Podcast Episode 45: Gen AI, Growth Challenges, and Corporate Collaboration with Haley Altman

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Haley Altman

In this episode, Ted connects with Haley Altman, Strategic Advisor at Litera, for a dynamic conversation on Gen AI’s role in transforming legal operations, high valuation challenges, and opportunities for innovating within a corporate structure. Haley shares insights on balancing startup agility with corporate resources, detailing how her team developed Gen AI solutions that bridge real industry needs. Packed with practical anecdotes on managing client expectations, rapid tech cycles, and scalable solutions, this episode is a must-listen for anyone interested in the evolving landscape of legal tech.

In this episode, Haley shares insights on how to:

  • Leverage Gen AI to enhance legal transaction processes
  • Create a startup culture within a large corporate structure
  • Balance aggressive growth goals with sustainable product-market fit in tech
  • Manage investor expectations in rapidly evolving markets like AI
  • Build strategic partnerships that bridge innovation and industry demands

Key takeaways:

  • Balancing entrepreneurial freedom within a corporate environment requires clear scope definitions and trust in partnerships to keep innovation focused and aligned.
  • Valuations in AI and legal tech are currently inflated by non-traditional investors who may not fully understand the industry’s slower sales cycles and compliance demands.
  • Even within budgets or alternative fee arrangements, clients often still want to see detailed hours and breakdowns, reflecting a hesitancy to fully abandon traditional billing.
  • In law firms, many are overwhelmed by the sheer number of new Gen AI solutions, creating significant delays in evaluating, piloting, and integrating new technologies.

About the guest, Haley Altman:

Haley Altman is a corporate attorney, founder, and an advisor to many in the legal technology innovation space. Haley began her career in Big Law, first as an associate and then partner, moving into entrepreneurship as the founder of Doxly, Inc., which was acquired by Litera. There she moved up within the company to the role of global head of corporate development, and eventually helped lead 10 acquisitions. Most recently, Haley has shifted to a strategic advisor consulting role at Litera, where she continues to support the leadership team and their M&A and product strategy, including with the development of two new generative AI solutions, Dragon and Lattice. She uses her extensive experience as an entrepreneur and former lawyer to understand the technology, processes and workflows required to help lawyers, while maximizing client satisfaction. 

“With Gen AI, there was so much going on all at once that you really need to think about: how can I build something new?– Haley Altman

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