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Rory O'Driscoll
Partner at Scale Venture Partners
Rory O'Driscoll is a venture capitalist with over 25 years of experience investing in enterprise software.1 He is currently a Managing Partner at Scale Venture Partners, a venture capital firm he has been with since 2007.2 O'Driscoll was a board member at TalkIQ, a voice analytics platform that was acquired by Dialpad in May 2018.35
As an investor, O'Driscoll has been actively involved in the rise of SaaS and the transition of enterprise computing to the cloud. He has led investments in several successful companies, including Bill.com, Box, DocuSign, and WalkMe.1 Currently, his focus is on AI-first applications and how applied AI can transform business software.1
O'Driscoll holds a BSc from the London School of Economics.12 He has served on the boards of numerous companies, both public and private, including Box since April 2010.2 After TalkIQ's acquisition by Dialpad, O'Driscoll joined Dialpad as a Board Observer.3
His LinkedIn username is roryodriscoll, where he describes himself as a venture capitalist with a focus on software and internet investments.4
Highlights
This week on the podcast, we were joined by @ttunguz of @theoryvc. We talked about the major players in AI coding, the red flags we saw in the market this week, and if the access premium in the private markets has overwritten the previous illiquidity discount.
We started with Cursor. From a revenue, revenue growth rate, and market size perspective, this is an amazing company and worth every dime of the recent $29Bn valuation. The open questions from here are profitability and durability: how much money will these coding companies make and can someone take that money away.
For startups like Cursor running on LLMs these questions are linked. Their direct competitor is also the current supplier of their raw ingredient which makes up over half their costs. This is a significant level of platform risk.
In terms of profitability, at this point, the gross margin for these products is usually somewhere between “not great” and “awful.” So, how do you get to the 70% gross margins of the SaaS era? Where we landed is, you don’t, and you don’t need to. Every company is ultimately valued on a multiple of free cash flow. If a company can get to 60% gross margins while selling $1B in revenue with 100 headcount, the free cash flow will be just fine.
For durability, the belief has to be that while people are switching tools and providers frequently now, eventually enterprises will pick one and standardize. We’ve seen this in every new market. There is an early period where the market share is up for grabs, and then it starts to coalesce. Even while the total market subsequently doubles, triples, or 10x over the next 10 years, once that chrysalis period is over, relative market share is hard to move.
Tom used the metaphor of the bacon and skillet debate. Things are hot and moving, and then when you turn the heat off, the fat congeals and things are harder to move. The question is, does AI keep the heat on for longer or are we coming to the congealing time.
Listen to the full episode: https://t.co/zCYH8vx3RG
This is succinct and right

