Sales Players

By Sales Players, LLC

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Episodes: 196

Description

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.

Episode Date
The Metrics That Matter Most in Tech Sales
Jul 19, 2025
What My Former Sales Leader Taught Me About Red Zone Selling with Vince Beese
Jun 26, 2025
20 Sales Plays I Run When Nothing Else Is Working
Jun 21, 2025
Building Financial Security as a Tech Seller
Jun 14, 2025
The Anonymous Tech Seller Who Built a 6-Figure Side Hustle with "Fidel Cache Flow"
Jun 11, 2025
23 Absolute Truths About Enterprise Selling
Jun 09, 2025
What Top Tech Sales Candidates Do Differently
Jun 06, 2025
Top Tech Sellers Share These 10 Traits
Jun 04, 2025
What I Learned (the Hard Way) as a Founding AE
May 28, 2025
This Is Exactly How I Approach Cold Calls Every Day
May 21, 2025
Want Bigger Deals? Learn the Product
May 15, 2025
A Week in My Life: Tech Sales, Family, Fitness & Side Projects
May 10, 2025
Why You're Still an SDR (and What to Do About It)
May 07, 2025
Why You Should Hold Off on Going Fully Remote in Your Career
May 01, 2025
Comp Negotiation Fundamentals for Tech Sales
Apr 30, 2025
Key Mindset Shifts for Long-Term Success in Tech Sales
Apr 24, 2025
Are You Staying Competitive in Deals?
Apr 16, 2025
Using AI to Build The "R" in your CRM with Rachit Kataria of Centralize
Apr 10, 2025
Dealing with Uncertain Times as a Tech Seller (& I Need YOUR Feedback)
Apr 06, 2025
Here's How I Engage the Execs at My Top Accounts
Apr 04, 2025
Why It's Important to Find Your Niche in Tech Sales
Mar 29, 2025
Improving Your Close Rate & Driving Predictability in Your Pipeline & Deals
Mar 24, 2025
How to Pick a Winning Startup as a Seller
Mar 20, 2025
How to Ace Sales Interviews & Be the Top Candidate
Mar 06, 2025
Lessons from the Startup Trenches with Amanda Crooks of BlinkMetrics
Feb 26, 2025
7 Tips for Getting the Most Out of Your Meeting Recording Tool
Feb 19, 2025
Winning an Electric Car as a Sales Spiff and Other Crazy Career Stories with Chris Dankowski
Feb 12, 2025
Why Your Buyers Don't Take You Seriously + Show Update & Re-Intro
Feb 07, 2025
Outcome of 7-Figure Deal: Increase in Customer Stock Price - Pod Swap with How the Deal Was Done
Jan 16, 2025
Building Your Professional Network Via Slack with Kaela Altman of Salesforce, Salesblazers
Jan 06, 2025
Becoming a Subject Matter Expert in Sales with Morgan J. Ingram
Dec 19, 2024
How to Use AI to Hit Your Goal in 2025 with Dustin Beaudoin of ChatAE
Dec 12, 2024
The Sales Ops Path to CRO with Kevin McIntyre of Dealfront
Nov 21, 2024
The Work Before the Work, Learning the Habits of Elite Sellers with Paul M. Caffrey
Nov 15, 2024
Finding Your Edge in Sales with Jeb Blount of Sales Gravy
Nov 04, 2024
Building a Process-Driven Sales Team with Mike Simmons of Catalyst
Oct 23, 2024
Key Skills for Selling in a Startup with Egan Montgomery of Backstroke
Oct 18, 2024
A Founder's Guide to Career Growth & Transformation with Corey Kossack of Aspireship
Oct 07, 2024
Elevating Your Sales Process with Automation with Shimmy Savitsky of Esek
Oct 01, 2024
