593: Navigating IT's Past and Future with Tim Nyberg of The MacGuys+

A Journey Through Mac Support with Tim Nyberg

In this episode of Command Control Power, hosts welcome Tim Nyberg of The Mac Guys + as he shares his extensive journey in Mac support, starting back in the early 90s. Tim recounts his early fascination with technology, from overclocking a Commodore 64 to managing the first round of Macintosh computers at his college newspaper. He provides insights into the evolution of Mac operating systems and the challenges of adapting to new technologies over decades. Tim also discusses the benefits and intricacies of running a remote support business, the importance of client engagement, and efficient business operations. The conversation explores tools like Addigy, RepairShopper, and Watchman Monitoring, touching on security practices and the need for comprehensive and affordable security audits for clients. The episode offers valuable lessons on adapting to technological changes, maintaining client relationships, and optimizing remote IT support.

Introduction and Welcome

Tim's Early Tech Adventures

College Days and Early Mac Experiences

Evolution of Design Software

SCSI Troubles and Early Mac Troubleshooting

Transition to OS X

Staying Current in Tech

Remote Work and Tools

Client Engagement Strategies

Streamlining Remote Work

The Pros and Cons of Repair Shopper

Exploring Alternatives to Repair Shopper

The Value of Community in Tech Tools

Balancing Business and Lifestyle

Security Audits and Tools

Reflections on the Tech Industry

Closing Thoughts and Future Plans

590: Streamlining Business with Addigy: A Strategic Shift

In this episode of Command Control Power, the hosts discuss leveraging Addigy to replicate some features of Watchman Monitoring, particularly focusing on business efficiency. Jerry initiates the topic by sharing his experience of transitioning from Watchman to Addigy due to development and costs. He highlights the useful features of Addigy, such as disk space alerts, and its Zendesk integration, while also acknowledging the development effort required to fully replace Watchman's reporting and alerting capabilities. The conversation includes a brief discussion on alternative tools like Malwarebytes. Additionally, the hosts reflect on client management challenges, specifically in dealing with tech support scams and rogue banking interactions. They close with a note on experimenting with social media marketing for new client acquisition.

00:00 Introduction and Episode Overview

00:05 Exploring Addigy and Watchman Monitoring

00:59 Jerry's Experience with Watchman Monitoring

02:15 Support Menu and Deployment

04:01 Evaluating Watchman Monitoring Features

04:29 Transitioning from Watchman to Addigy

04:50 Addigy Integration and Alternatives

11:59 PC Management Solutions

17:43 Reporting and Visualization Tools

30:31 Virtual Happy Hour Begins

30:42 Client's Printer Troubles

32:04 Remote Access Issues

32:56 Bank Troubles and Security Concerns

41:34 Keyboard and Mouse Mysteries

45:05 Marketing Experiment Results

49:28 Concluding Thoughts and Patreon Plug

589: Navigating Business Management with Benjamin Morales of Cirrus Partners

In this episode of Command Control Power, hosts dig into the business acumen of Benjamin Morales, owner of Cirrus Partners. Benjamin discusses his journey from being an educator in the Pacific Northwest to owning a small MSP company in Madison, Wisconsin. He elaborates on the challenges of managing a team, hiring and firing employees, and transitioning from Linux to macOS. The conversation covers the importance of company culture, and the balance between individual technical skills and management responsibilities. Additionally, Benjamin shares the lessons learned from losing a significant client due to a mismatch between an employee's personality and client expectations. Rounding out the discussion, Benjamin provides insights into his reading influences and the support mechanisms he relies on to lead effectively.

Ben's Career Journey

Transition to Ownership

Challenges of Leadership

Managing Employees and Client Relations

Documenting and Delegating

Employee Issues and Client Impact

Transitioning Business and Client Relations

Handling Employee Performance and Reputation

Debating Hiring and Firing Strategies

Navigating Pandemic Challenges

Workplace Dynamics

Effective Hiring Practices

Managing Employee Relations and Termination

Leveraging Professional Employer Organizations (PEOs)

Hiring Challenges and Solutions

Balancing Internal Transitions and Client Support

Reflecting on Leadership and Team Dynamics

Concluding Thoughts and Book Recommendations

585: Interview With Ben Greiner founder of Forget Computers, Apple champion and growth advisor at Addigy

Join us as we welcome back Ben Greiner, founder of Forget Computers and Apple champion and growth advisor at Addigy. In this engaging discussion, Ben reflects on his over 20-year journey in the Apple MSP world, the evolving landscape of IT management, and his role at Addigy. Ben shares insights on the integration of Apple-focused services into larger Windows-managed environments, the importance of compliance, and how Apple's advanced tools are setting new standards in the industry. This episode is filled with invaluable tips for MSPs looking to expand their Apple service offerings and successfully navigate the merger and acquisition landscape.

