Sales Players

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.

Episodes

April 29, 2025 10 mins

Jesse shares his basic process for negotiating compensation as a tech seller.

SPONSORS:

• Pre-Order Commission Impossible! - https://www.salesplayers.co/products/ci

EPISODE LINKS:

• Book FREE 1:1 Coaching Intro with Jesse: 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 Players Slack Communi...

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Jesse talks about mindset shifts sellers can embrace for long-term success.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

EPISODE LINKS:

• Pre-Order Commission Impossible! - https://www.salesplayers.co/products/ci

• Book FREE 1:1 Coaching Intro with Jesse: https://calendly.com/jessewoodbury/1-1-coaching-overview

CONNECT WITH JESSE:

• LinkedIn: https://www.linkedin.com/...

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April 15, 2025 12 mins

Jesse shares ideas for how you can become a more fierce competitor in your deals.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI Notetaker) - SP Promo link: https://fathom.partnerlinks.io/salesplayers

EPISODE LINKS:

• Mutual Action Plan: https://docs.google.com/presentation/d/1br4CrpdOq-3ToypxCTWQ75Ea9DbKtpWSU_bTcKK_TiE/edit#slide=id.p

• Book FREE 1:1 Coa...

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Rachit Kataria is the Co-Founder & CEO of Centralize (https://www.usecentralize.com/) an all-in-one deal collaboration platform for enterprise revenue teams backed by Y Combinator. In this episode, Rachit shares his career story, the origins of Centralize, and the AI opportunity for Enterprise Sales.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI ...

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Jesse shares how he is planning to navigate the uncertain times ahead and asks for feedback on what direction to take the show. Please reach out on Slack, InMail, or email jesse@salesplayers.co to share: #1 What keeps you coming back to the show? #2 What topics would you like to hear more about? For a few of you, I'll pay you for your time giving me feedback on how I can make Sales Players better. Thank you!

SPONSORS:

• Surfe (Linked...

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Jesse shares the 10k play for developing a PoV when reaching out to executives at public companies.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI Notetaker) - SP Promo link: https://fathom.partnerlinks.io/salesplayers

EPISODE LINKS:

• Book FREE 1:1 Coaching Intro with Jesse: https://calendly.com/jessewoodbury/1-1-coaching-overview

CONNECT WITH JESSE:

• L...

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Jesse shares thoughts on the current state of the market and some insights on the importance of finding a niche or specialization in your tech sales career.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI Notetaker) - SP Promo link: https://fathom.partnerlinks.io/salesplayers

EPISODE LINKS:

• Book FREE 1:1 Coaching Intro with Jesse: https://calendly.com/...

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Jesse shares a checklist of ideas for de-risking your deals to increase your close rate and drive more predictability in your pipeline and deals.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI Notetaker) - SP Promo link: https://fathom.partnerlinks.io/salesplayers

EPISODE LINKS:

• Book FREE 1:1 Coaching Intro with Jesse: https://calendly.com/jessewoodbur...

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Jesse shares some ideas for choosing a winning startup by drawing from his own experience working in early startups as a seller.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI Notetaker) - SP Promo link: https://fathom.partnerlinks.io/salesplayers

EPISODE LINKS:

• Books Mentioned: Play Bigger, Crossing the Chasm

CONNECT WITH JESSE:

• LinkedIn: https://ww...

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Jesse shares insights on the current state of tech sales hiring with ideas for how to ace your next interview.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI Notetaker) - SP Promo link: https://fathom.partnerlinks.io/salesplayers

EPISODE LINKS:

• Book FREE 1:1 Coaching Intro with Jesse: https://calendly.com/jessewoodbury/1-1-coaching-overview

CONNECT WIT...

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Amanda Crooks is the Founding Director of BlinkMetrics. In this episode, she joins Jesse to share lessons from selling software in a bootstrapped startup.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Promo link: https://www.surfe.com/?kfl_ln=jesse-woodbury

• Fathom (#1 AI Notetaker) - SP Promo link: https://fathom.partnerlinks.io/salesplayers

EPISODE LINKS:

• Connect with Amanda: https://www.linkedin.com/in/amandamcrooks/

•...

