Outbound Squad
Outbound Squad
This sales podcast is for B2B reps and sales teams who want to turn complete strangers into paying customers. Join me (you can call me JBay) as I interview sales experts, leaders, and top-performing reps to learn the stories, secrets, and skills of the world’s most successful sales professionals.
Be sure to visit the podcast's website and support the creator: outboundsquad.com
Author
Outbound Squad
Category
Podcast website
Latest episode
Oct 12, 2026
Where to listen?
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Episodes
Ryan Staley on decision-making funnels 06.07.2021 37:39
Ryan Staley is a Founder and CEO at Whale Boss. In this episode, Ryan shares his framework for finding and closing whales. Connect with Ryan on LinkedIn here and Whale Boss here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A proven messaging framework for increasing response rates and setting more meetings fr...
Jordan Benjamin on how to run your life and create a personal operating system 01.07.2021 49:05
Jordan Benjamin is the Founder of My Core OS. In this episode, Jordan shares a killer four-part framework he learned from his dad on how to optimize your personal life to get better sales results. Connect with Jordan on LinkedIn here and My Core OS here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A proven me...
Cold Email: How to pattern interrupt the way recruiters do with Taylor Duncan and Shane Shown 29.06.2021 48:46
Taylor Duncan is a Chief Operating Officer at NxT Level. While Shane Shown is a Chief Executive Officer and Chief Recruiting Officer at NxT Level. In this episode, we take a close look at what salespeople can learn from the way recruiters prospect. Connect with Taylor and Shane on LinkedIn and NxT Level here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get hel...
SALES RANTS: Prospecting narcissism, reluctance to change, cost objections with Jeff Bajorek and Jenn Walsh 24.06.2021 25:52
Jenn Walsh is the Founder and Executive Coach at GenuineShift, and Jeff Bajorek is a Consultant and Podcast Host at Parabola Consulting. In this episode, Jeff, Jenn, and I dig into these three topics: prospecting narcissism, reluctance to change, cost objections. Connect with Jenn on LinkedIn here and GenuineShift here. Connect with Jeff on LinkedIn here and Parabola Consulting here. Resources men...
SKILLS SERIES - "Curating content" doesn't build authority, do this instead 22.06.2021 7:39
In this episode, I talk about the importance of being a "best practices broker" for your clients. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A proven messaging framework for increasing response rates and setting more meetings from your cold outreach. For Individuals. A 6-week, open to the public, prospecting...
SKILLS SERIES - Planning your activity 17.06.2021 8:22
In this episode, I talk about the importance of knowing your numbers. You'll learn a simple formula for calculating your activity requirements. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A proven messaging framework for increasing response rates and setting more meetings from your cold outreach. For Individu...
Live cold calling workshop 15.06.2021 1:01:43
This is an audio excerpt from a live workshop I did on cold calling with a group of a few hundred. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A proven messaging framework for increasing response rates and setting more meetings from your cold outreach. For Individuals. A 6-week, open to the public, prospectin...
Cold Calling: David Priemer on how you're messing up the easiest part 08.06.2021 56:43
David Priemer is a Founder and Chief Sales Scientist at Cerebral Selling. In this episode, David Priemer is back! We did a webinar that had such a great response that I wanted to get the audio version here on the podcast. Learn how to answer the toughest question in sales, "So what do you do?" Connect with David on LinkedIn here and Cerebral Selling here. Resources mentioned in the episode: Show N...
Insurance Brokers: 3 proven strategies to grow your pipeline 03.06.2021 47:44
Jenn Walsh is the Founder of GenuineShift. In this episode, you'll hear the audio snippet from a LinkedIn live I did with Jenn Walsh for insurance brokers. Learn three strategies for growing your pipeline. Connect with Jenn on LinkedIn here and GenuineShift here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A...
Charlotte Johnson on cutting the fluff and viewing from your prospect's eyes 01.06.2021 44:49
Charlotte Johnson is the Sales Development Representative at SalesLoft. In this episode, Charlotte shares some really great techniques for learning more about the personas we prospect and sell to every day. Connect with Charlotte on LinkedIn here and SalesLoft here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide....
Becoming expert advisors, finding pain, and creating urgency with Ryan Heaphy 27.05.2021 49:27
Ryan Heaphy is the Director of Sales at Qualia. In this episode, Ryan spends some time teaching us how to become expert advisors for our prospects. And how to shift our focus into the impact of our prospect's pain. Connect with Ryan on LinkedIn here and Qualia here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide....
James Bawden on “bad advice” that actually works 25.05.2021 48:58
James Bawden is the Vice President of Sales Development at SalesGig. In this episode, James shares all of the typical "bad sales advice" he's seeing working really well for their clients at SalesGig. Connect with James on LinkedIn here and SalesGig here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A proven me...
LEADERS SERIES EP 7 - Alex Newmann on how to identify why revenue is stalling 20.05.2021 46:19
Alex Newmann is the Founder and CEO of Newmann Consulting Group. In this episode, Alex and I talk about five areas where sales leaders can look to see why their revenue is stalling. He's worked with a bunch of the fastest growing tech companies out there and shares a ton of great knowledge for sales leaders. Connect with Alex on LinkedIn here and Newmann Consulting Group here. Resources mentioned...
