Jesse Woodbury
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.
Author
Jesse Woodbury
Category
Podcast website
Latest episode
Oct 17, 2025
Where to listen?
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Episodes
From AE to CEO & Driving Sales with Personalized Gifts with Kris Rudeegraap of Sendoso 12.09.2024 42:17
Kris Rudeegraap is the Co-Founder & Co-CEO of Sendoso, the gifting and direct mail platform that helps revenue teams 6x second call rates, double win rates and close deals 29% faster. Kris joins the Sales Players to share how he used the skills he developed as an AE to launch a category leading company. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.i...
Mastering Comp Negotiation with Devon Hennig 05.09.2024 47:34
Devon Hennig, Author of "The Senior Compensation Bible" and "How to Be VP" Host @BoardroomConfidential and SaaS Consultant & Analyst joins the Sales Players to share the secrets top execs use to negotiate their comp. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free t...
Remote Work, AI, and Predictions on the Future of Sales with Scott Leese 29.08.2024 54:51
Scott Leese is the CEO & Founder of Scott Leese Consulting. Based in Austin, Texas, he's an advisor, author, investor, former executive sales leader. Scott sits down with the Sales Players to share his perspectives on the current state of the B2B sales industry. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link...
Understanding: Comp Plans, PIPs, Severance, Equity Grants & Commission Issues with Dan Goodman 21.08.2024 49:38
Dan Goodman is the founder of Dan Goodman Employment Advisory. Based in Boston, MA, Dan has been a fierce and passionate advocate for employees for over three decades. Dan joins the Sales Players to share his mission is to provide truth and transparency around the employer/employee relations. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb -...
Closing More Complex Deals with Krysten Conner 13.08.2024 53:56
Krysten Conner spent 12 years in Enterprise sales as an Account Executive with multi-billion dollar tech companies like Salesforce, Tableau and Outreach. Based in Dallas, Texas, she helps sellers close more complex deals. She joins the Sales Players to share insights from her career, content and trainings. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/...
Growing Your Exposure with GenAI with Joe Apfelbaum of evyAI 07.08.2024 1:04:07
Joe Apfelbaum is the Founder of evyAI and the author of High Energy Networking. Based in Brooklyn, NY, Joe joins the Sales Players to share how AI will change the way sellers build pipeline and close deals. SPONSORS: • evyAI (AI Content Assistant for LinkedIn) - https://evyai.com/?via=salesplayers • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP...
Finding Balance & Community in Sales with JC Pollard of Holistic Sales Co/Gong 31.07.2024 54:12
JC Pollard is an AE at Gong and Co-Founder of Holistic Sales Co. based in Austin, TX. In this episode, JC shares how he got his start in sales, going from SDR to leading a paid sales community. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial EPISODE LINKS: • Connect with JC: https://...
1080s, 1099s and Balancing Sales Leadership as a Competitive Snowboarder with Jayden Belcher 24.07.2024 52:53
By day, Jayden Belcher leads Enterprise GTM at Britive and by night she competes as a sponsored, pro snowboarder. Based in Phoenix, AZ, Jayden shares with the Sales Players how she balances her day-to-day sales leadership with competitive snowboarding. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link f...
Why Sales Skills Are Life Skills with Shane Jamison 17.07.2024 51:42
Shane Jamison is a Dallas-based, high performance sales coach who helps sellers blow past quota. He joins the Sales Players to share lessons in selling, business ownership and life in general. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospect...
Building an Audience on LinkedIn & Going from Seller to Co-Founder with Sarah Brazier of Dimmo 09.07.2024 55:15
Sarah Brazier is the Co-Founder of Dimmo a solution for watching SaaS demos without jumping into sales cycles. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?kfl_ln=jesse-woodbury EPISODE LINKS: • C...
Driving Execution Excellence for Sales with Ross Rich of Accord 27.06.2024 49:07
Ross Rich is the CEO & Co-Founder of Accord, which helps revenue teams drive execution excellence by enforcing their standards for how they sell, onboard, and expand w/ customers. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Strea...