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Jesse shares some tips for getting the most out of your sales meeting recordings tool (Gong, Chorus etc.)

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Discount link: https://www.surfe.com/?kfl_ln=jesse-woodbury

EPISODE LINKS:

• Get Fathom: Get Fathom: https://fathom.partnerlinks.io/salesplayers

CONNECT WITH JESSE:

• LinkedIn: https://www.linkedin.com/in/jessewoodbury/

• Website: https://jessewoodbury.com/

HELP GROW SP:

• Jo...

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Chris Dankowski is a Sales Strategy Consultant and Coach to Sellers and Founders in tech. Based in Austin, Texas, Chris has previously sold at top companies like: Evernote, Outreach and HubSpot. In this episode, Chris shares insights on managing your tech sales career.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Discount link: https://www.surfe.com/?kfl_ln=jesse-woodbury

EPISODE LINKS:

• Connect with Chris: https://www....

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Jesse shares an update on the future of Sales Players, re-introduces his background and shares an important mindset shift that will help your buyers take you more seriously.

SPONSORS:

• Surfe (LinkedIn Prospecting Streamlined) - SP Discount link: https://www.surfe.com/?kfl_ln=jesse-woodbury

CONNECT WITH JESSE:

• LinkedIn: https://www.linkedin.com/in/jessewoodbury/

• Website: https://jessewoodbury.com/

HELP GROW SP:

• Join: http...

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*Pod Swap - Jesse's interview on the How the Deal Was Done podcast: Jesse Woodbury shares his journey of converting a small proof of concept into a seven-figure deal with a B2C Home Services Company. A deal so impactful it raised the buying company’s share price. This deal is a perfect example of the power of internal champions and genuine customer relationships.

SPONSORS:

• Leadfeeder (Turn Page Views into Pipeline) - ⁠⁠⁠⁠⁠⁠⁠...

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Kaela Altman is the Community Manager for the Salesforce, Salesblazers sales networking community. Based in New York, she brings 15+ years of building, managing, and growing communities for enterprise tech. She joins the Sales Players to share details about growing and managing the Salesblazers Slack community.

SPONSORS:

• Leadfeeder (Turn Page Views into Pipeline) - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://leadfeeder.partnerlinks.io/rsscjriylqgb - S...

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Morgan J. Ingram is the Founder & CEO of AMP Creative. Morgan is a force to be reckoned with in the B2B Sales Community. He initially gained traction as the creator and host of The SDR Chronicles and has since gone on to build an amazing career as a subject matter expert, keynote speaker and advisor. He joins the Sales Players to share how sellers and leaders can build their subject matter expertise and turn expertise into pipe...

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Dustin Beaudoin is the Founder of ChatAE, a copilot built for pre- and post-call tasks. Built to prep for calls, write recap emails, and plan next steps while coaching you to become an elite seller. Dustin joins SP to share ideas for leveraging AI in your sales process.

SPONSORS:

• Leadfeeder (Turn Page Views into Pipeline) - https://dash.partnerstack.com/leadfeeder/links⁠ - SP fans use this link for an extended, 21-day free trial

...

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Kevin McIntyre is the CRO of Dealfront. In this episode he joins the Sales Players to share insights from his career journey to CRO.

SPONSORS:

• Leadfeeder (Turn Page Views into Pipeline) - ⁠⁠⁠⁠⁠⁠⁠⁠https://leadfeeder.partnerlinks.io/rsscjriylqgb

this link for an extended, 21-day free trial

• Salesblazers (Free Sales Networking Community) - https://www.salesforce.com/blog/sales/salesblazer-community-sign-up/?utm_campaign=amer_sf...

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Paul M. Caffrey is a Dublin-based Author, Speaker & Sales Performance Coach. He joins the Sales Players to share insights from his work as an AE coach and author of the book: The Work Before the Work: The Hidden Habits Elite Sales Professionals Use to Outperform the Competition.

SPONSORS:

• Leadfeeder (Turn Page Views into Pipeline) - ⁠⁠⁠⁠⁠⁠⁠⁠https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an exten...

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