In this episode, Deepa Tailor, Founder and Principal Owner at Tailor Law shares how the pandemic sped up divorce cases and how AI is now changing the game for law firms, from client intake all the way to virtual courtrooms.
She walks us through how her team went from piles of paperwork to running a fully cloud-based system, and what that shift means for founders still stuck in outdated workflows.
You’ll also hear how she built her lead generation funnel, starting with paid ads when she was just getting started, and later adding SEO, podcasts, and content that now work together to bring in clients.
Deepa breaks down why marketing without strong systems is risky, how niching down helped her serve better (and grow faster), and the key numbers she tracks to make smarter marketing decisions.
We also get into the tech she uses to run her 20-person team, including AI tools that save time on research and admin. And despite all the tech, Deepa reminds us that nothing beats human connection, clear communication, real empathy, and strong advocacy are still the heart of what makes a law firm successful.
Get access to 250k+ link connections and build your website authority with us:
https://www.digitalwebsolutions.com/
In this episode, we discuss:
00:00 - 02:05: Introduction
02:05 - 03:40: From solo lawyer to a growing firm
03:40 - 05:15: Building a brand based on empathy, not just law
05:15 - 06:50: Divorce trends post-COVID: What changed?
06:50 - 08:35: How Deepa builds trust with new clients
08:35 - 10:10: TV vs reality: What divorce law is really like
10:10 - 12:05: When things get messy: From peace talks to court
12:05 - 13:50: Lead generation: What brings in clients in 2025?
13:50 - 15:40: From paid ads to SEO: Her marketing evolution
15:40 - 17:20: Mistakes made: The lesson in saying “yes” to everyone
17:20 - 18:50: Why systems matter more than traffic
18:50 - 21:10: Running a 20-person firm: Team, tools, structure
21:10 - 22:50: Serving clients globally with Ontario ties
22:50 - 24:20: How family law went fully digital post-COVID
24:20 - 26:00: AI tools Deepa actually uses in her firm
26:00 - 27:45: What tech can’t replace: The human side of law
27:45 - 29:13: What she wishes she knew when starting
Connect with Deepa Tailor
https://www.linkedin.com/in/deepatailor
tailorlaw.com
Subscribe to Digital Web Solutions
Website: https://www.digitalwebsolutions.com/
Facebook: https://www.facebook.com/digiwebsol
Instagram: https://www.instagram.com/dws_global/
LinkedIn: [https://www.linkedin.com/company/digital-web-solutions.]