Last summer, something monumental happened. One of Uncuffed's founding producers, Greg Eskridge, came home after more than 30 years in prison. In this episode we’ll bring you back to that emotional day last summer when he walked out of the San Quentin gates, free at last. Our work in prisons is supported by the California Arts Council, the California Department of Corrections and Rehabilitation, independent foundations, and donations from listeners like you. Learn more, sign up for Uncuffed news, and support the program at www.weareuncuffed.org Follow us @WeAreUncuffed on Instagram and Facebook Transcripts are available within a week of the episode coming out at www.kalw.org/podcast/uncuffed…
The #1 podcast for top players in tech sales and GTM. Hosted by Jesse Woodbury, an expert in early stage startups and enterprise selling, Sales Players features weekly, actionable ideas for reps, founders and operators by exploring the mindset, skills and tools used by top performers to generate more pipeline, close more deals and build wealth in tech sales.
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Hey everybody, my name is David Craig White and I am your host here at the Sales Players Podcast, and over the next few days, weeks, months and hopefully years, we aim to bring you a ton of value, and we’re pretty confident we’ll bring some entertainment too. My personal goal for this podcast is that we’re not going to just focus too much on bringing you the same sales gurus, influencers or sales players from the Fortune 500 companies you've seen on most other sales podcasts. We’re going to ...
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How to Ace Sales Interviews & Be the Top Candidate
27:35
27:35
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27:35Jesse 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 Coach…
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Sales Players

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Lessons from the Startup Trenches with Amanda Crooks of BlinkMetrics
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48:24
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48:24Amanda 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/sales…
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7 Tips for Getting the Most Out of Your Meeting Recording Tool
22:53
22:53
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22:53Jesse 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://w…
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Winning an Electric Car as a Sales Spiff and Other Crazy Career Stories with Chris Dankowski
55:18
55:18
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55:18Chris 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:/…
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Why Your Buyers Don't Take You Seriously + Show Update & Re-Intro
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32:13
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32:13Jesse 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/i…
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Outcome of 7-Figure Deal: Increase in Customer Stock Price - Pod Swap with How the Deal Was Done
32:00
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32:00*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…
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Building Your Professional Network Via Slack with Kaela Altman of Salesforce, Salesblazers
48:26
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48:26Kaela 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 Vie…
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Becoming a Subject Matter Expert in Sales with Morgan J. Ingram
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43:57
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43:57Morgan 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 …
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How to Use AI to Hit Your Goal in 2025 with Dustin Beaudoin of ChatAE
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37:37Dustin 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.partnerst…
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The Sales Ops Path to CRO with Kevin McIntyre of Dealfront
45:32
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45:32Kevin 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://…
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The Work Before the Work, Learning the Habits of Elite Sellers with Paul M. Caffrey
51:39
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51:39Paul 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…
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Sales Players

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Finding Your Edge in Sales with Jeb Blount of Sales Gravy
57:23
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57:23Jeb Blount is the author of 15 books, including Fanatical Prospecting, a staple in the modern tech sales world. Jeb is a coach and advisor and founded Sales Gravy to help sales organizations, sales leaders, and sales professionals sell more. Jeb joins the Sales Players to share ideas for mastering sales conversations, building discipline in prospec…
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Building a Process-Driven Sales Team with Mike Simmons of Catalyst
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54:45Mike Simmons is the Founder of Catalyst A.C.T.S which helps technical SaaS founders and team leaders scale their organizations from $2M - $80M ARR using design thinking. Mike is based in Phoenix, AZ and joins the Sales Players to share insights around process, people, communication and leadership. SPONSORS: • Leadfeeder (Turn Page Views into Pipeli…
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Key Skills for Selling in a Startup with Egan Montgomery of Backstroke
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40:14Egan Montgomery is the Co-Founder of Backstroke, a GenAI email platform marketers. Based in Indy, Egan joins the Sales Players to share lessons learned from his career journey from Intern to Founder. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an exte…
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A Founder's Guide to Career Growth & Transformation with Corey Kossack of Aspireship
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49:07Corey Kossack is the Founder & CEO of Aspireship a career acceleration platform built for the modern workforce. Corey's based in Scottsdale, Arizona and he joins the Sales Players to share his perspective on the current state of the job market while sharing lessons on career growth, transition and re-invention. SPONSORS: • Leadfeeder (Turn Page Vie…
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Elevating Your Sales Process with Automation with Shimmy Savitsky of Esek
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49:00Shimmy Savitsky is the Founder of Esek, an automation consulting agency that specializes in helping salespeople. Shimmy joins the Sales Players to share some ideas for incorporating more automation into the sales process. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use thi…
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How to Start Building an Online Brand (That Actually Helps You Sell) - Live Replay from SP Virtual Meetup
33:34
33:34
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33:34A 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_players SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free trial • evyAI (AI Content Assistant fo…
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Ideas for Staying Motivated in Sales & Humanizing Sales Metrics with Phil Putnam
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38:25Phil Putnam is a speaker, author, coach & workshop leader helping leaders get top team performance and extend employee tenure. He joins the Sales Players to share insights into staying motivated in sales. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an exten…
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From AE to CEO & Driving Sales with Personalized Gifts with Kris Rudeegraap of Sendoso
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42:17Kris 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 …
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Mastering Comp Negotiation with Devon Hennig
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47:34Devon 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 …
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Remote Work, AI, and Predictions on the Future of Sales with Scott Leese
54:51
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54:51Scott 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.partnerlink…
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Sales Players

