Sales Players

Updated: 19 Sep 2025 • 204 episodes
www.salesplayers.co

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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Lessons on (personal) brand building from 5 years of hosting this podcast. SPONSORS: ChatAE: https://www.chatae.ai/ EPISODE LINKS: • 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit • Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overview

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Jesse shares 20 go-to questions for introducing friction in your deals. SPONSORS: ChatAE: https://www.chatae.ai/ EPISODE LINKS: • 20 Questions Download: https://docs.google.com/document/d/1Ko2yqyLeZ-GdVCDaiROomtZrvvNw50Y3/edit • Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overview CON

13 min
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Jesse shares insights on trends he's hearing about from conversations with sales leaders, founders, and recruiters etc. EPISODE LINKS: • Schedule 1:1 Coaching Consult: https://calendly.com/jessewoodbury/1-1-coaching-overview CONNECT WITH JESSE: • LinkedIn: https://www.linkedin.com/in/jessewoodbury/ HELP GROW SP: • Join

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

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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

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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:/

12 min
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