How AI is reshaping Big Law, with ex-Ashurst digital chief

Tara Waters on the impact of AI, and the firms and tools leading the way.

How AI is reshaping Big Law, with ex-Ashurst digital chief
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Law firms have spent years talking about technology, but according to Tara Waters, former chief digital officer and partner at Ashurst, the last two years have been nothing short of a revolution.

The catalyst of course has been generative AI.

Waters, who now runs her own legal tech consultancy, has been at the forefront of AI adoption in corporate law.

In a wide-ranging interview for The Non-Billable Podcast, she shares insights on how firms are embracing AI, which law firms are leading the charge and whether the billable hour is finally under threat.

Listen to the full-length interview on the podcast. Episode page with links here.

A career at the intersection of law and technology

Waters' career path is a little unconventional.

Before entering the legal world, she was a web developer during the dot-com boom in New York. It was then that she first saw technology racing ahead of the law, from the rise of Napster to the emergence of peer-to-peer file sharing.

That curiosity led her to law school in the US, followed by a move to London, where she joined A&O’s capital markets team before moving to Simmons and then eventually Ashurst where she would become a partner.

Her combined experience in law and technology made her a natural fit for Ashurst’s innovation and digital transformation strategy, where she spearheaded projects such as the firm-wide rollout of AI tool Harvey.

The end of legal tech’s 'back office' phase

For years, legal technology was largely focused on operational efficiency - streamlining processes, automating document review and improving back-office functions. While these innovations improved workflows, they didn’t fundamentally change how law firms delivered services to clients.

That changed with the rise of generative AI, particularly after the public launch of ChatGPT in November 2022.

Fee-earners were hooked, Waters explains: ​​"Basically every single lawyer saw that and suddenly was like, that looks easy to use. I bet I could use it to do X or Y or Z.”

“I had very senior partners telling me they are already paying for the premium account because they wanted to make sure they could access it because they were on the free account. Sometimes you’d tell them to wait for half an hour, and then you'll be able to access it again.”

The tool was a game-changer - and put pressure on Waters to start getting the technology in the hands of lawyers.

“Suddenly you had this whole rush of we have to be using this new generative AI technology. How do we use it? I'm being pulled in the direction of the lawyers.”

“We finally had the mindset shift that we've all been trying to make happen within the legal community finally happen - where the lawyers are saying, we want to work differently. If you give us the right tools, we will work differently and we will adopt this.”

We finally had the mindset shift that we've all been trying to make happen - lawyers are saying, we want to work differently.

AI in law firms: beyond chatbots

Generative AI is no longer just about drafting emails or summarising contracts. The most impactful tools integrate directly into lawyers’ workflows, enabling them to work more efficiently and focus on higher-value tasks.

Many AI tools are now embedded within Microsoft Word, allowing lawyers to review contracts, extract key clauses, and generate reports without leaving their documents. Others offer workflow-driven platforms that can process large volumes of contracts in seconds, extracting relevant information and flagging risks.

Then there are full-scale AI platforms like Harvey, which is now one of the most well-known names in legal tech.

Ashurst conducted a trial of Harvey with nearly 300 lawyers globally, with overwhelmingly positive feedback. Waters explains that the adoption process focused on gathering qualitative and quantitative data to assess usability and accuracy.

The pilot phase was critical, says Waters:

“We ran those trials in such a structured way that our team was able to take all of that quantitative and qualitative data and it was very clear that the people that were involved in the Harvey trial were almost universally saying it was fantastic.”

What should the ROI be for AI?

A big issue on the minds of partners and in-house teams is figuring out what the return on investment actually is for the millions invested in AI tools.

The traditional way is by looking at the time savings AI tools offer lawyers - who can then spend their time on higher value, more complex work.

“That misses the big point”, according to Waters.

Firms should view AI as a “growth engine” instead, something that serves as a competitive differentiator in the market which - ideally - translates into more work from clients.

And don’t overlook its importance on talent. It’s also about “attracting and retaining the best talent by maintaining your position as a market leader in technological innovation”, she explains.

Firms that lag behind may struggle to attract both clients and top legal talent, particularly as junior lawyers increasingly expect to work with modern, AI-enabled tools.