How to Start Building an Online Brand (That Actually Helps You Sell) - Live Replay from SP Virtual Meetup
Sep 21, 2024
Ideas for Staying Motivated in Sales & Humanizing Sales Metrics with Phil Putnam
Sep 19, 2024
From AE to CEO & Driving Sales with Personalized Gifts with Kris Rudeegraap of Sendoso
Sep 12, 2024
Mastering Comp Negotiation with Devon Hennig
Sep 05, 2024
Remote Work, AI, and Predictions on the Future of Sales with Scott Leese
Aug 29, 2024
Understanding: Comp Plans, PIPs, Severance, Equity Grants & Commission Issues with Dan Goodman
Aug 21, 2024
Closing More Complex Deals with Krysten Conner
Aug 13, 2024
Growing Your Exposure with GenAI with Joe Apfelbaum of evyAI
Aug 07, 2024
Finding Balance & Community in Sales with JC Pollard of Holistic Sales Co/Gong
Jul 31, 2024
1080s, 1099s and Balancing Sales Leadership as a Competitive Snowboarder with Jayden Belcher
Jul 24, 2024
Why Sales Skills Are Life Skills with Shane Jamison
Jul 17, 2024
Building an Audience on LinkedIn & Going from Seller to Co-Founder with Sarah Brazier of Dimmo
Jul 09, 2024
Driving Execution Excellence for Sales with Ross Rich of Accord
Jun 27, 2024
These Are the Tools We Can't Live Without As Sellers
Jun 15, 2024
From Copywriting to Closing with Mor Assouline
Jun 11, 2024
The Seller's Journey, Psychology Sales & Building a Sales Coaching Bot with Richard Harris
May 30, 2024
10 Things That Might Be Costing You Deals
May 26, 2024
Our Must-Read Books for Sellers
May 22, 2024
Stealing the Sales Playbooks of the Top 0.01% with Chris Orlob of pclub.io
May 14, 2024
Improving Your Pitch with a Story
May 06, 2024
From Valet to VP of Sales with Colin Specter of Orum
Apr 25, 2024
Innovative Pipe Generation Ideas to Implement ASAP with Tom Slocum of The SD Lab
Apr 16, 2024
Building a Flywheel Business & Going to Market with an Affiliate Sales Model with Ramon Berrios of Castmagic
Apr 09, 2024
The Secret to Selling with Video on LinkedIn with Danny DelVecchio
Apr 02, 2024
Build What Sells. Sell What you Built with Derek Osgood of Ignition
Mar 25, 2024
Tips for Running Great Demos, Fighting Customer Churn & Building High Performing Teams with Barry Klein of Talroo
Mar 14, 2024
Landing on your Feet After a Layoff
Mar 11, 2024
Bootstrapping a Startup & Scaling Sales with AI with Brad Scruggs of ZyraTalk
Feb 21, 2024
Anyone, Not Everyone & Escaping Founder-Led Sales with Corey Quinn
Feb 13, 2024
From Grassroots to Greatness, Community Led Growth, Building Boast.AI & Traction & Living in Dubai with Lloyed Lobo
Feb 02, 2024
Brainstorming Ideas for Growing Your Network & Influence on LinkedIn
Jan 30, 2024
Going From SDR to AE in Only 5 Months & The Best Tacos in Texas with Tony Gomez of WhatConverts
Jan 23, 2024
How to Get the Most Out of Trade Shows, Meet-Ups & In-Person Events
Jan 19, 2024
Growing a Bootstrapped SaaS from $0-$20M Using Content & Social Selling with Guillaume Moubeche of lemlist
Jan 16, 2024
Here's Our Top 3 Sources for Generating Pipeline This Year
Jan 13, 2024
Entrepreneurship, Side Hustles & How Sellers Can Start Building Long-Term Wealth
Jan 09, 2024
Can You Survive as an Average Sales Performer?
