Recurring revenue is the lifeblood of modern IT services—but scaling it without friction is where most MSPs struggle. In this episode, John Rice sits down with Jeff Klebine, Chief Strategy Officer at Milo Massimo, to unpack how MSPs and SaaS companies can streamline their quote-to-cash processes, eliminate billing chaos, and reduce ticket volume.

Jeff shares a consultant’s perspective on the subscription economy, the rise of usage-based pricing, and how “dirty data” creates costly technical debt. From pizza-slice transformations to the coming wave of AI-powered automation, this episode offers a roadmap for MSPs and IT leaders navigating rapid change.

If you’re an MSP looking to clean up operations, boost recurring revenue, and future-proof with AI, you won’t want to miss this conversation.

Episode Highlights

• [00:42] Jeff Klebine introduces Milo Massimo and their focus on quote-to-cash consulting

• [04:35] Why recurring revenue is the foundation of today’s subscription economy

• [08:15] The shift from seat-based pricing to usage-based models (AWS, Netflix, Adobe)

• [12:20] How “data debt” slows down MSPs and blocks AI adoption

• [16:55] Practical ways MSPs can cut billing errors and reduce support tickets

• [22:40] Jeff’s “pizza slice” approach to business transformation

• [28:10] The talent challenge—training, retaining, and promoting from within

• • [35:25] The future of MSPs: automation, AI agents, and the next two years

  
  

  Tags/Keywords

  AI automation, MSP growth, recurring revenue, quote to cash, subscription economy, usage-based pricing, data debt, SaaS consulting, MSP operations, billing automation, cybersecurity, business transformation

  
  

  Call To Action:

  👉 To connect with John Rice and AI Savants:
  Website: https://www.aisavants.io
  Email: john@aisavants.io
  LinkedIn: https://www.linkedin.com/in/john-rice-31329526/

In this episode of the AI Savants Podcast, host John Rice sits down with Ilya Rubinshteyn, founder and President of Aegis IT Solutions, to unpack the evolution of managed services and why a cybersecurity-first approach is non-negotiable today. Ilya shares his 20+ years in IT — from working with Fortune 100s at GE to building an MSP rooted in compliance and proactive education.

We cover the major shifts facing MSPs, the talent gap in cybersecurity, how AI is both a challenge and an opportunity, and why the best MSPs lead clients instead of waiting for direction. If you’re in the IT services world (or just curious where it’s heading), this is a masterclass in staying ahead of the curve.

Episode Highlights:

• Ilya’s journey from enterprise IT to launching Aegis IT Solutions (1999 → 2015 → now)

• Why “cybersecurity add-ons” don’t make sense — it should be built into every package

• The biggest challenges MSPs face today: skill shortages, compliance risk, and AI misunderstandings

• How Aegis dedicates 20% of staff time to training to keep pace with rapid change

• Why being proactive with clients beats waiting for requests

• The danger of being “the best engineer” in your own company — and how to scale past that

• Emerging trends: Zero Trust adoption, private equity consolidation, and AI’s disruptive role

• Parting advice: Love what you do, and do what you love — even the unglamorous parts

Tags/Keywords:
MSP, Cybersecurity, Compliance, IT Services, Managed Services, Zero Trust, AI in IT, MSP Growth, Talent Gap, Cloud Services

Call to Action:
To connect with John Rice and AI Savants:
🌐 Website: https://www.aisavants.io
📧 Email: john@aisavants.io
🔗 LinkedIn: https://www.linkedin.com/in/john-rice-31329526/

To connect with Ilya Rubinshteyn and Aegis IT Solutions:

🌐 Website: https://aegisitsolutions.net/

🔗 LinkedIn: https://www.linkedin.com/in/ilya-rubinshteyn-7467b34/

In this episode of the AI Savants Podcast, host John Rice sits down with Eric Aquaronne, a seasoned technologist whose career spans IBM, open source AI, and now AnyLog, a company pioneering edge-based data management.

Eric shares his journey from writing mainframe networking code at IBM to helping design AI systems for autonomous ships, and how those experiences led him to join AnyLog. We dive into the Mayflower autonomous ship project, data sovereignty challenges, and how AnyLog is reimagining data management by processing queries at the edge instead of relying on the cloud.

This conversation touches on:

• Eric’s career path from IBM hardware/software to AI strategy and open source

• The story behind the Mayflower autonomous ship and its AI-driven navigation

• How AnyLog enables secure, scalable edge data processing

• Real-world use cases in smart cities, shipping, and utilities

• Challenges MSPs face in today’s cloud-dominated landscape

• The future of AI, edge computing, and even space-based data centers

Whether you’re a tech leader, MSP, or just curious about the future of AI and edge computing, this episode is packed with insights.

Episode Highlights

• IBM, open source, and the AI shift

• The Mayflower autonomous ship project

• AnyLog’s edge-first approach to data

• Why sovereignty matters in data management

• MSP challenges and opportunities

• The future: AI at the edge & space data centers

  
  

Tags/KeywordsAI, Edge Computing, Data Management, IBM, AnyLog, MSP, Cloud, Open Source, Data Sovereignty, Autonomous Ships, AI Savants Podcast

📢 Call to Action
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• Want to join the podcast? Contact john@aisavants.io

To connect with John Rice and AI Savants:
🌐 https://www.aisavants.io
📧 john@aisavants.io
🔗 https://www.linkedin.com/in/john-rice-31329526/