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.
Author
Outbound Squad
Category
Podcast website
Latest episode
Jul 6, 2026
Where to listen?
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Episodes
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...
SKILLS SERIES - No-oriented questions, we're taking this too far 06.04.2021 6:05
In this episode, I talk about a very popular technique right now around asking no-oriented questions. And how you can avoid overusing it. 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 fr...
SKILLS SERIES - Don’t be “nice” to your prospects 01.04.2021 6:32
In this episode, I share a personal story about being too nice and how it affected my personal and business life. If you relate, you'll definitely want to tune into this one. 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 respon...
SKILLS SERIES - How to handle "not interested" through email 30.03.2021 6:51
In this episode, I talk about how to handle "not interested" when prospects email you back. 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-we...
SALES RANTS: Zoom Fatigue, how to make team meetings more fun, phone vs. video meetings, and how to scale your time with Jeff Bajorek and Jason Bay 25.03.2021 28:04
Jeff Bajorek is a Consultant and Podcast Host at Parabola Consulting. In this episode, Jeff and I dig into these four topics: Zoom Fatigue, how to make team meetings more fun, phone vs. video meetings, and how to scale your time. 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 prosp...
Ethan Beute on using video to rehumanize your prospecting 23.03.2021 45:38
Ethan Beute is the Chief Evangelist of BombBomb. In this episode, Ethan shares the big picture behind video and why it will be a crucial part of capturing your prospect's attention. We also dig into some tactical ways you can become better on video. Connect with Ethan on LinkedIn here and BombBomb here. Resources mentioned in the episode: Show Notes Page (https://blissfulprospecting.com/podcast)...
SKILLS SERIES - Troubleshoot cold emails with this checklist 18.03.2021 10:49
In this episode, I share a checklist of things I use to troubleshoot underperforming cold emails. Learn how to address low open rates, low reply rates, and low conversion rates into meetings. 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...
SKILLS SERIES - The Killer Week Blueprint™ 16.03.2021 11:23
In this episode, I share a framework called The Killer Week Blueprint™. Wondering how best to set up your week for maximizing results? Look no further. 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 mo...
SKILLS SERIES - How to follow up when prospects don't respond 11.03.2021 5:18
In this episode, I share two follow up techniques guaranteed to boost your positive reply rates. 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...
SKILLS SERIES - The Problem Finder 09.03.2021 10:28
In this episode, I share a framework called The Problem Finder. If you're having trouble empathizing with your prospect's day-to-day challenges, you'll get some actionable strategies for doing just that. 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 fr...
SKILLS SERIES - Using LinkedIn to find low-hanging fruit 04.03.2021 7:08
In this episode, I share five ways you can use LinkedIn to finding low-hanging fruit opportunities. 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...
SKILLS SERIES - The "Short and C-Suite" Cold Email™ 02.03.2021 9:11
In this episode, I share a framework called the "Short and C-Suite" Cold Email™. Your prospects have the attention spans of a goldfish these days. Check out this framework for keeping your emails short and to the point. 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 pro...
SALES RANTS: Mastery, toxic positivity, mediocrity, and personal problems with Jeff Bajorek and Jason Bay 25.02.2021 28:05
Jeff Bajorek is a Consultant and Podcast Host at Parabola Consulting. In this episode, Jeff Bajorek and I rant on these four topics: mastery, toxic positivity, mediocrity, and business problems being personal problems in disguise. 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 pros...
James Harper on cold calling, ringless voicemail, and LinkedIn 23.02.2021 50:20
James Harper is the Founder of AgencyFlare. In this episode, James shares his journey getting into sales. He's a true practicioner and I love jamming with people like him. We talk about cold calling, ringless voicemails, LinkedIn, and much more. Connect with James on LinkedIn here and AgencyFlare here. Resources mentioned in the episode: Show Notes Page (https://blissfulprospecting.com/podcast) H...
SALES RANTS: Intent, novelty vs. context, rejection, and professional discovery with Jeff Bajorek and Jason Bay 18.02.2021 28:59
Jeff Bajorek is a Consultant and Podcast Host at Parabola Consulting. In this episode, Jeff Bajorek and I rant on these four topics: Intent, novelty vs. context, rejection, and professional discovery. 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 prospecting: REPLY Method™ Guide. ...
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