
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.
Latest episodes

Jun 3, 2021 • 48min
Insurance Brokers: 3 proven strategies to grow your pipeline
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 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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

Jun 1, 2021 • 45min
Charlotte Johnson on cutting the fluff and viewing from your prospect's eyes
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. 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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 27, 2021 • 49min
Becoming expert advisors, finding pain, and creating urgency with Ryan Heaphy
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. 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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 25, 2021 • 49min
James Bawden on “bad advice” that actually works
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 messaging framework for increasing response rates and setting more meetings from your cold outreach.
For Individuals. A 6-week, open to the public, prospecting boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 20, 2021 • 46min
LEADERS SERIES EP 7 - Alex Newmann on how to identify why revenue is stalling
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 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-week, open to the public, prospecting boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 18, 2021 • 49min
Matt Wolach on the Perfect D.E.A.L. Process
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:
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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 13, 2021 • 43min
LEADERS SERIES EP 6 - Kayla Cytron-Thaler on onboarding and leading an SDR team
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 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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 11, 2021 • 46min
Prospecting to IT executives with David Silverstein and Randy Gaboriault
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™ 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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 6, 2021 • 47min
Larry Long Jr. on creating a mindset for success
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 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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.

May 4, 2021 • 56min
Cold Calling: How to be disarmingly blunt and drop the formality with Nick and Armand
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 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 boot camp to help you land more meetings with your ideal clients. Learn a proven framework for landing meetings with your ideal clients through phone, email, and LinkedIn.
For Teams. Hands-on training and coaching help your team overcome call reluctance, build meaningful relationships with prospects, and land more meetings with their ideal clients.