“I think there's quickly going to become a point at which if you don't have something like this within your firm, it's going to start to become a differentiator also for your people.”

The billable hour debate: is AI a threat or an opportunity?

One of the most important discussions around AI is whether it challenges the billable hour model. If AI enables lawyers to work faster, does that reduce the number of hours firms can charge for?

Waters sees it differently - rather than replacing lawyers, AI is shifting how their time is allocated.

While AI certainly makes certain tasks quicker, that doesn’t mean firms will lose revenue through fewer billed hours. Instead, it allows lawyers to spend more time on high-value work that clients are willing to pay for.

There's quickly going to become a point at which if you don't have something like this within your firm, it's going to start to become a differentiator also for your people.

Which firms are leading the way?

While many firms are making investments in technology, Waters highlights Addleshaw Goddard as a standout example.

“I've been super impressed with Addleshaw Goddard and what Kerry Westland and her team have been doing. I think they've got great expertise in that team. And I think as a firm, they've shown that they're willing to invest and move really quickly.”

Other firms are undoubtedly making significant AI investments behind closed doors, but transparency around AI adoption remains mixed across the industry.

The AI tools law firms are betting on

While the legal AI market is becoming increasingly crowded, some tools are emerging as frontrunners.

Waters sees particular value in AI tools that don’t try to interfere with lawyers’ decades-long addiction to Microsoft Word, putting extra value on solutions that integrate seamlessly into lawyers’ existing workflows.

She cites Spellbook, which features a Word add-in for contract review and drafting, as one of the more compelling products available today. She likes it so much, in fact, she has her own personal licence.

She has also followed the development of Definely, the AI contract drafting and negotiation tool created by two former Freshfields lawyers, which has become widely used across major firms:

“I think it's great. I think it's amazing. What they offer is an amalgamation of different capabilities, but all built within Word and all something that, in my view, was something that they did better than the incumbent providers.”

Career advice for lawyers in the age of AI

Waters has built a career at the intersection of law and technology. When asked for career advice, she emphasises the importance of adaptability and confidence.

“Some of the best career advice would be to back yourself. I think there's a lot of talk in the industry about lawyers having imposter syndrome and not always feeling ready and I think it’s important to feel uncomfortable sometimes, getting into new spaces, learning new skills, trying to adapt to a more technology enabled world.”

Asked what separates good lawyers from great ones, Waters says it’s about having clarity of thought under pressure.

“It’s just how quickly in the moment they can react and respond”, she says.

“They just have this amazing ability to dig deep into the well of their memory and just come back with really specific information or really great questions.”

As for what she would like to see the industry do better: more investment in learning and development “for all roles and at all levels”.

“I don't think that we always provide the right level of learning and development at each of those stages because being a partner requires all these skills that as even a senior associate you're not required to tap into and definitely not as a more junior associate.

I would have loved to have had more development in some of those areas and learned to hone those skills quite quickly. It can be a little bit sink or swim.”

Back yourself - I think it’s important to feel uncomfortable sometimes, getting into new spaces, learning new skills, and trying to adapt to a more technology enabled world.

Where to follow Tara

For those interested in legal tech and AI, Waters is active on LinkedIn, where she regularly shares insights on digital transformation in the legal sector.

She also runs Innovation Esquire, a platform where she publishes analysis on emerging trends in legal technology.