Jan 09, 2024
Pod "Re-Brand," New Co-Host (Chase Barmore) & The Time I Met Tim Ferris
Jan 02, 2024
10 (Unconventional) Things I Plan to Do Next Year to Level Up
Dec 13, 2023
Selling in Startups & Building a Co-Selling Community for High Performing Sellers with Vince Beese of Sales HQ
Nov 29, 2023
Improving Pipeline & Revenue by Connecting your CRM (in 60 seconds) with LinkedIn with David Chevalier of Surfe
Nov 16, 2023
Using Forcing Functions to Drive Results
Oct 30, 2023
Filling Your Funnel & Building a Great Sales Career with Gabe Lullo of Alleyoop
Oct 19, 2023
An Important Factor for Success That Nobody Really Talks About
Oct 11, 2023
Leveling Up with Your Sales Stack (Outreach Unleash Teaser)
Oct 02, 2023
Stop Losing Deals When Your Not in the Room with Nate Nasralla of Fluint
Sep 08, 2023
Re-Thinking Pipeline Generation with Todd Busler of Champify
Aug 24, 2023
Selling to Developers, Building Strong Champions & Company-Wide Pipeline Generation with Dustin Beaudoin of Airplane
Aug 21, 2023
Creating Outbound Sequences That Actually Work with David Breshears
Aug 17, 2023
SaaS Sales Side Hustles... Should You Start One?
Aug 10, 2023
Exploring the Indie Tech Stack with James Urie of Close
Aug 03, 2023
Story Time: When I Closed My First $100K Deal
Jul 21, 2023
Becoming a Category Expert & Humanizing Your Sales Cycles with Andy Teipen
Jul 20, 2023
Part III - Closing Your First (Or Next) $100K+ SaaS Deal
Jul 12, 2023
Part II - Closing Your First (Or Next) $100K+ SaaS Deal
Jul 07, 2023
Part I - Closing Your First (Or Next) $100K+ SaaS Deal
Jul 05, 2023
Building the Future of Manufacturing with SaaS with Renan Devillieres of OSS Ventures
Jun 28, 2023
Growing Your Online Network and the Future of Selling with Scott Leese
Jun 21, 2023
A Day in the Life of a SaaS CEO with Jennifer Smith of Scribe
Jun 12, 2023
Steal My Value Drivers Template to Improve Your Messaging & Pitch
Jun 09, 2023
The Intersection of AI & Sales with Wissam Tabbara of Truebase
Jun 05, 2023
How to Find the Right Path in Your Sales Career with Chris Dankowski
May 31, 2023
Proposing Next Steps and Implementing a Mutual Action Plan to Improve your Odds of Closing the Deal
May 26, 2023
Are You Selling a Vitamin or a Painkiller?
May 19, 2023
How to Self-Source the Right Buyer at the Right Time with the Right Message with Jamie Shanks of Pipeline Signals
May 11, 2023
From Personal Banker to SaaS CEO, Customer Led Growth & Sales Automation Insights with Rafael Figueroa of Overloop
May 04, 2023
Building & Scaling Profitable SaaS & Services Companies with Phil Alves of DevStats/DevSquad
Apr 27, 2023
How to Negotiate a Signing Bonus for Your Next Role
Apr 25, 2023
10 SaaS Sales Predictions
Apr 14, 2023
Networking, Negotiating & Winning SaaS Deals Quickly with Chase Barmore of WhatConverts
Apr 06, 2023
How I Nurture Prospects Without Sending Annoying “Check-in” Emails
Apr 01, 2023
A Recruiter's Perspective on Growth, Interviewing & Evaluating Opportunities with Christine Kull
Mar 22, 2023
December Recap, New Year & Updates
Jan 09, 2023
Making an Impact as an Early Sales Hire
Nov 30, 2022
4 Tips to Recession-Proof Your Message & Pitch
Nov 18, 2022
Retiring the Hawaiian Shirt Headshot, Ratings & Reviews, Slack Channel & Other Updates
Nov 18, 2022
Sell with Swagger with Tim Zielinski of Dynatrace
Nov 03, 2022
How Sellers Can Improve Their Executive Presence
Nov 03, 2022
Why You Shouldn't Let Your Tech Career Destroy Your Health
Oct 31, 2022
Challenger Selling? In this Economy?!? with Jen Allen-Knuth
Oct 24, 2022
Key Insights from a Sales Enablement Leader with Lauren Flannery of Whoop
Oct 13, 2022
Common Reasons Your Deals Stall & How You Can Fix It
Sep 24, 2022
Improving Outbound & Growing Your Sales Pipeline with Christian Banach
Sep 14, 2022
From Entrepreneur & Small Business Owner to High Performing SaaS Seller with Chase Barmore of WhatConverts
Sep 01, 2022
Prospecting & Prioritizing Mental Health, Mindset, and Wellness from an SDR Turned AE with Anthony Natoli
Aug 24, 2022
You're Probably More Valuable Than You Think...
