

Sales Players
Jesse Woodbury
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
Mentioned books

May 4, 2023 • 51min
From Personal Banker to SaaS CEO, Customer Led Growth & Sales Automation Insights with Rafael Figueroa of Overloop
Rafael "Rafa" Figueroa is the CEO of Overloop. In this episode he shares his journey from being a Personal Banker to the CEO of Overloop. We talk customer success, growth and he shares his insights on SaaS sales and the tools that will power the revenue behind next round of amazing companies.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com/?kfl_ln=jesse-woodbury use this link with promo code JWSURFE5 for a 5% discount on your first year
• Apollo (Find, contact, and close your ideal buyers) - https://apollo.partnerlinks.io/ofi3s6f32xsj
EPISODE LINKS:
• Connect with Rafa on LinkedIn: https://www.linkedin.com/in/rafafigueroa1/
• Special offer for fans of SSP: (https://get.overloop.com/ssp)
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Scott Leese, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn

Apr 27, 2023 • 41min
Building & Scaling Profitable SaaS & Services Companies with Phil Alves of DevStats/DevSquad
Phil Alves is the CEO of DevSquad & DevStats and the Host of the SaaS Origin Stories Podcast. He shares his journey from starting and selling his first company, moving from Brazil to Utah and gives some tips for founders and revenue hires for quickly scaling revenue.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
EPISODE LINKS:
• Phil's Website: https://philalves.com/
• DevSquad: https://devsquad.com/
• DevStats: https://devstats.com/
• Podcast: https://www.saasoriginstories.com/
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Scott Leese, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn

Apr 25, 2023 • 11min
How to Negotiate a Signing Bonus for Your Next Role
Signing bonus are an open secret in the software industry. When negotiated correctly, AEs/SDRs can secure $5K - $25K+ in upfront bonuses paid out with your first check in a new role. In this episode, Jesse shares his process and talk track for getting a signing bonus.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
• Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours
• Close (The CRM Built for Growth) - https://refer.close.com/ssp
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout

Apr 14, 2023 • 26min
10 SaaS Sales Predictions
Jesse drops 10 predictions for changes coming to SaaS Selling.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
• Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours
• Close (The CRM Built for Growth) - https://refer.close.com/ssp
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout

Apr 6, 2023 • 1h 9min
Networking, Negotiating & Winning SaaS Deals Quickly with Chase Barmore of WhatConverts
Chase Barmore is an Account Executive at WhatConverts. He was previously a serial entrepreneur and small business owner, starting and operating Life Bar and Ready Valet. Chase shares his playbook for networking, building pipeline and closing deals quickly.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
• Apollo (Find, contact, and close your ideal buyers) - https://apollo.partnerlinks.io/ofi3s6f32xsj
EPISODE LINKS:
• Connect with Chase on LinkedIn: https://www.linkedin.com/in/chase-barmore-78960418/
• Book a WhatConverts demo with Chase https://calendly.com/chase-barmore/30min
• Follow Chase on IG: https://www.instagram.com/mrlifebar/
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Scott Leese, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn

Apr 1, 2023 • 25min
How I Nurture Prospects Without Sending Annoying “Check-in” Emails
Jesse shares some ideas for how to add value to you buyers over the long-term and to eliminate the dreaded "checking in" emails.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
• Overloop (Run multi-channel outbound campaigns, from a single platform) - https://get.overloop.com/ssp use this link for an extended trial and additional onboarding hours
• Close (The CRM Built for Growth) - https://refer.close.com/ssp
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout

Mar 22, 2023 • 56min
A Recruiter's Perspective on Growth, Interviewing & Evaluating Opportunities with Christine Kull
Christine Kull is one of the top recruiters and executive headhunters in the industry. She shares the story of her career, insights on hiring, interviewing and evaluating opportunities and shares how networking and picking up the phone can open doors.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
• Apollo (Find, contact, and close your ideal buyers) - https://apollo.partnerlinks.io/ofi3s6f32xsj
EPISODE LINKS:
• Connect with Christine on LinkedIn: https://www.linkedin.com/in/christinekull/
• Check out the Art of Hiring Podcast: https://podcasts.apple.com/us/podcast/the-art-of-hiring/id1677803923
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Scott Leese, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche, Lloyed Lobo, Corey Quinn

Jan 9, 2023 • 11min
December Recap, New Year & Updates
Jesse shares why there were no episodes in December & speaks briefly about the state of SaaS.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
• Close (The CRM Built for Growth) - https://refer.close.com/ssp
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Scott Leese, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche

Nov 30, 2022 • 25min
Making an Impact as an Early Sales Hire
Jesse shares ideas for making an impact quickly in a startup, drawing from his days as a first-in and early sales hire. With large-scale layoffs at Big Tech firms, we're likely to see more SaaS launches and more opportunities to join as a first-in or early rep.
SPONSORS:
• Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year
• Close (The CRM Built for Growth) - https://refer.close.com/ssp
CONNECT WITH JESSE:
• Linkedin: https://www.linkedin.com/in/jessewoodbury/
• Twitter: https://twitter.com/jessewoodbury
• Website: https://jessewoodbury.com/
HELP GROW SSP:
• Join the Slack Community: https://launchpass.com/saas_sales_players
• Subscribe!
• Leave a rating, write a review and share
• Ask about 1:1 performance and career coaching with Jesse
• Check out the above sponsors, it's the best way to support the show
GUEST HIGHLIGHTS:
Ian Koniak, Brandon Fluharty, Scott Leese, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche

Nov 18, 2022 • 7min
4 Tips to Recession-Proof Your Message & Pitch
Jesse shares 4 areas you need to emphasize in your pitch to resonate with prospects during a challenging economic environment: 1. How does your SaaS lower costs for your buyer?2. How does your SaaS help buyers do more with less?3. How does your SaaS mitigate risk for your buyer?4. How does your SaaS enable your buyer to consolidate tech, systems, processes or teams?SPONSORS: • Surfe (Connect your CRM with LinkedIn in 60 seconds) - https://www.surfe.com?fpr=ssp use this link with promo code JWSURFE5 for a 5% discount on your first year • Close (The CRM Built for Growth) - https://refer.close.com/sspCONNECT WITH JESSE: • Linkedin: https://www.linkedin.com/in/jessewoodbury/ • Twitter: https://twitter.com/jessewoodbury • Website: https://jessewoodbury.com/HELP GROW SSP: • Join the Slack Community: https://launchpass.com/saas_sales_players • Subscribe! • Leave a rating, write a review and share • Ask about 1:1 performance and career coaching with Jesse • Check out the above sponsors, it's the best way to support the showGUEST HIGHLIGHTS:Ian Koniak, Brandon Fluharty, Scott Leese, Jamal Reimer, Jen Allen-Knuth, Andy Paul, Collin Mitchell, Rafael Figueroa, Tim Zielinski, Christian Banach, Rajiv 'RajNATION' Nathan, Belal Batrawy, Christine Rogers, Chris Beall, Dustin Brown, Patrick Baynes, Jeroen Corthout, Nate Nasralla, Gabe Lullo, Vince Beese, Brandon Bornancin, Girish Redekar, Guillaume Moubeche