Law Firm
Trainee First Year
Trainee Second Year
Newly Qualified (NQ)
Addleshaw Goddard£52,000£56,000£100,000
Akin Gump£60,000£65,000£174,418
A&O Shearman£56,000£61,000£150,000
Ashurst£52,000£57,000£125,000
Baker McKenzie£56,000£61,000£140,000
Bird & Bird£47,000£52,000£98,000
Bristows£46,000£50,000£88,000
Bryan Cave Leighton Paisner£50,000£55,000£105,000
Burges Salmon£47,000£49,000£72,000
Charles Russell Speechlys£50,000£53,000£88,000
Cleary Gottlieb Steen & Hamilton£57,500£62,500£164,500
Clifford Chance£56,000£61,000£150,000
Clyde & Co£47,000£49,500£85,000
CMS£50,000£55,000£110,000
Cooley£55,000£60,000£157,000
Davis Polk £65,000£70,000£170,000
Debevoise £55,000£60,000£173,000
Dechert£55,000£61,000£165,000
Dentons£50,000£54,000£100,000
DLA Piper£50,000£55,000£110,000
Eversheds Sutherland£46,000£50,000£100,000
Farrer & Co£47,000£49,000£88,000
Fieldfisher£48,500£52,000£95,000
Freshfields£56,000£61,000£150,000
Fried Frank£55,000£60,000£175,000
Gibson Dunn£60,000£65,000£180,000
Goodwin Procter£55,000£60,000£175,000
Gowling WLG£48,500£53,500£98,000
Herbert Smith Freehills£56,000£61,000£135,000
HFW£50,000£54,000£100,000
Hill Dickinson£43,000£45,000£80,000
Hogan Lovells£56,000£61,000£135,000
Irwin Mitchell£43,000£45,000£76,000
Jones Day£56,000£65,000£160,000
K&L Gates£50,000£55,000£115,000
Kennedys£43,000£46,000£85,000
King & Spalding£55,000£60,000£165,000
Kirkland & Ellis£60,000£65,000£174,418
Latham & Watkins£60,000£65,000£174,418
Linklaters£56,000£61,000£150,000
Macfarlanes£56,000£61,000£140,000
Mayer Brown£55,000£60,000£135,000
McDermott Will & Emery£65,000£70,000£174,418
Milbank£65,000£70,000£174,418
Mills & Reeve£45,000£47,000£82,000
Mischon de Reya£47,500£52,500£95,000
Norton Rose Fulbright£50,000£55,000£135,000
Orrick£55,000£60,000£160,000
Osborne Clarke£54,500£56,000£94,000
Paul Hastings£60,000£68,000£173,000
Paul Weiss£55,000£60,000£180,000
Penningtons Manches Cooper£48,000£50,000£83,000
Pinsent Masons£49,500£54,000£97,000
Quinn Emanueln/an/a£180,000
Reed Smith£50,000£55,000£125,000
Ropes & Gray£60,000£65,000£165,000
RPC£46,000£50,000£90,000
Shoosmiths£43,000£45,000£97,000
Sidley Austin£60,000£65,000£175,000
Simmons & Simmons£52,000£57,000£120,000
Skadden£58,000£63,000£173,000
Slaughter and May£56,000£61,000£150,000
Squire Patton Boggs£47,000£50,000£110,000
Stephenson Harwood£50,000£55,000£100,000
Sullivan & Cromwell£65,000£70,000£174,418
Taylor Wessing£50,000£55,000£115,000
TLT£44,000£47,500£85,000
Travers Smith£54,000£59,000£120,000
Trowers & Hamlins£45,000£49,000£80,000
Vinson & Elkins£60,000£65,000£173,077
Watson Farley & Williams£50,000£55,000£102,000
Weightmans£34,000£36,000£70,000
Weil Gotshal & Manges£60,000£65,000£170,000
White & Case£62,000£67,000£175,000
Willkie Farr & Gallagher£60,000£65,000£170,000
Withers£47,000£52,000£95,000
Womble Bond Dickinson£43,000£45,000£80,000
Rank
Law Firm
Revenue
Profit per Equity
Partner (PEP)
1DLA Piper*£3,010,000,000£2,400,000
2Clifford Chance£2,300,000,000£2,040,000
3A&O Shearman£2,200,000,000£2,200,000
4Hogan Lovells£2,150,000,000£2,200,000
5Freshfields£2,120,000,000Not disclosed
6Linklaters£2,100,000,000£1,900,000
7Norton Rose Fulbright*£1,800,000,000£1,100,000
8CMS**£1,620,000,000Not disclosed
9Herbert Smith Freehills£1,300,000,000£1,300,000
10Ashurst£961,000,000£1,300,000
11Clyde & Co£844,000,000£739,000
12Eversheds Sutherland£749,000,000£1,300,000
13BCLP*£661,000,000£748,000
14Pinsent Masons£649,000,000£793,000
15Slaughter and May***£625,000,000Not disclosed
16Simmons & Simmons£574,000,000£1,076,000
17Bird & Bird**£545,000,000£696,000
18Addleshaw Goddard£495,000,000Not disclosed
19Taylor Wessing£480,000,000£915,000***
20Osborne Clarke**£456,000,000£771,000
21Womble Bond Dickinson£448,000,000£556,000
22DWF£435,000,000Not disclosed
23Fieldfisher£407,000,000£966,000
24Kennedys£384,000,000Not disclosed
25DAC Beachcroft£325,000,000£700,000

What do City lawyers actually do each day?