Aug 12, 2022
Sales Secrets from a $100M Sales Rep with Brandon Bornancin of Seamless.AI
Jul 28, 2022
The Importance of Being Brief in SaaS Sales
Jul 07, 2022
Layoffs in Tech & What to Do If You're Impacted
Jun 09, 2022
Do You Have a Highlight Reel for Your SaaS Sales Career?
May 20, 2022
A Prospecting Campaign Idea to Help You Get Intro'd To The Right Stakeholders
May 13, 2022
What Happens If I Miss My Quota?
Apr 29, 2022
The Secret to Scaling SaaS Companies From Someone Who's Done It Many Times Over with Patrick Parker of SaaS Partners
Apr 14, 2022
Announcement! - First Ever SSP Happy Hour & Meetup in Austin, Texas
Mar 30, 2022
Knowing Your On Track in Your SaaS Sales Journey
Mar 24, 2022
Data Security, Compliance & Selling to Technical Buyers with Girish Redekar of Sprinto
Mar 17, 2022
How to Transform Your Mindset, Manage Stress, Anxiety & Addiction & Become an Elite Seller with Ian Koniak
Mar 04, 2022
Breaking Down Common Acronyms in the SaaS Business (While Drinking Tequila)
Feb 19, 2022
A Stanford Ph.D's Approach to Selling & The Value-Driven Growth Methodology with Brent Keltner of Winalytics
Feb 14, 2022
A Simple Formula to Estimate the Annual Revenue & Burn Rate of any SaaS Startup
Feb 08, 2022
Mastering Your Pitch with Rajiv 'RajNATION' Nathan
Feb 03, 2022
7 Steps to 7 Figures in SaaS Sales with Brandon Fluharty
Jan 30, 2022
Knowing Your Tech Stack, Marketplace & Transitioning from Contributor to Leader with Asa Hochhauser of McGaw.io
Jan 20, 2022
The Simple Cadence I'm Using for my Prospecting
Jan 20, 2022
Sales & Prospecting Insights from a Lawyer Turned SaaS Founder with Andy Cabasso of Postaga
Jan 11, 2022
Quick Time Management Tip for SaaS Sellers
Jan 08, 2022
Career Transitions, Startups, Research & Streamlining Results with David Nakano of Airkit
Jan 06, 2022
Pt. III Accelerating Your SaaS Selling Results & Career in 2022 - Ideas for Owning Your Career Path
Dec 31, 2021
Pt. II Accelerating Your SaaS Selling Results & Career in 2022 - Breaking into SaaS Sales
Dec 30, 2021
Pt. I Accelerating Your SaaS Selling Results & Career in 2022 - Earning A Record W2
Dec 28, 2021
How to Sell Without Selling Out with Andy Paul
Dec 21, 2021
My Top 10 Must-Read Books for Business & Sales
Dec 01, 2021
From Bankrupt Small Business Owner to Top SaaS Seller with Chris Dankowski of Sapper Consulting
Nov 17, 2021
How to Master a Salary Negotiation in SaaS
Nov 10, 2021
Managing Your SaaS Sales Career with Christine Rogers of Aspireship
Oct 29, 2021
Meeting Your Prospects Where They Are Using Social Selling with Ryann Dowdy of Social Sellers Academy
Oct 26, 2021
5 Tips for Better Discovery Conversations
Oct 24, 2021
Sales Transformation, Podcasting & Startup Sales with Collin Mitchell of Salescast
Oct 20, 2021
