Notes To My (Legal) Self

Season 11, Episode 3: The Business Wants LegalTech They Just Don't Know It Yet (with Chad Aboud)


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Think lawyers hate legal tech? They don’t—they just don’t know how much they need it yet. In this episode, Chad Aboud reveals how to sell legal tech into corporate legal departments and drive adoption that actually sticks.

Continuing our Legal Operations series, Chad joins Olga Mack for a candid conversation about what really works (and what doesn’t) when bringing new solutions into legal teams. From building internal champions to avoiding post-sale burnout, Chad shares a playbook grounded in empathy, curiosity, and community-building.

In this episode, you’ll learn:

  • How to sell into legal without selling out your values

  • Why pre-agreeing on “wins” smooths tech rollouts

  • How to build first versions that leave room for growth

  • Ways to engage sales, finance, and account management post-sale

  • How to become a trusted sounding board for lonely legal teams

If you're ready to turn resistance into momentum—and move legal teams from “maybe” to “let’s go”—this episode is your essential guide. Tune in for real-world strategies, fresh perspective, and a smarter way to sell and implement legal tech.

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Notes To My (Legal) SelfBy Olga V. Mack

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