Thomson Reuters’ Head of Product of CoCounsel Transactional & GCOs, Rawia Ashraf, builds AI products for lawyers, accountants, and auditors, and moves fast without sacrificing accuracy. Rawia started her career as a lawyer at Simpson Thacher before moving into product management at Thomson Reuters.

On this episode of So Many Questions, Rawia tells host Rebecca Goodman-Stephens, CEO of Moses Singer, how a piece of advice from a Big Law partner, don’t let perfect be the enemy of good, shaped the way she runs product today. They discuss how Rawia and her team rebuilt CoCounsel as an agentic AI platform, why she looks to hire a mix of detail-oriented “spreadsheet people” and big-picture “whiteboard people,” and why she believes law firms need to rethink the billable hour as AI changes how junior lawyers learn.

In This Episode

00:29 — Rebecca Goodman-Stephens welcomes her guest from Thomson Reuters.

04:26 — Why a 175-year-old content company now calls itself an AI company.

05:59 — Hiring for a mix of detail-driven executors and big-picture thinkers.

08:52 — The advice a Big Law partner gave during late-night deposition prep. 1

0:12 — How Liz Wiseman's book "Multipliers" shaped a habit of asking questions instead of making statements.

12:12 — Why law firms should charge for outcomes rather than inputs.

17:35 — Advice to a younger self about not needing the path figured out.

19:59 — Inside the "brain transplant" that rebuilt CoCounsel on the Claude Agent SDK.

23:35 — What changes in an organization when women hold the leadership seats.

25:58 — Testing ideas fast while accuracy for lawyers stays non-negotiable.

Relevant Links:

• Moses Singer: www.mosessinger.com

• Thomson Reuters: https://www.thomsonreuters.com

• Connect with Rebecca Goodman-Stephens on LinkedIn: https://www.linkedin.com/in/rebecca-goodman-stephens-b702665/

• CoCounsel: https://www.thomsonreuters.com/en/cocounsel

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