The Ray J. Green Show - podcast cover

The Ray J. Green Show

Ray J. Greenwww.rayjgreen.com
The Ray J. Green Show is for operators and founders who are already doing the work — but know that working harder isn't the same as getting it right. Each day, Ray J. Green — investor, operator, and founder of MSP Sales Partners — brings the sales tactics, leadership decisions, and strategic thinking he's learned from leading turnarounds, advising hundreds of B2B and MSP businesses, and making his share of costly calls. Some episodes are frameworks you can use tomorrow. Some are the thinking underneath the frameworks — the part nobody teaches. Most are both. From Cabo, where he lives with his family. No hype. Just what's working, what isn't, and how to think about the difference. Visit for fresh episode daily: https://podcast.rayjgreen.com
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Episodes

The #1 Cause Of Slow Business Death (You’re Missing It)

I share a real conversation I had with an MSP business owner who was avoiding making tough decisions about an underperforming salesperson, and explain why true leadership means making difficult decisions that others may disagree with rather than letting problems persist to keep everyone happy. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he...

Jun 27, 202511 min

6 Critical Factors For SDR Success

We analyzed what drives SDR success after coaching 100+ reps and discovered 6 critical levers plus 1 amplifier that make the difference between crushing it and flopping. In this video, I'll share exactly what separates high-performing SDRs from the rest so you can guarantee results in your business. Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where...

Jun 20, 202524 min

WIN MORE CLIENTS fast using this Proven MSP Proposal Strategy

Ray guides viewers through creating two plan options and making a compelling recommendation to seal the deal. Subscribe for more insights on growing your business through effective sales techniques. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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 n...

Jun 14, 202514 min

You're Only Scratching The Surface On Discovery Calls

In this episode Ray shows you how reps with all the right questions still blow the deal—and how one simple shift in how you run discovery can help you outsell competitors, even when your price is higher. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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-buil...

Jun 13, 202517 min

Optionality is Killing Your Momentum

In this episode Ray shares why having too many good options might secretly be sabotaging your success—and reveals the tough decisions he made to break free. If you're juggling multiple opportunities, this might be exactly what you need to hear. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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 ...

Jun 06, 202512 min

How To Build A Sales Team That Runs Itself

I break down how to build a sales team that truly runs itself by implementing fundamental systems that eliminate the daily firefighting and micromanagement that drains most MSP owners. I share my 20 years of experience showing how the right systems - from lead distribution to compensation plans - can free you from constantly making subjective decisions and dealing with team conflicts, allowing you to focus on proactive growth strategies instead. // Welcome to Repeatable Revenue, hosted by strate...

Jun 06, 202523 min

Cold calling, ads, SEO... none of it worked

In this podcast, Ray reveals the real reason marketing strategies like cold calling, LinkedIn outreach, and paid ads fail for MSPs—and the mindset shift you need to make any of these strategies actually deliver results. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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 mem...

May 30, 202516 min

Why Sales People Are Actually Bad for MSPs In 2025

I'm breaking down why hiring traditional salespeople can actually stall your MSP's growth in 2025, and sharing the component-based system approach that hundreds of successful MSPs use instead. Learn how to avoid expensive hiring mistakes and build scalable sales processes that don't create key-man risk in your business // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Cha...

May 30, 202521 min

Forced to work 2 hours/day. Here’s what happened.

In this episode, a CEO’s forced digital detox during a European vacation reveals how just two hours of focused work a day can unlock sharper priorities, empower your team, and expose the hidden cost of micromanagement. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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 memb...

May 23, 202513 min

How Top SDRs Stay Sane When 90% of Their Day Is Rejection

I share seven practical strategies I've learned throughout my career to help salespeople bounce back from setbacks, including taking feedback constructively, managing expectations, not taking rejection personally, focusing on controllable factors, using scripts effectively, establishing pre-game rituals, and creating an alter ego to handle difficult situations. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National S...

May 23, 202524 min

7-Part MSP Sales System That Delivers Predictable Growth

In this episode, I walk you through the 7-part MSP sales system we use to help managed service providers grow consistently and predictably. If you're tired of relying on random referrals or stalled pipelines, this framework will give you the structure and clarity you need to scale. Let's break it down step by step. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber...

May 16, 202526 min

The 4-Step Formula I Use to Win Any Goal (MSP Sales Included)

In this episode, I’m sharing the exact 4-step formula I’ve used to hit every meaningful goal I’ve ever set—personally and professionally. From relationships to business to building MSP Sales Partners, this process has helped me win again and again. If you’re in the MSP space and want to achieve big things, this is for you. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S....

May 09, 202522 min

Push Through The Dip (Why Most MSPs Fail to Scale)

If your MSP growth strategy doesn't make you want to chuck your computer out the window occasionally, it probably won't deliver meaningful results I'll show you why pushing through that initial resistance leads to outsized returns while "serial starting" keeps most IT businesses trapped on a plateau. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, w...

May 02, 202524 min

How to Pay SDRs in Your MSP (Without Going Broke)

I explain how to create an effective compensation plan for Sales Development Representatives (SDRs) in Managed Service Provider businesses. I walk through a three-step process for building a comp plan that maximizes ROI while avoiding issues like high turnover and underperformance, complete with practical examples and a downloadable template. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize ...