For a closer look at the day-to-day of some of the most common types of lawyers working in corporate law firms, explore our lawyer job profiles:

This is a condensed version of our full length interview with Tara Waters on The Non-Billable Podcast. View the episode page here.

FirmLondon office sinceKnown for in London
Baker McKenzie1961Finance, capital markets, TMT
Davis Polk1972Leveraged finance, corporate/M&A
Gibson Dunn1979Private equity, arbitration, energy, resources and infrastructure
Goodwin2008Private equity, funds, life sciences
Kirkland & Ellis1994Private equity, funds, restructuring
Latham & Watkins1990Finance, private equity, capital markets
Milbank1979Finance, capital markets, energy, resources and infrastructure
Paul Hastings1997Leveraged finance, structured finance, infrastructure
Paul Weiss2001Private equity, leveraged finance
Quinn Emanuel2008Litigation
Sidley Austin1974Leveraged finance, capital markets, corporate/M&A
Simpson Thacher1978Leveraged finance, private equity, funds
Skadden1988Finance, corporate/M&A, arbitration
Weil1996Restructuring, private equity, leverage finance
White & Case1971Capital markets, arbitration, energy, resources and infrastructure
Law firmTypeFirst-year salary
White & CaseUS firm£32,000
Stephenson HarwoodInternational£30,000
A&O ShearmanMagic Circle£28,000
Charles Russell SpeechlysInternational£28,000
FreshfieldsMagic Circle£28,000
Herbert Smith FreehillsSilver Circle£28,000
Hogan LovellsInternational£28,000
LinklatersMagic Circle£28,000
Mishcon de ReyaInternational£28,000
Norton Rose FulbrightInternational£28,000
Law Firm
Trainee First Year
Trainee Second Year
Newly Qualified (NQ)
A&O Shearman£56,000£61,000£150,000
Clifford Chance£56,000£61,000£150,000
Freshfields Bruckhaus Deringer£56,000£61,000£150,000
Linklaters£56,000£61,000£150,000
Slaughter and May£56,000£61,000£150,000
Law Firm
Trainee First Year
Trainee Second Year
Newly Qualified (NQ)
A&O Shearman£56,000£61,000£150,000
Clifford Chance£56,000£61,000£150,000
Freshfields Bruckhaus Deringer£56,000£61,000£150,000
Linklaters£56,000£61,000£150,000
Slaughter and May£56,000£61,000£150,000
Law Firm
Trainee First Year
Trainee Second Year
Newly Qualified (NQ)
Ashurst£52,000£57,000£125,000
Bryan Cave Leighton Paisner£50,000£55,000£105,000
Herbert Smith Freehills£56,000£61,000£135,000
Macfarlanes£56,000£61,000£140,000
Travers Smith£54,000£59,000£120,000
FirmMerger yearKnown for in London
BCLP2018Real estate, corporate/M&A, litigation
DLA Piper2005Corporate/M&A, real estate, energy, resources and infrastructure
Eversheds Sutherland2017Corporate/M&A, finance
Hogan Lovells2011Litigation, regulation, finance
Mayer Brown2002Finance, capital markets, real estate
Norton Rose Fulbright2013Energy, resources and infrastructure, insurance, finance
Reed Smith2007Shipping, finance, TMT
Squire Patton Boggs2011Corporate/M&A, pensions, TMT
Law Firm
Trainee First Year
Trainee Second Year
Newly Qualified (NQ)
Ashurst£52,000£57,000£125,000
Bryan Cave Leighton Paisner£50,000£55,000£105,000
Herbert Smith Freehills£56,000£61,000£135,000
Macfarlanes£56,000£61,000£140,000
Travers Smith£54,000£59,000£120,000
Author of blog post.
Olivia Rhye
11 Jan 2022
5 min read