On The Record

Gabby Macsweeney and Ruben Miessen

On the Record is LEGALFLY's show on legal AI. Each episode, CEO Ruben Miessen and VP of Marketing Gabby Macsweeney cover what is actually happening in the industry. The deals, the numbers, the debates, and the ideas shaping the future of legal work. For the people building it, buying it, and thinking seriously about where it is going.

Episodes

  1. Will AI Create More Lawyers or Less? Legal AI, ARR Claims, and the Race for Trust

    11 MAY

    Will AI Create More Lawyers or Less? Legal AI, ARR Claims, and the Race for Trust

    In this episode of LEGALFLY On the Record, Gabby MacSweeney is joined by Ruben Miessen to unpack the latest stories shaping legal AI. They discuss Aaron Levie’s argument that AI could create more lawyers, not fewer, and why the real shift may be in the volume and accessibility of legal work rather than headcount alone. The conversation also covers whether legal AI is becoming a two-horse race between Harvey and Legora, why law firm workflows and in-house legal workflows require different products, and what Legora’s acquisition of Qura says about the growing importance of trusted legal knowledge. Gabby and Ruben also discuss LEGALFLY’s strategic partnership with Qistas in the Middle East, the importance of local legal context, and why regional legal AI cannot rely on generic models alone. Also covered in this episode: • Why “legal AI” is likely to split into more specialised categories • What CLOC Chicago means for LEGALFLY’s US expansion • The debate around ARR, contracted ARR, and trust in legal tech growth claims • Key takeaways from LEGALFLY’s Legal AI Benchmark report • Why AI adoption is organisational change, not a one-off project • Harvey Specter, Jude Law, Legally Blonde, and the marketing arms race in legal AI LEGALFLY On the Record is a regular series covering real-world news, market shifts, and sharp takes from the world of legal and AI.

    21 min
  • 1 Episode

About

On the Record is LEGALFLY's show on legal AI. Each episode, CEO Ruben Miessen and VP of Marketing Gabby Macsweeney cover what is actually happening in the industry. The deals, the numbers, the debates, and the ideas shaping the future of legal work. For the people building it, buying it, and thinking seriously about where it is going.

Information

  • Creator
    Gabby Macsweeney and Ruben Miessen
  • Years Active
    2k
  • Episodes
    1
  • Rating
    Clean
  • Copyright
    © 2026
  • Show Website
    On The Record
  • Provider