’s CTO to talk about how engineering makes that possible: - How do you keep code review from becoming the bottleneck? - What makes an exceptional engineer now, and how do you interview for it? - Should product, engineering, or domain experts own evals? Only 10 slots remaining Wednesday, 10/21 at 6 pm. Technical audience only. DM or comment to RSVP.
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Billy Gallagher retweeted
We started working on this idea in April. Everything had to be perfect. We even hired an artist we loved to take hundreds of pics at local cemeteries. Two years ago @jsarihan walked up and down Crosby street brainstorming company names. Now we have the greatest billboard in Manhattan, right on Crosby street. Surreal!!!!
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Read @aveekdg's post to learn how we're completing contract reviews 5X faster with no drop in quality
Designing evals for contract review is one of the most complex technical problems I’ve encountered. Ten great lawyers will redline the same contract ten different ways. How do you tell an agent what good looks like? We've cracked some big parts of the puzzle and are finally ready to share.
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Billy Gallagher retweeted
We won't bill you by the hour. And sometimes, we'll even throw in flowers! Our team handed out 400 bouquets in Union Square to mourn the death of the billable hour and celebrate the launch of our NYC out of home campaign across Union Square, Flatiron, Soho, and the subway.
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Billy Gallagher retweeted
We love a game of strategy and execution. Crosby is hosting a VIP box at League of Legends Worlds Finals in NYC for members of the community, recovering and current league addicts alike. Apply below.
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Billy Gallagher retweeted
At @crosbylegal we see a future where you aren't nervous to email your lawyer. How many $1000s will that cost? When will I hear back? That future is already here. LLMs are the greatest thing thats ever happened to our profession. Excellent legal work can be delivered at a fraction of the old speed and cost. So how is it possible that law firms are still billing by the hour? Our profession can do better. It must.
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Billy Gallagher retweeted
We turned a subway stop into a cemetery and called it marketing
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Billy Gallagher retweeted
Every job i’ve gotten in tech has been through X and I’ve always wanted a way to track/refer my network on here. Excited about @cosign and what @david__booth @eriktorenberg and co are building. Check out the companies I think you should join: cosign.co/lists/sonofalli/co…
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Billy Gallagher retweeted
Wowww @crosbylegal on the NYC subway! I see yall @ryanjdaniels @GallagherBilly
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Billy Gallagher retweeted
Replying to @crosbylegal
@crosbylegal @GallagherBilly with an absolutely generational campaign on the streets of SF. RIP the billable hour :(
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Billy Gallagher retweeted
RIP the billable hour. It will be remembered fondly by everyone who charged it, and by no one who paid it. In lieu of flowers, send contracts to crosby.ai
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Billy Gallagher retweeted
RIP!
In Memoriam: The Billable Hour, 1913-2026. Procession hours: Tues 9/15 12-8 pm Wed 9/16 8 am-6 pm San Francisco, CA
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The terms have changed. So long, Billable Hour!
In Memoriam: The Billable Hour, 1913-2026. Procession hours: Tues 9/15 12-8 pm Wed 9/16 8 am-6 pm San Francisco, CA
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A Waymo has joined the procession. Game recognize game
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Billy Gallagher retweeted
The battleground for the frontier in legal is getting morbid 🙃 Send contracts to Crosby.ai 🥀
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