Matt Wolach on the Perfect D.E.A.L. Process 18.05.2021 49:29
Matt Wolach is a Founder at Xsellus. In this episode, Matt and I focus on our conversation on discovery. If you're an SDR/BDR doing your own discovery, you'll get a ton of takeaways here. And if you're a rep doing both prospecting and sellling, we get deep in the weeds on how to run a good discovery process. Connect with Matt on LinkedIn here and Xsellus here. Resources mentioned in the episode: S...
LEADERS SERIES EP 6 - Kayla Cytron-Thaler on onboarding and leading an SDR team 13.05.2021 42:39
Kayla Cytron-Thaler is the Head of Sales at Canny. In this episode, we welcome Kayla back for a second time! Instead of focusing on prospecting, she's sharing how she's gotten her team to hit 125% of quota in just a few months. Connect with Kayla on LinkedIn here and Canny here. Resources mentioned in the episode: Show Notes Page (https://blissfulprospecting.com/podcast) Here are three more ways...
Prospecting to IT executives with David Silverstein and Randy Gaboriault 11.05.2021 46:05
David Silverstein is a Regional Vice President at ePlus. In this episode, I'm doing something very different. It's focused very much on IT personas specifically. And Randy is a CIO who shares his perspective as a prospect. Connect with David on LinkedIn here and ePlus here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: REPLY Method...
Larry Long Jr. on creating a mindset for success 06.05.2021 46:34
Larry Long Jr. is the Director of Collegiate Sales at Teamworks. In this episode, Larry shares a lot of great techniques on the mental game of sales. He's extremely motivational and I was super pumped for this conversation. Connect with Larry on LinkedIn here and Teamworks here. Resources mentioned in the episode: Show Notes Page (https://blissfulprospecting.com/podcast) Here are three more ways...
Cold Calling: How to be disarmingly blunt and drop the formality with Nick and Armand 04.05.2021 55:34
Nick and Armand are the hosts of the 30 Minutes to President's Club podcast. In this episode, you'll get to hear the audio excerpt from a webinar I did with these guys on cold calling. There were tons of takeaways on everything from how to structure the prep time to the actual cold calls themselves. Connect with Nick and Armand on LinkedIn and 30 Minutes to President's Club here. Resources mention...
Meghann Misiak on the three whys of great discovery 29.04.2021 40:57
Meghann Misiak is the Founder of The Path to President's Club. In this episode, Meghann and I mix it up a little bit and talk about discovery. Meghann and I both coach clients over at Sales Qualia together. She has one of the best frameworks I've seen on discovery. Connect with Meghann on LinkedIn here and The Path to President's Club here. Resources mentioned in the episode: Show Notes Page (htt...
Kyle Vamvouris on why we need to stop the prospecting porn 27.04.2021 49:27
Kyle Vamvouris is a CEO at Vouris. In this episode, Kyle talks about why we need to stop the prospecting porn. You don't need to spend hours researching an individual, listening to their podcasts, or watching them on webinars. He shares what we can do instead. Connect with Kyle on LinkedIn here and Vouris here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get he...
LEADERS SERIES EP 5 - Christine Rogers on hiring, onboarding, and growing a world-class sales team 22.04.2021 49:57
Christine Rogers is the President & COO at Aspireship. In this episode, Christine and I talk about how to hire, onboard, and grow a world-class sales team. She has experience in many sales leadership roles and shares a ton of great takeaways in this episode. Connect with Christine on LinkedIn here and Aspireship here. Resources mentioned in the episode: Show Notes Page (https://blissfulprospecting...
How top SDR at PandaDoc Jed Mahrle prospects 20.04.2021 46:52
Jed Mahrle is a Sales Development Representative at PandaDoc. In this episode, Jed and I dig into his entire outbound process from start to finish. It's action-packed with great tactics and strategies to help you land more meetings. Connect with Jed on LinkedIn here and PandaDoc here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your prospecting: R...
SALES RANTS: Why COVID is great for sales, apologies vs. acknowledgement, morning routines, the problem with feedback with Jeff Bajorek and Jason Bay 15.04.2021 29:43
Jeff Bajorek is a Consultant and Podcast Host at Parabola Consulting. In this episode, Jeff and I dig into these four topics: why COVID is great for sales, apologies vs. acknowledgement, morning routines, the problem with feedback. Connect with Jeff on LinkedIn here and Parabola Consulting here. Resources mentioned in the episode: Show Notes Page Here are three more ways to get help with your pro...
LEADERS SERIES EP 4 - Ethan Hall on teaching your team "relationship building extras" 13.04.2021 47:56
Ethan Hall is the Sales Development Manager at TOPS Software. In this episode, Ethan shares his journey in becoming Sales Development Manager at TOPS Software. We talk about how he motivates his team, how he structures his team and a big part of their strategy called "relationship building extras." Connect with Ethan on LinkedIn here and TOPS Software here. Resources mentioned in the episode: Show...
SKILLS SERIES - Prospects don’t need apologies, they need acknowledgement 08.04.2021 5:37
In this episode, I talk about what you can do instead of apologizing during your cold calls. Resources mentioned in the episode: Show Notes Page (https://blissfulprospecting.com/podcast) Here are three more ways to get help with your prospecting: REPLY Method™ Guide. A proven messaging framework for increasing response rates and setting more meetings from your cold outreach. For Individuals. A 6-w...
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