Dana Stibolt

Always enjoyed helping others with their problems, computer or otherwise.

About Dana

A friend once told me, “You sure do see a lot for a blind guy!” Why should you hire me as a Mac or business consultant, or life coach? I “see” things differently, and that can bring a unique perspective to finding and solving your issues.

I work fast! My consulting and coaching style is about getting to work to meet your goals as quickly as possible. There’s no blah blah blah Internet coaching speak or algorithms where small tidbits of information are doled out over time, and it’s all time-tested advice right from my big nerd brain. I’ve succeeded in business by focusing on the work, not the money. I do the same for my clients; maybe we’ll work together for a few weeks or for many years. I’m here for as much or as little as you need as a coach or consultant.

I’m Dana Stibolt, a lifelong entrepreneur, computer and business consultant, data recovery and data protection expert, and all-around computer guy. I own and operate an award-winning Apple Mac computer consulting and sales and service businesses www.macmedics.store and www.macmedics.consulting that I founded in Annapolis, Maryland, in 1989. I’ve sold nearly $30,000,000 worth of Apple gear and I’ve completed hundreds of thousands of on-site, remote and in-store service calls! MacMedics stands as one of only a select few Apple “Triple Authorized” companies in the United States, holding the following Apple Authorized designations: Apple Business Partner, Apple Technical Partner, and Apple Authorized Service Provider. I am also a “three-peat” winner of Studio Network Solutions “Dealer of the Year” for the Northeast United States!

My Apple consulting, service, and sales work have been featured in The Baltimore Sun and The Capital (multiple times for both) as well as IT Brew, The New York Times, CNET, Cult of Mac, MacRumors, The Mario Armstrong Show, Wired, Eye on Annapolis, WYPR/WJHU, WEAA, XM Radio, and I was even mentioned on the Today Show. My Apple service videos on YouTube have been viewed more than 1.3 Million times!

My first Apple computer was purchased in 1979 from The Comm Center in Laurel, Maryland, a HAM Radio shop! I own a collection of over 100 Apple computers, ranging from an Apple II all the way to an M4 Pro Max 16″ MacBook Pro (w/ Nano Texture display) and an Apple Studio Display. I am a strong advocate for backing up your data and backing it up in multiple ways automatically. I enjoy solving complex problems (computer or otherwise) and strategic planning.

I’m visually impaired (legally blind) and have had a living donor kidney transplant, so I’ve learned how to plan for anything. I carry two iPhones (A new iPhone 16 Pro Max and a 13 Pro Max backup), two flashlights, a Leatherman Multi-Tool, and a good knife everywhere I go. I always have a solid toolkit with me, and I’m famous for always carrying a 20-pound backpack with me. When I work on-site, I also take along a 20-pound tool bag. I live by the Navy SEAL saying, “Two is one, one is none.” I’ve used that phrase to completely redesign my life, all of my activities and to protect and help my customers with a system I call “overwatch”.

I am a Vegan and a daily bike commuter (No spandex, but always a dorky helmet), and I ride rain or shine! My challenges in life (facing death, finding a kidney donor (the big ask), and all the while slowly going blind) have battle-hardened me to take on big goals and achieve time-accelerated outstanding results. In the year I received my kidney transplant, I also purchased a competing Apple retailer, macUpgrades, so no matter what, I’m not slowing down when it comes to my business goals and living my best life!

About my coaching, consulting, and cooking:

Through my company, MacMedics, I’ve helped countless customers with Apple computer service, support, and consulting. Since 1989 (way before the Apple Store), I’ve personally completed or had a hand in hundreds of thousands of Apple repairs, on-site consulting visits, and remote service calls. Before I had an office or a store, strangers would come to knock on my door to ask about my Apple service. I’m known for solving the toughest Mac issues, including data recovery (and while I mostly perform Mac and iPhone/iPad data recovery I also can work on anything that has data!

I was Tom Clancy’s personal tech “wizard” (his words) from 1998 until his death in 2013. and I served as a technical consultant for Clancy’s book Red Rabbit in 2001. His estate hired me to collect all of his computers and hard drives and catalog his entire data collection. His domain, www.tomclancy.com was at risk of expiring at one point, so I secured it for him, in fact, I convinced him that he needed a website after his domain had no site associated with it for many years. In this photo (from Martha’s Vineyard, MA) to the left, I think I was unknowingly channeling Tom.

