All episodes September 7, 2026

Getting into technical sales at Amazon Web Services (AWS) and Databricks as an account executive

How to bridge the gap between technical engineering roots and success in high-stakes technical sales. We break down the path from structural design to enterprise tech.

Carlin Gerstenberger joins to discuss his career transition from structural engineering to the world of Databricks. We analyze how deep technical expertise informs a winning sales mental model, particularly when navigating complex digital-native accounts.

We also explore practical AI workflows for sales professionals, demonstrating how to automate administrative burdens like QBR prep and Salesforce updates. By leveraging these tools for prospecting and strategy, sellers can move past manual data entry to focus on high-value client interactions.

Subscribe for weekly breakdowns of sales operations and enterprise tech strategy.

00:00 Mountaineering Meets Tech
01:09 Weather Smoke and Fires
03:03 Career Journey to Databricks
05:57 Breaking Into AWS
09:02 Real World Engineering Story
10:23 Sales Mental Model
14:50 Technical Depth as a Seller
17:54 AI Tools for Sales Work
22:33 Automations and MCP Workflows
24:57 Personal AI Projects
27:48 Advice for Getting Into Tech
31:03 Nepal Plans and Wrap Up
32:24 Post Show Editing and Outro

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