These Are the Tools We Can't Live Without As Sellers 15.06.2024 23:03
The Sales Players share the tools they cannot live without when doing deals. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?kfl_ln=jesse-woodbury EPISODE LINKS: SPONSORS: • Leadfeeder (Turn Page Vie...
From Copywriting to Closing with Mor Assouline 11.06.2024 45:09
Mor Assouline is the Founder of From Demo to Close (FDTC). He helps AEs and Sales Teams Win More with Training, Enablement, and Coaching. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?kfl_ln=jesse-...
The Seller's Journey, Psychology Sales & Building a Sales Coaching Bot with Richard Harris 30.05.2024 51:16
Richard Harris is the Founder of the Harris Consulting Group. He is a 4x Salesforce Sales Leader 5x AAiSP Top Sales Leader. He joins the Sales Players to share insights from his new book, The Seller's Journey. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Sur...
10 Things That Might Be Costing You Deals 26.05.2024 33:38
Jesse shared 10 things that might be costing you large deals. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?kfl_ln=jesse-woodbury CONNECT WITH JESSE: • Linkedin: https://www.linkedin.com/in/jessewo...
Our Must-Read Books for Sellers 22.05.2024 26:15
The Sales Players each share 3 books that influenced their career, mindset and business. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?kfl_ln=jesse-woodbury EPISODE LINKS: • Get our reading list: h...
Stealing the Sales Playbooks of the Top 0.01% with Chris Orlob of pclub.io 14.05.2024 42:55
Chris Orlob is a Serial sales tech entrepreneur who helped grow Gong from $200k to $200M ARR and a $7.2B valuation in five years. Chris is on a mission to build an ecosystem of companies that will change how sales organizations Hire, Ramp, Develop, and Retain their salespeople. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb ...
Improving Your Pitch with a Story 06.05.2024 15:02
Jesse shares a few resources for complimenting your pitch and deck with a compelling story. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?kfl_ln=jesse-woodbury EPISODE LINKS: • https://medium.com/t...
From Valet to VP of Sales with Colin Specter of Orum 25.04.2024 43:24
Colin Specter is the VP of Sales at Orum, an AI-powered Live Conversation Platform for sellers. He joins the Sales Players to share his journey from working as a valet to leading a high growth, high performance sales team. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free tr...
Innovative Pipe Generation Ideas to Implement ASAP with Tom Slocum of The SD Lab 16.04.2024 45:02
Tom Slocum is the Founder & CEO of The SD Lab. He joins the Sales Players to share some ideas for improving your outreach - calling & building a brand. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.su...
Building a Flywheel Business & Going to Market with an Affiliate Sales Model with Ramon Berrios of Castmagic 09.04.2024 31:37
Ramon Berrios is the Co-Founder of Castmagic. He joins the Sales Players to share how he brings product to market and how he plans to scale Castmagic. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?...
The Secret to Selling with Video on LinkedIn with Danny DelVecchio 02.04.2024 46:14
Danny DelVecchio (Coach Danny D) is a video content expert with a goal to give a voice to sellers with LinkedIn videos. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamlined) - https://www.surfe.com/?kfl_ln=jesse-woodbury EPISODE L...
Build What Sells. Sell What you Built with Derek Osgood of Ignition 25.03.2024 35:54
Derek Osgood is the Founder & CEO of Ignition. Derek joins the Sales Players to share the story of his journey to founding Ignition and the importance of getting product, marketing and sales on the same page. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surf...
Tips for Running Great Demos, Fighting Customer Churn & Building High Performing Teams with Barry Klein of Talroo 14.03.2024 59:30
Barry Klein is the VP of Success & Enablement at Talroo he joins the Sales Players to share his unique combination of leadership, communication, management and technical skills. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streaml...
Landing on your Feet After a Layoff 11.03.2024 24:48
Getting laid off sucks. The sudden loss of a job and your income can be a challenging experience. In this episode we brainstorm some ways to get back on your feet after a layoff. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • Surfe (LinkedIn Prospecting Streamline...
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