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Understanding: Comp Plans, PIPs, Severance, Equity Grants & Commission Issues with Dan Goodman
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49:38Dan 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) -…
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Closing More Complex Deals with Krysten Conner
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53:56Krysten 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 in…
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Sales Players

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Growing Your Exposure with GenAI with Joe Apfelbaum of evyAI
1:04:07
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1:04:07Joe 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) - htt…
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Sales Players

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Finding Balance & Community in Sales with JC Pollard of Holistic Sales Co/Gong
54:12
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54:12JC 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 fre…
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1080s, 1099s and Balancing Sales Leadership as a Competitive Snowboarder with Jayden Belcher
52:53
52:53
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52:53By 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.partner…
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Why Sales Skills Are Life Skills with Shane Jamison
51:42
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51:42Shane 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 exten…
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Building an Audience on LinkedIn & Going from Seller to Co-Founder with Sarah Brazier of Dimmo
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55:15Sarah 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.su…
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Driving Execution Excellence for Sales with Ross Rich of Accord
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49:07Ross 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 f…
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These Are the Tools We Can't Live Without As Sellers
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23:03The 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 EPI…
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From Copywriting to Closing with Mor Assouline
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45:09
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45:09Mor 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 St…
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The Seller's Journey, Psychology Sales & Building a Sales Coaching Bot with Richard Harris
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51:16Richard 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 …
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10 Things That Might Be Costing You Deals
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33:38Jesse 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…
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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-…
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Stealing the Sales Playbooks of the Top 0.01% with Chris Orlob of pclub.io
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42:55Chris 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) - …
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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=jes…
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From Valet to VP of Sales with Colin Specter of Orum
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43:24Colin 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 f…
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Innovative Pipe Generation Ideas to Implement ASAP with Tom Slocum of The SD Lab
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45:02Tom 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 …
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Building a Flywheel Business & Going to Market with an Affiliate Sales Model with Ramon Berrios of Castmagic
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31:37Ramon 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 P…
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The Secret to Selling with Video on LinkedIn with Danny DelVecchio
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46:14Danny 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…
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Build What Sells. Sell What you Built with Derek Osgood of Ignition
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35:54Derek 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 l…
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Tips for Running Great Demos, Fighting Customer Churn & Building High Performing Teams with Barry Klein of Talroo
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59:30Barry 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 fre…
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Landing on your Feet After a Layoff
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24:48
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24:48Getting 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 fr…
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Bootstrapping a Startup & Scaling Sales with AI with Brad Scruggs of ZyraTalk
42:28
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42:28Brad Scruggs is the CMO of Zyratalk, a startup that helps businesses improve their customer experience and increase online leads by opening up additional channels of communication. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day …
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Anyone, Not Everyone & Escaping Founder-Led Sales with Corey Quinn
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55:45Corey Quinn is the former CMO of Scorpion, Host of the Vertical Market Podcast, and the author of the book: Anyone, Not Everyone. Corey shares learnings from scaling to $150M. SPONSORS: • Leadfeeder (Turn Page Views into Pipeline) - https://leadfeeder.partnerlinks.io/rsscjriylqgb - SP fans use this link for an extended, 21-day free …
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From Grassroots to Greatness, Community Led Growth, Building Boast.AI & Traction & Living in Dubai with Lloyed Lobo
1:18:28
1:18:28
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1:18:28Lloyed Lobo is an entrepreneur, podcast host and community builder, who experienced the Gulf War as a young refugee in Kuwait, witnessing the strength of community in evacuating the population to safety. He Co-founded Boast.Al, leveraging the Community-Led Growth model to propel the company to eight-figure revenue, while also co-founding Traction, …
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Brainstorming Ideas for Growing Your Network & Influence on LinkedIn
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26:36The Sales Players brainstorm ways to maximize LinkedIn. 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: • Li…
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Going From SDR to AE in Only 5 Months & The Best Tacos in Texas with Tony Gomez of WhatConverts
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42:18
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42:18Tony Gomez is an AE at WhatConverts. He shares how he broke into tech sales and went from SDR to AE in 5 months. 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.…
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How to Get the Most Out of Trade Shows, Meet-Ups & In-Person Events
52:45
52:45
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52:45The Sales Players brainstorm ideas, tactics, and stories from generating hundreds of meetings and millions of dollars in pipeline from in-person events. 2024 will be the biggest year in recent history for conferences, in-person meetups, and trade shows. Here's how to get the most out of your company's investment in events. SPONSORS: • Leadfeeder (T…
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Growing a Bootstrapped SaaS from $0-$20M Using Content & Social Selling with Guillaume Moubeche of lemlist
46:33
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46:33Guillaume Moubeche is the Co-Founder and CEO of lemlist. He's on a mission to help 1,000,000 entrepreneurs build profitable businesses by 2025. In 3.5 years, he grew lemlist from $0 to $10 million in ARR and 20k+ customers worldwide, without any funding. He opens up his playbook for content creation and social selling with The Sales Players. SPONSO…
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