How to manage Apple subscriptions and unfamiliar charges
Learn how to see, change, or cancel Apple subscriptions on iPhone and Mac, including iCloud+, AppleCare, and unfamiliar charges on your bank statement.
Read the article
Independent Apple specialist since 2006
Your personal Apple expert, at home or on Zoom
Patient, one-on-one support for your Mac, iPhone, and iPad in San Francisco, Washington, DC, and remotely.
What I can help you with
I need help setting up my new iPhone, iPad, or Mac
Getting a new Apple device should be exciting, not stressful. I'll transfer your data from your old device, set up your email and accounts, configure your settings the way you like them, and walk you through anything that's new or unfamiliar. You'll be up and running with confidence from day one.
My Mac isn't working right
Strange error messages, apps crashing, sluggish performance, a desktop full of clutter you're afraid to touch. These are the kinds of things I sort out every day. I'll figure out what's going on, explain it to you in plain English, and either fix the problem or help you decide on the best path forward, whether that's a repair, a cleanup, or an upgrade.
I want someone to manage the technology in my home
Between your Wi-Fi, printers, smart home devices, backups, and software updates, there's a lot to keep track of. I'll take it off your plate with regular check-ins to keep everything running smoothly, so you can stop worrying about whether your devices are up to date, backed up, and secure.
Recent tips
“Support Ending for Intel-based Apps” on Mac: what to do
Seeing “Support Ending for Intel-based Apps” on your Mac? Learn why it is a warning more than a year in advance and what you should do now.
Read the article
iOS 26.6 and macOS 26.6 are out
iOS 26.6 and macOS 26.6 are out with security fixes and preparation for iOS 27. Here is what changed and why you should install the updates.
Read the articleWhat Clients Are Saying
★★★★★5.0 on Google
Real reviews from real clients
BBarbara Bernstein June 2022
Jimmy has a very outstanding ability to explain things in simple terms to people who are not tech-savvy. From explaining things as basic as what a modem is or what "wifi" means, to dealing with complex technical problems, Jimmy always has words that clarify the issue. He understands what is important for his client to know, and what really doesn't matter. As a result, he can inform me what is needed without creating any confusion. Honestly, I wish I could give him more stars than 5!!
JJon Sheldon May 2022 · Local Guide
We have used Jimmy as our advisor, fixer, teacher and tech support for years - he is excellent, can fix all & can speak a language all of us understand so that we can use our tech more productively, he's the best!
About Jimmy Obomsawin
Apple products often seem to work like magic. Until they don’t. And when that happens, I’m here to help make your experience with technology smoother and more enjoyable. Since making my own switch from PC to Mac in 2006, I’ve dedicated myself to helping others make the most of their Apple devices. Whether you’ve just made the switch, have been a Mac user for years, or are diving into technology for the very first time, I meet you where you are.
I believe technology should serve you, not the other way around. By working one-on-one, I can take the time to truly understand your unique needs and help you find tailored solutions that fit your life. My experience has taught me that a little patience and a straightforward explanation can turn confusion into confidence. No technical jargon required.
I also make it a point to stay on top of the latest Apple and tech news, so you don’t have to. That way, I can let you know about any updates, features, or changes that might affect you, keeping your devices running smoothly and your experience worry-free.
Get in touch
Email is the best way to reach me. Tell me what you need help with, and I’ll get back to you as soon as I can.