Legal(tech) Briefs: Zach Posner ft Dru Armstrong
- Kimberley Orcullo
- May 20
- 1 min read

Welcome to Legal(tech) Briefs! In this episode, Zach Posner sits down with Dru Armstrong, CEO of AffiniPay, the parent company of LawPay, MyCase, Docketwise, and Casepeer—platforms serving over 70,000 law firms and half of the Am Law 200. Dru and Zach discuss how fintech, data intelligence, and product-driven leadership are transforming how legal professionals manage payments, grow their firms, and serve clients in a rapidly evolving landscape.
With a JD and MBA and a career spanning SaaS, private equity, and legal services, Dru shares her journey leading AffiniPay through major milestones, including the acquisition of MyCase and the launch of AffiniPay IQ. She offers candid insights on building at scale, fostering innovation inside legacy industries, and supporting the next generation of legal tech entrepreneurs. Her approach to leadership, technology, and customer experience reflects a deep understanding of what today’s law firms need to thrive.
Whether you’re a founder, investor, legal tech operator, or firm leader looking to stay ahead of the curve, this episode is packed with perspective and practical takeaways from one of the sector’s most dynamic voices. Tune in—you won’t want to miss it!
Want to watch the interview? See it here.
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