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The JB Sales Learning Lab Newsletter

Free, actionable sales advice sent to your inbox every weekend.

I’m getting too old for this sh…

. September 6, 2025 | Read online When September hits, the SaaS/Tech conference season kicks into high gear, anchored by Hubspot’s INBOUND and Salesforce’s Dreamforce. This week I was at INBOUND out in San Francisco and I came to a painful realization that I’m pretty sure I’ve passed my prime when it comes to events. For context, ever since I got into Sales, I realized I couldn’t just rely on my cold outbound efforts to keep my pipeline full and needed to find other channels of lead...

B2C is Coming For B2B

. August 30, 2025 | Read online This newsletter is going to be a “learning out loud” example of how I’m trying to build my business and what I’m learning along the way about how the B2C Sales experience is taking over the B2B sales experience. Instead of breaking this newsletter up into the three sections, I’m going to explain what happened and where I’m at today with the goal of adding value and insights along the way. It’s a bit longer than usual, but I figured it’s a long weekend here in...

Automation, Augmentation & Apathy

. August 23, 2025 | Read online I think I finally hit my breaking point with any type of automation, specifically related to AI. I also hit my breaking point with apathy. Let’s dive in. TACTICAL TIPS: Augmentation over Automation I’ve spent the past few months diving into AI and trying to find ways to automate many of the tasks I do, in order to become more efficient. I’ve spent HOURS with some of these cadence tools trying to train them on my messaging so they can do “personalization at...

Ludicrous Speed

. August 17, 2025 | Read online I’m not sure if it’s just me but it feels like everything accelerated in the world of AI this week even more than it has been. From the release of ChatGPT-5 to all the AI Browser Agents being released to the massive amounts of content being produced by “influencers” using AI, everything seems to be moving at ludicrous speed and we’re headed to plaid. (By the way, I can’t wait for Spaceballs 2 🙂) The social posts I see getting the most engagement (by far) are...

Comparison is the thief of joy (and I’m guilty of it)

. August 9, 2025 | Read online (special offer at the end of the newsletter) As I sit here trying to come up with something meaningful to write for this week’s newsletter, I’m scrolling through Linkedin for ideas to see what other people are sharing and topics people are engaging on. I’ve been doing this long enough to know better but these days, every time I open LinkedIn, I still find myself falling into the ‘comparison’ trap. Objectively, things are going well. I’ve rebuilt my business...

It’s impossible

. August 2, 2025 | Read online I’m not a fan of the word “impossible” because it’s usually used by people who haven’t tried whatever it is they’re referencing. That said, I’m getting to the point where I think it’s almost impossible to keep up with “original” content on Linkedin at this point without AI. Trust me, I’ve tried. It’s also almost impossible to negotiate over email which is why you never should. These are the two main topics I’m diving into in today’s newsletter so let’s get after...

My Favorite Concepts and How to Apply Them

. July 19, 2025 | Read online If you’ve been following me for a while or taken any of my training, you’ve probably heard me hammer on these core concepts: Context over content“Marketing is content, Sales is context.” Science over Art “Science lays the foundation for the Art to evolve.” Relevance over Personalization “Personalization without relevance is worse than no personalization at all.” Augment not Automate “We should be using AI to augment our abilities, not automate them.” These were...

FINALLY someone did it right

. July 12, 2025 | Read online Scroll through Linkedin for 5 seconds and you’ll see “influencer” talking about the importance of personalization when it comes to your outbound efforts. I’ve been teaching/preaching about the importance of personalization AND relevance for years. I also get about 250-300 emails a day and about 300 inmails a week. Do you know how many of those are actually personalized? Almost none. I ask almost every executive who comes on my podcast how often they get a truly...

Direct Feedback and GaS

. July 5, 2025 | Read online I hope you’re taking some time off this week, even if you don’t live in the US. I’m on the ferry right now to NY for a weekend with family and friends. As soon as I finish writing this I’ll be shutting down/off all work related stuff and do my best to relax a bit. I was struggling a little trying to figure out something meaningful to write this week and contemplated mailing it in with a stupid meme about the 4th of July or something, but then I found some...

ChatGPT makes you dumber

. June 28, 2025 | Read online Did you read the most recent MIT study on ChatGPT usage that everyone is talking about? Everyone’s running with the headline: “ChatGPT makes you dumber.” Let’s find out. (btw, I’m taking a slightly different approach to this week’s newsletter. Let me know what you think) If people actually read the MIT study (instead of asking ChatGPT to summarize it) they’d know that the headline was the bait. And a lot of people took it. The researchers knew most people (and...

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