The hosts reflect on the 10 years in between Ben’s appearances.

Ross Matsuda, another CCP guest, also worked for Forget Computers.

Early on, Ben created Robot Cloud. This has since morphed into Vision Bot at Ntiva.

Ben talks about adapting to client needs.

Ben advises to look at the management tools that only focus on Apple products like Jamf, Kandji, and Addigy.

We get into how Ben switched from Jamf to Addigy.

Switching MDMs was harder than switching communication tools.

Most small MSPs are under one million in revenue a year.

Ben talks about how the 10,000 Small Business program by Goldman Sachs helped his business grow.

Forget Computers was acquired by Ntiva. Ben takes us down that road.

Apple vs Windows Support - it is difficult for Windows MSPs to make the shift to support the Apple platform.

Standardizing Apple Device Management

Proactive vs Reactive Device Enrollment

Ben works with existing customers to help them grow with Addigy.

Ben brings up the shift to Declarative Device Management

Compliance Standards and Challenges - is Windows really better built for business than Apple? Or has that paradigm shifted?

Jerry wants to know more about the 1Password acquisition on Kolide.

What is the future of Device Management and Security?

You can find Ben Greiner on LinkedIn.

582: Mercury Retrograde and Tech Troubles: Is There a Connection?

Thanks to our VIP Sponsors!

Jerry and Sam discuss issues with Zoom’s SMS campaign requirements and RingCentral’s lack of shared SMS functionality. Jerry also shares his frustration with RingCentral’s call handling limitations and the need for an unused extension to utilize advanced features.

For Joe, clients bypass Smith.ai by pressing extensions, leading to increased costs. Apple Intelligence may help manage notifications upon returning from being off the grid.

The hosts discuss the need for digital detox and features in Apple’s notification system. They also share their experiences with managing notifications and the potential benefits of AI-driven prioritization.

Sam has had an initially successful rollout of pricing emails to clients and he talks about the positive response he has received.

Jerry shares frustration with clients ignoring service recommendations despite positive feedback. After some input from Joe and Sam, he considers personalizing emails and including recommendations in newsletters to improve response rates. Joe also mentions the importance of using a personal email address instead of a bulk email service to avoid being filtered out as spam.

A customer’s easy acceptance of a significant rate increase led to a discussion about the importance of maintaining a consistent network stack. Despite the challenges, we discuss the value of following established procedures to ensure successful outcomes.

Joe wonders if Mercury being in retrograde has had any affect on clients being able to follow simple instructions.

Joe brings up the dangers of deep fake audio and how to protect against it. He even brings up a story of how Ferrari thwarted a deepfake attempt. They suggest using context knowledge or a safe word to identify potential scammers.

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564: Interview with Jason Dettbarn, Founder & CEO at Addigy

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Jason Dettbarn joins us on the show once again! Jason is the founder and CEO at Addigy.

Jason has been on our show many times over the years.

Jason talks about how he didn’t pay himself for two years as he built up Addigy’s business.

MDM (Mobile Device Management) has been around for 14 years and is a traditional method for managing mobile devices.

DDM (Declarative Device Management) is a newer approach by Apple that takes more initiative in managing devices.

MDM tells devices what to do, while DDM provides a recipe for the devices to follow and manage their own state.

• Advantages of DDM:

• Less burden on MDM servers

• Devices are more proactive in managing their state

• Requires less communication between servers and devices

• Challenges of DDM:

• MDM tools are still needed for some tasks (e.g., software deployment, agent-based features)

• Requires trust in Apple to manage devices effectively

Key takeaways:

• DDM is a significant shift in Apple's device management philosophy.

• MDM and DDM will likely coexist for several years.

• Agents will still play an important role in device management alongside DDM.

• There's a need to balance user experience with enforcing compliance policies. Ideally, compliance checks should happen seamlessly without interrupting the user workflow.

• Conditional Access features in Microsoft Endpoint Manager allow enforcing compliance rules and remediating issues automatically.

• Managed Apple IDs with built-in compliance features can improve data compartmentalization on Apple devices.

• Users should be able to see their compliance status and take corrective actions if needed.

• AI-powered smart filters can help identify devices with potential issues based on user-defined criteria.

• Addigy is developing a new solution to simplify and automate updates for public software and third-party applications.

• Jason talks about how collaboration between vendors is crucial for creating a more secure and efficient mobile device management ecosystem.