Sales Players
The #1 resource for top players in Tech Startup Sales. Hosted by Jesse Woodbury, an expert in early-stage startup selling, Sales Players features weekly, actionable ideas for reps, founders, and operators by exploring the mindset, skills, and tools high performers use to generate pipeline, close deals, and build wealth in Tech Sales.
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Jesse shares his approach to building pipeline from the closed-lost deals in your territory. EPISODE LINKS: • Re-engagement Email Template: https://www.salesplayers.co/posts/copy-my-re-engagement-email-template CONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • 1:1 Coaching: https://calendly.c
Jesse shares five simple but powerful habits that increase your chances of closing more deals. EPISODE LINKS: • Aug '25 Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-session CONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • Website: https://jessewoodb
Jesse shares ideas for getting yourself out there and building your network. EPISODE LINKS: • Order Red Zone Selling by Vince Beese: https://www.amazon.com/dp/B0FLLHQG13 • Aug '25 Only Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/paid-coaching-session CONNECT WITH JESSE: • LinkedIn: https:/
Jesse shares five side hustles that B2B sellers can launch without leaving their day job. He walks through ideas he’s personally tested to turn sales skills into extra income while working full-time in tech sales. EPISODE LINKS: • Aug '25 Only Coaching Promo ($99 Sessions) Book at: https://calendly.com/jessewoodbury/pa
Why Reps Are Ditching Managers for AI Roleplay with Sriharsha (Sai) Guduguntla of Hyperbound
Sriharsha (Sai) Guduguntla is the Co-Founder of Hyperbound, an AI Sales Coach. He joins Jesse to share insights into how sellers can use AI to improve their craft. EPISODE LINKS: • Connect with Sai: https://www.linkedin.com/in/sguduguntla/ • Get Hyperbound: https://www.hyperbound.ai/ CONNECT WITH JESSE: • LinkedIn: htt
Jesse breaks down the exact numbers he tracks to stay on target and outperform quota. EPISODE LINKS: • 1:1 Coaching Intro: https://calendly.com/jessewoodbury/1-1-coaching-overview CONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ • Website: https://jessewoodbury.com/ HELP GROW SP: • Join Sales
