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Richard Strom joins Warren Kucker to discuss The Tools Changed, The Job Didn't: An Enterprise AE's Take on AI in Sales. Key takeaways include Sales Reps as Conductors and The Evolution of Enterprise Sales.

EP. 6 36 min February 4, 2026 Recorded February 4, 2026

The Tools Changed, The Job Didn't: An Enterprise AE's Take on AI in Sales

with Richard Strom

"The tools changed. The job didn't."

About This Episode

The episode explores how enterprise sales has evolved over 15+ years, particularly through the lens of AI's impact on sales workflows. Rich Strom discusses his journey from cold calling to closing six-figure maritime deals, examining how sales tools have historically burdened rather than empowered reps.

About the Guest

Richard Strom

Enterprise SaaS sales professional with 15+ years of experience, progressing from cold calling to closing six-figure deals in maritime shipping at Sedna. Recently transitioned from sales management back to an individual contributor role.

Key Takeaways

  • Sales Reps as Conductors
  • The Evolution of Enterprise Sales
  • The Impact of AI on Sales
  • The Role of AI in Maritime Industry

Chapters

00:00 Introduction to Enterprise Sales Evolution
06:32 Evolution of Sales Techniques
19:44 Buyer Behavior and AI in Maritime Industry
30:52 The Future of AI in Sales
Account ExecutivesSales ManagersRevenue OperationsVPs of SalesCRO

About the Host

Selling AI is hosted by Warren Kucker, founder of Topiq. Each week he sits down with revenue leaders, founders, and operators to unpack the strategies, tools, and stories behind selling AI products and using AI to sell smarter.

Warren Kucker — Host of Selling AI

Warren Kucker

A revenue leader and entrepreneur who founded Basiq.work, focusing on conversational AI for sales teams. Previously served as VP of Sales and CRO at Series B companies, scaling revenue to $2M+ quarterly bookings. His exits include Shelly.ai (ML email automation) and Boxton (digital freight platform). Started his career at Apple managing a $100M shipping efficiency program.