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.

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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.

→ 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

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Follow Ray on:

YouTube | LinkedIn | Facebook | Twitter | Instagram

▸ 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 membership, co-built a national Mid-Market sales channel, and more.

Former CEO operator for several investor groups where I led turnarounds of recently acquired small businesses.

Founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

Founder of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

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.

CHAPTERS:

00:00 - Introduction to Self-Running Sales Teams

01:12 - Challenges of Non-Self-Running Teams

03:03 - The Value of Proactive Leadership

04:23 - Building Effective Systems

05:38 - The Importance of Lead Distribution Systems

13:05 - Iterating and Perfecting Systems

15:01 - Hiring for a Self-Sufficient Team

20:50 - Conclusion and Call to Action

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.

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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.

→ 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

▸ 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 membership, co-built a national Mid-Market sales channel, and more.

Former CEO operator for several investor groups where I led turnarounds of recently acquired small businesses.

Founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

Founder of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

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

CHAPTERS:

00:00 - Introduction to Hiring Salespeople for MSPs

00:52 - Risks of Hiring Salespeople

04:50 - The Consequences of Hiring the Wrong Person

08:44 - Mindset for Growth

12:42 - Building a Scalable Sales System

15:13 - Navigating the Hiring Process

19:01 - Conclusion

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 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

▸ 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 membership, co-built a national Mid-Market sales channel, and more.

Former CEO operator for several investor groups where I led turnarounds of recently acquired small businesses.

Founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

Founder of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

This video is about building resilience as a crucial skill for outbound sales professionals who face constant rejection and failure as part of their daily work.

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.

CHAPTERS

00:00 - Challenges of Outbound Sales

01:33 - Understanding Failure in Sales

04:10 - Cultivating Resilience

06:09 - Key Lessons for Building Resilience

06:53 - Strategies for Resilience

08:37 - Managing Expectations

10:07 - Handling Rejection

11:34 - Controlling Your Response

13:43 - The Power of Scripts

15:44 - Establishing a Pregame Ritual

18:28 - Creating an Alter Ego

▸ 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 membership, co-built a national Mid-Market sales channel, and more.

Former CEO operator for several investor groups where I led turnarounds of recently acquired small businesses.

Founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

Founder of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

In this video, 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.

CHAPTERS:

00:00 - Identifying Sales Challenges

00:45 - List Building Strategies

03:06 - Lead Generation Process

05:03 - Qualification of Prospects

06:55 - Discovery Phase

10:34 - Assessment and Proposal

13:39 - Follow-Up Strategies

15:17 - Evaluating Your Sales System

▸ 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 membership, co-built a national Mid-Market sales channel, and more.

Former CEO operator for several investor groups where I led turnarounds of recently acquired small businesses.

Founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

Founder of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

In this video, 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.

CHAPTERS:

00:00 - The Pursuit of Goals

02:34 - Education and Career Aspirations

04:11 - Entering Politics

07:41 - Transitioning to a New Lifestyle

09:41 - The Formula for Success

19:41 - Reflections on Personal Growth