I’ve worked with the White House on multiple occasions (For several different administrations, and in one instance, my visit was worthy of its own Tom Clancy story.). I have hundreds of corporate customers, including some from the Fortune 500, federal, state, and local governments, as well as the Baltimore Ravens and the Baltimore Orioles! I was trusted to work on Cardinal William H. Keeler’s Mac while he served as Archbishop of Baltimore. I’m on speed dial for multiple celebrities and at least one billionaire. And I was once hired to perform data recovery on iMac G4 to recover a voicemail from David Bowie!

I have a strong eye for design (That’s a blind joke!) and refining interior spaces, and I also design custom furniture and my own retail fixtures for MacMedics. Apple’s official style guide uses my Severna Park, Maryland location, MacMedics, and its building as a reference example of how a free‑standing Apple Authorized Service Provider should look. I was early to adopt LED lighting throughout the space, which aligns perfectly with Apple’s push for energy‑efficient lighting at all partner locations.

I’ve also got a knack for sniffing out BS, and in one instance, I overheard the personal assistant of one of my clients talking on the phone to a cabling contractor, so I asked about the price for the job in question, and it sounded high! I put them in touch with my cabling guy for a second opinion and saved them a cool $40,000!

I’m a vegan chef too, and I can teach you how to cook great-tasting, high-energy, healthy food to fuel your success and make you feel great!

Personal Coaching

Over the years of working with clients on their Macs and networks—both on‑site and in my shop—I started to notice a pattern. People weren’t just coming in for technical help; they were pulling me aside to ask for advice on their businesses, marketing ideas, and even personal challenges. Before long, I was meeting with people I’d never worked with before who were stopping by specifically to “talk things through” after hearing my name from a friend of a friend.

That kind of word‑of‑mouth made me realize something important: what I offer goes far beyond technology support. That’s why I decided to bring my coaching and business consulting work to the forefront. I still lead MacMedics every day, but helping people solve tough problems—whether technical, business, or personal—has always been my deepest passion.

I’ve always had a knack for diagnosing both computer issues and complex human or organizational ones, so coaching felt like a natural extension of what I do best. Today, I help clients with everything from branding and start‑up strategy to confidence, health, marketing, pricing, relationships, and more. Wherever there’s a challenge, I see an opportunity to create clarity and positive change!

Business Consulting

As a seasoned business leader, niche expert, and veteran of the IT industry, I know what it takes to make bold, strategic moves that propel a business forward. I can help you craft your story so it resonates with authenticity—never sounding like a self-serving pitch, but instead connecting with your audience in a way that inspires trust and action.

I’ve personally secured a $1,000,000+ loan with nothing more than a ten-minute elevator pitch—fully underwritten the next day. The bank’s Vice President told me, “As a banker, I hear plenty of bad ideas, but yours is the best I’ve heard in years.” That moment confirmed that confidence, preparation, and clarity cut through every barrier.

Whether you’re seizing a once-in-a-lifetime opportunity—a pivotal deal, a leadership breakthrough, or even a call that changes your life—I can help you respond with calm certainty, strategic focus, and genuine presence. Together, we’ll turn pressure into progress and opportunity into success.

When the Deputy Counsel to the President says, “That’s the best idea I’ve heard all day,” I can teach you how to respond with quiet confidence and certainty and make a plan for success while staying cool and undercover.

Dana's Blog

You need to take charge of your own data!

You need to take charge of your own data! When discussing data preservation and protection, I often reference Ronald Reagan’s well-known phrase, “trust, but verify.” It’s essential to ensure that the data on your devices is really backed up. If...

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MacMedics is hiring!

MacMedics is hiring!

MacMedics is seeking Apple Certified Macintosh Technicians to join our Service Team at our Severna Park, Maryland store. As a Mac Tech at MacMedics, you’ll handle a variety of tasks – from walk-in Apple warranty and non-warranty repairs, to assisting...

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Beware of using a “shared” iCloud account!

Beware of using a shared iCloud account! If you share an iCloud account, beware! Whether at work or in a relationship with a boyfriend, girlfriend, or husband or wife. If something goes wrong with the relationship, the other party with...

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