Leland+ for Sales

Comparing S&T to Investment Banking, Consulting, and Asset Management

A breakdown on how S&T differs from other finance career paths in pay, hours, required skills, and long-term exit paths.

Inside the Trading Floor

Peek behind the curtain to understand the tech, the structure, and the high-stakes culture of a major bank's trading room.

Interviewing Founding AE Candidates

How to interview your first sales reps

AMA/Office Hours: Sales "deal desk"

Got a tough deal you're trying to close? Not sure how to handle a tricky objection, or how to structure pricing for your early-stage product? Need help figuring out why a once-hot opportunity has gone cold? Bring your sales questions to this open “Deal Desk” AMA session. Whether you’re a founder doing your own sales, an AE trying to close faster, or a BDR struggling to get responses, this is your space to get unfiltered, tactical guidance from a startup sales coach who’s been in your shoes. I’ve helped dozens of venture-backed startups go from zero to repeatable sales processes, and I’m opening up the floor to help you work through your blockers in real-time. Think of this like having a VP of Sales on speed dial for 60 minutes. About me: I have an MBA from Stanford and was the first sales hire at two venture-backed startups that now have 9 figure valuations (Arc Technologies and Trunk Tools). I'm now a full-time sales coach and consultant to help B2B SaaS startups to scale beyond founder-led sales, turning interested prospects into paying customers. Don't miss this opportunity to gain insights and strategies tailored to your needs.

Introduction to Careers and Recruiting in Capital Markets and Sales & Trading

​Curious about careers in Capital Markets and Sales & Trading? In this session, you’ll get a clear overview of what these roles actually involve, how they differ, and what it takes to succeed in each. We’ll also break down the recruiting process, including the skills and qualities firms are looking for, and how you can start preparing now to stand out in interviews. ​The session will be led by Ryan T., a Leland coach with first-hand experience in investment banking and capital markets, as well as extensive involvement in training and recruiting. He’ll share practical insights on navigating these competitive paths and help you build a roadmap to land your first role in the industry.

Sales Compensation Overview

A guide on how sales reps are typically compensated, ways to align incentives, and mistakes to avoid.