Repeatable Revenue: An MSP Growth Podcast

Practical sales and marketing for MSPs and IT service providers who want to grow. Hosted by Ray J. Green — founder of MSP Sales Partners, former PE-backed CEO, and former Managing Director at the U.S. Chamber of Commerce. Interviews with top MSP sellers and founders who’ve exited, plus short solo episodes on building pipeline, closing deals, and managing sales teams. New episodes almost every day.

Repeatable Revenue: An MSP Growth Podcast is a business podcast hosted by Unknown Host, with 300 episodes on record and a Required Pod Score of 80.

Unknown Host hosts Repeatable Revenue: An MSP Growth Podcast, a business show with 300 episodes published.

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  Episode #3

  Why Hormozi Got My $5,000 and Hard Rock Didn't

  Sep 30, 202612 minS2

  In the same week, Ray went through two sales processes as a buyer who was ready to spend. Hard Rock's vacation club wouldn't sell him anything without a 90-minute pitch, so he walked. Acquisition.com sent a short video and offered a 10-minute call, then skipped the call and sent a payment link, and Ray spent $5,000. This is for MSP owners and B2B sellers who are working hard on selling better while their process makes it hard to buy. What You'll Learn in This Episode: Why making it easier to buy can matter more than getting better at selling How Hard Rock lost an easy sale by insisting on a 90-minute pitch What Acquisition.com did to turn a text message into a $5,000 purchase without a sales call Why a large upfront time commitment kills interest when buyers don't know what's being offered How to adjust your process for cold, warm and existing customers without giving up discipline // Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more. → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses. → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind. → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com // Follow Ray on: YouTube | LinkedIn | Facebook | Twitter | Instagram

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  Episode #2

  Why Progress Feels Like Failure

  Sep 28, 20266 minS2

  Six months ago, one of Ray's MSP customers had zero appointments from outbound. Last month he said the program wasn't working because only two out of 10 appointments were showing up. Ray breaks down why progress on a complex problem so often feels like failure, and how impatience makes people quit when they're only a couple of problems away from the result. This is for founders and sales leaders who are solving problems one at a time and starting to wonder whether any of it is working. What You'll Learn in This Episode: Why a two-out-of-10 show rate can be progress instead of proof the program is broken How Ray audits a stalled project by counting the problems solved, the one you're on now, and what's left Why a setback feels like the final outcome when it's usually just the next problem in line What happens when impatience makes you pivot into a new set of problems and reset the clock When pivoting makes sense, and why sticking with it usually wins while you're still solving problems // Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more. → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses. → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind. → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com // Follow Ray on: YouTube | LinkedIn | Facebook | Twitter | Instagram

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  Episode #1

  How to Build Pipeline in Full Cycle Sales

  Sep 23, 20265 minS2

  Most sellers with a thin pipeline assume they picked the wrong channel. Ray met a full-cycle seller at an MSP whose calendar said otherwise — prospecting blocks, time boxed, six or seven channels running, real effort going in and nothing coming back. Every one of those channels works: Ray has 65 people cold calling and the data behind it, he drove $3M in sales from LinkedIn organically as a consultant, and canvassing and networking both produce given the right room and the right playbook. What he breaks down here is what happens when you split your prospecting time across all of them at once — you never reach the volume where momentum starts, and you never stay long enough to understand how a channel actually compounds. This is for founders and full-cycle sellers who are doing the work, watching the same channels produce for other people, and can't figure out why the results won't show up. What You'll Learn in This Episode: Why a full prospecting calendar can still produce an empty pipeline The difference between working a channel and dabbling across six of them How volume and mastery feed each other — and why you can't skip either What Ray learned about LinkedIn only after doing enough of it to see how content, DMs, profile views and Sales Navigator connect Why picking the channel you're best at beats picking the one that looks most promising // Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more. → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses. → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind. → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com // Follow Ray on: YouTube | LinkedIn | Facebook | Twitter | Instagram

  ListenShow Notes
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  Repeatable Revenue: An MSP Growth Podcast

  Start Here: Who This Podcast Is For (And Who It’s Not)

  Sep 21, 20265 min

  I introduce my podcast for MSP owners, sellers, and other business operators who want to sharpen their thinking around decisions that don't come with playbooks. As an investor, operator, and founder of MSP Sales Partners and Repeatable Revenue Ventures, I explain why this show focuses on how to think before deciding what to do. I challenge the common pattern of jumping straight to tactics without examining the underlying assumptions that shape every business decision. This episode establishes the show's core premise: that getting the frame right makes the decision easier, and that real-world business requires context, not just guru advice. I outline what listeners can expect from the daily format and who will benefit most from this approach to thinking through sales, strategy, hiring, leadership, and the moments when you're the only one willing to acknowledge something isn't working. // Welcome to Repeatable Revenue, a growth podcast for MSPs and your destination for tips on sales, strategy, and self-mastery from an operator, not a guru. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more. → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses. → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind. → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com // Follow Ray on: YouTube | LinkedIn | Facebook | Twitter | Instagram

  ListenShow Notes
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  Repeatable Revenue: An MSP Growth Podcast

  Why Most MSP SDR Hires Fail

  Sep 21, 202614 min

  An MSP owner decides it's time to go outbound — hire an SDR, start dialling — and it lands like one decision, right up until the script, the list, the offer, the comp plan, the KPIs, the training and the call coaching all show up behind it. In this episode Ray makes the case that the one decision is really a hundred decisions, and argues it with his own gym: a year of trying to build a balanced training plan himself never stuck, because every session came with a dozen sub-decisions attached, while the class that decides all of them for him takes one question the night before. He's candid that the trade-off is real — the system that works won't be built around you — and points at the side of the business MSPs already get right: nobody rebuilds their tech stack for every customer, and the structure is exactly what makes the result repeatable. This is for MSP owners who've tried outbound before, or are about to, and want to know what they're actually signing up for. What You'll Learn in This Episode: Why outbound fails from a hundred small calls rather than one big mistake The sub-decisions hiding behind "we're going to start making calls" Why unfamiliar decisions hurt your odds, not just your bandwidth What a working SDR function returns, and why that justifies the mess What changes when the sub-decisions go to someone who's made them before Why the 90% system you'll actually run beats the perfect one you won't // Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more. → Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses. → Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com → Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind. → Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com // Follow Ray on: YouTube | LinkedIn | Facebook | Twitter | Instagram

  ListenShow Notes

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