How to Find Great Opportunities in SaaS Sales with Amanda Jones
Oct 14, 2021
Deconstructing the Challenger Sale with Jennifer Allen-Knuth of Challenger
Oct 06, 2021
Authentic Persuasion & Going From Order Taker to Quota Breaker with Jason Cutter
Oct 01, 2021
How to Be Focused, Live Great AND Make 7 Figures in SaaS Sales with Brandon Fluharty
Sep 20, 2021
Death to Fluff in Sales & the Mic Drop Method for Cold Calling with Belal Batrawy
Sep 07, 2021
Sales Lessons from a Veteran Entrepreneur with Patrick Baynes of NerdWise
Sep 01, 2021
How to Maintain a Positive Mindset When Things Aren’t Going Well
Aug 21, 2021
Using LinkedIn Sales Navigator to Build Credibility, Find Buyers & Create Org Charts
Aug 11, 2021
On Being a Rainmaker, "LinkedIn Rapper" & Highly Competitive Seller with Jaime Safianow of Quantum Metric
Aug 02, 2021
6-Figure Close Plan (Program Launch Announcement)
Aug 02, 2021
Is SaaS Sales a Career or a Lifestyle?
Jul 27, 2021
Mastering The Cold Call With Chris Beall of ConnectAndSell
Jul 07, 2021
Developing Winning Habits & Using Your Resources to Find Success in Software Sales with Scott Milener of IntroSnap
Jun 25, 2021
5 Things to Look For When Interviewing for your Next SaaS Sales Role
Jun 05, 2021
What Sales Can Learn from Special Operations Forces (SOF) with John Wood
May 19, 2021
4 Things I'm Proud of in My SaaS Sales Journey
May 12, 2021
3 Things I Would Have Done Differently In My SaaS Sales Journey
Apr 30, 2021
How Having a "Close Plan" Will Help You Improve Forecasting & Conversions
Apr 07, 2021
Podcast Update
Mar 03, 2021
The Fundamentals of SaaS Selling with Jeroen Corthout of Salesflare
Feb 18, 2021
The Number One Question To Ask When Discussing Pricing
Feb 08, 2021
The Secret to Closing $10MM+ Mega Software Deals with Jamal Reimer
Feb 01, 2021
"Can You Send Me Some More Info?"
Jan 27, 2021
How to Double Your Income This Year In Software Sales with Ian Agard of Clio & Grind
Jan 16, 2021
On Succeeding as the First Sales Hire with Luke Bivens of Gatsby
Jan 05, 2021
Finding Your First Opportunity in SaaS Sales - Pt. III
Jan 05, 2021
Finding Your First Opportunity in SaaS Sales - Pt. II
Dec 19, 2020
Finding Your First Opportunity in SaaS Sales - Pt. I
Dec 09, 2020
Getting After It with Leigh Kindley of 6sense
Nov 28, 2020
Breaking Up (Disqualifying) Prospects That Aren't a Fit
Nov 20, 2020
How to Multi-Thread Your Deals
Nov 19, 2020
Being Authentic and Asking the Right Questions with Zachary Ballenger of Casted
Nov 04, 2020
Call CFOs
Oct 22, 2020
How to Make "No" Work for You
Oct 09, 2020
How to Win Big Deals and Influence Customers with Dustin Brown of Outreach.io
Oct 08, 2020
Take on Complexity for your Customers
Oct 02, 2020
Do the Hard Thing
Sep 29, 2020
How to Ramp 80% Faster with Amanda Jones of Chorus.ai
Sep 25, 2020
Trailer
Sep 20, 2020