
Making the Most of Your Tech Sales Career
Jesse shares lessons on making the most of the tech sales career opportunity. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai/...
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Interviews with the SaaS industry's top performing sellers. SaaS Sales Players breaks down the mindset, habits and processes used by software's most successful revenue producers to crush quo...

Jesse shares lessons on making the most of the tech sales career opportunity. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai/...

Lessons on (personal) brand building from 5 years of hosting this podcast. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai/?ut...

Jesse shares 20 go-to questions for introducing friction in your deals. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai/?utm_s...

Jesse shares insights on trends he's hearing about from conversations with sales leaders, founders, and recruiters etc. SPONSORS: ChatAE (AI...

Jesse shares his approach to building pipeline from the closed-lost deals in your territory. SPONSORS: ChatAE (AI Account Planning): https:/...

Jesse shares five simple but powerful habits that increase your chances of closing more deals. SPONSORS: ChatAE (AI Account Planning): https...

Jesse shares ideas for getting yourself out there and building your network. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai/?...

Jesse shares five side hustles that B2B sellers can launch without leaving their day job. He walks through ideas he’s personally tested to t...

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...

Jesse breaks down the exact numbers he tracks to stay on target and outperform quota. SPONSORS: ChatAE (AI Account Planning): https://www.ch...

Jesse sits down with his former sales leader Vince Beese, the only exec he’s ever seen cold call procurement to get a deal done. They break...

Jesse shares 20 proven sales plays he turns to when deals stall, pipeline dries up, or nothing seems to be working. These are high-leverage,...

Jesse (who is not giving financial or investment advice) shares why tech sellers have a huge advantage when it comes to building wealth and...

Jesse sits down with " Fidel Cache Flow ," an anonymous tech seller who’s built a cult following on Sales Twitter with unfiltered takes on c...

Jesse breaks down 23 hard-earned truths about enterprise sales that every seller should know SPONSORS: ChatAE (AI Account Planning): https:/...

The best candidates don’t just show up, they sell themselves at every step. In this episode, Jesse shares the high-leverage interview plays...

Jesse breaks down the 10 traits that separate good reps from top-performing enterprise and mid-market sellers. After a decade in tech sales...

Jesse shares the unfiltered story of his time as the founding AE at a seed-stage startup. From landing the role on a mountain bike trail to...

Jesse breaks down the exact cold call routine he uses daily to drive pipeline. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai...

Jesse reminds sellers why understanding the product matters, especially when selling to IT buyers. SPONSORS: ChatAE (AI Account Planning): h...

Jesse shares a real-life look at how he juggles tech sales, content creation, fitness, and family life each week. SPONSORS: ChatAE (AI Accou...

Jesse shares real strategies for SDRs looking to break into AE roles, drawing from his own journey from SDR > SDR Leader > Enterprise...

Jesse gives his take on why you should consider spending the first few years of your career in an office. SPONSORS: ChatAE (AI Account Plann...

Jesse shares his basic process for negotiating compensation as a tech seller. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai/...

Jesse talks about mindset shifts sellers can embrace for long-term success. SPONSORS: ChatAE (AI Account Planning): https://www.chatae.ai/?u...

Jesse shares ideas for how you can become a more fierce competitor in your deals. SPONSORS: ChatAE (AI Account Planning): https://www.chatae...

Rachit Kataria is the Co-Founder & CEO of Centralize (https://www.usecentralize.com/) an all-in-one deal collaboration platform for enterpri...

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...

Jesse shares the 10k play for developing a PoV when reaching out to executives at public companies. SPONSORS: ChatAE (AI Account Planning):...

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

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

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

Jesse shares insights on the current state of tech sales hiring with ideas for how to ace your next interview. SPONSORS: ChatAE (AI Account...

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

Jesse shares some tips for getting the most out of your sales meeting recordings tool (Gong, Chorus etc.) SPONSORS: ChatAE (AI Account Plann...

Chris Dankowski is a Sales Strategy Consultant and Coach to Sellers and Founders in tech. Based in Austin, Texas, Chris has previously sold...

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

*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...

Kaela Altman is the Community Manager for the Salesforce, Salesblazers sales networking community. Based in New York, she brings 15+ years o...

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...

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 pla...

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

Paul M. Caffrey is a Dublin-based Author, Speaker & Sales Performance Coach. He joins the Sales Players to share insights from his work as a...

Jeb Blount is the author of 15 books, including Fanatical Prospecting , a staple in the modern tech sales world. Jeb is a coach and advisor...

Mike Simmons is the Founder of Catalyst A.C.T.S which helps technical SaaS founders and team leaders scale their organizations from $2M - $8...

Egan Montgomery is the Co-Founder of Backstroke, a GenAI email platform marketers. Based in Indy, Egan joins the Sales Players to share less...

Corey Kossack is the Founder & CEO of Aspireship a career acceleration platform built for the modern workforce. Corey's based in Scottsdale,...

Shimmy Savitsky is the Founder of Esek, an automation consulting agency that specializes in helping salespeople. Shimmy joins the Sales Play...

A replay from our most recent SP virtual meetup. Join us in Slack to get notified about the next one: https://www.launchpass.com/saas_sales_...

Phil Putnam is a speaker, author, coach & workshop leader helping leaders get top team performance and extend employee tenure. He joins the...