Apr 25, 202522 min

*REVEALED* MSP Compensation Plans That Actually Work

Drawing from my 15+ years of sales management experience, I'll show you how to design a comp plan that attracts top talent, motivates your sales team, and maximizes your ROI. Whether you're struggling to retain great salespeople or want to supercharge your sales performance, these insights will help you build a compensation strategy that truly works. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & ...

Apr 18, 202523 min

The Biggest MSP Sales Hiring Mistake (And How to Avoid It)

I break down the four common sales problems MSPs face and provide clear guidance on whether you need a BDR, SDR, closer, or simply sales training to solve your specific challenge. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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 ...

Apr 11, 202523 min

My Brutally Honest Review of Hormozi's Acquisition Workshop: Worth $5K?

▸ Get My Free MSP Sales Toolbox: https://msp.sale/yt-toolbox ▸ Join My Newsletter for Weekly Sales Strategies: https://rayjgreen.beehiiv.com Hey, I’m Ray Green. I’m a strategic growth specialist for B2B companies. Since this is social media and anyone can claim anything, here’s a quick rundown of my background: Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where I doubled revenue per sale in fundraising, led the first increase in SMB membershi...

Apr 04, 202520 min

How Airbnb, Hilton & VRBO Solve Your Biggest MSP Problem (New Clients)

In this video, I break down how Hilton, Airbnb, and VRBO's advertising war demonstrates effective differentiation strategies that MSPs can use to stand out and command premium pricing. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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-Ma...

Mar 28, 202519 min

20 Years Of Sales Experience In 15 Minutes

I reveal the five critical elements that separate top-performing MSPs from the rest. I'll show you why owning your pipeline, focusing on process over outcomes, mastering discovery, selling with conviction, and maintaining a winning mindset are essential for reaching the top 1% of sales performance. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, whe...

Mar 21, 202518 min

I led 150 IT Sales Trainings. Here’s Everything You Need To Know

Learn how to build a predictable stream of qualified appointments without becoming a full-time sales manager. Ray Green, with 20 years of sales experience and 15 years in sales leadership, shares a proven program to help IT business owners effectively recruit, train, and manage SDRs. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled r...

Mar 14, 202532 min

5 Surefire Ways To Increase Show Rates For MSPs

Learn how to communicate value, optimize calendar availability, create effective booking funnels, confirm appointments strategically, and use the BAMFAM (Book A Meeting From A Meeting) principle to maximize your sales process efficiency. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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 i...

Mar 07, 202522 min

Why They’re Saying No To Your IT Services

▸ Get My Free MSP Sales Toolbox: https://msp.sale/yt-toolbox ▸ Join My Newsletter for Weekly Sales Strategies: https://rayjgreen.beehiiv.com Hey, I’m Ray Green. I’m a strategic growth specialist for B2B companies. Since this is social media and anyone can claim anything, here’s a quick rundown of my background: Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where I doubled revenue per sale in fundraising, led the first increase in SMB membershi...

Feb 28, 20258 min

Hire A Top Appointment Setter In Your MSP (Without Becoming A Full-time Sales Manager)

Learn how to build a predictable stream of qualified appointments without becoming a full-time sales manager. Ray Green, with 20 years of sales experience and 15 years in sales leadership, shares a proven program to help IT business owners effectively recruit, train, and manage SDRs. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled r...

Feb 21, 202520 min

Alex Hormozi’s Brutal Advice For IT Businesses

In this episode, we break down Alex Hormozi's 4 biggest business risks for companies under $10M and apply them specifically to IT companies and MSPs I share real-world examples from my experience working with IT companies and provide actionable strategies to mitigate these risks. Whether you're running an MSP or scaling a tech business, these insights will help you build a more resilient company // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → For...

Feb 19, 202545 min

5 Ways IT Businesses Leak Money on LinkedIn

Going beyond its reputation as just a recruitment platform, I break down five critical areas where companies are leaving money on the table: unoptimized profiles, ineffective content strategies, poor connection approaches, missed conversation opportunities, and failure to integrate LinkedIn into broader marketing efforts. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. ...

Feb 17, 202527 min

7 Ways to Master Sales as a Founder-CEO

As the former Managing Director of the US Chamber of Commerce and a CEO for investor groups, I've helped numerous IT companies scale their sales, and I’ve been through this journey myself. I’ve learned these 7 keys through hard-fought experience, so watch and take control now! // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. About Ray: → Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue ...

Jan 31, 202524 min

I Trained 250 IT Salespeople - Here's Everything You Need To Know

After training over 250 IT salespeople and analyzing real performance data, I've discovered 7 key patterns that separate top IT sellers from everyone else. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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....

Jan 22, 202526 min

See Every Website Visitor (Free B2B Tool)

Want to know who's visiting your B2B website? I'll show you the free tool that reveals exactly who's looking at your pages - and how to set it up in 5 minutes. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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 m...

Jan 17, 20258 min

Niche or Not? The Truth About Scaling Your Brand

How over-niching cost me high-value clients and referrals. I'll share the feedback that changed my entire approach to brand building and market targeting. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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. ...

Jan 10, 202512 min

The $9M to $29M IT Sales Framework

How to scale an IT company from $9M to $29M. I'm opening up my complete sales audit framework that I use to create growth plans for high-performing MSPs. // Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green. 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. →...

Jan 08, 202523 min
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