Simplify Your Tech

Technology help designed exclusively for retirees.

Get expert, judgment-free support to make your devices work seamlessly and enjoy more of what matters.

Sign Up for Early Access

How It Works

1

Tell us what you need help with.

Just open our app and speak your question — no typing, no hassle.

2

Book a time that works for you.

Pick a convenient time, and we'll match you with a patient, friendly expert.

3

Get expert help, concierge-style — no tech headaches.

We connect remotely using our secure tools to fix the issue for you— no in-person visit required.

It’s like having a personal tech assistant—always just a call away.

Sign up Now

Our APP Makes it Easy

What We Can Help You With

Tech should make life easier—not more frustrating. But for many retirees, keeping devices functional and in sync can be a constant headache. That’s where we come in.

Troubleshooting & Everyday Tech Support

  • Fixing software glitches, frozen screens, and slow devices
  • Updating apps and software without breaking things
  • Understanding confusing error messages and settings
  • Answering “How do I?” technology questions

Photo & Document Organization

  • Sorting and backing up years of photos and important files
  • Making it easier to access and share photos with family
  • Digitizing and storing important documents for quick retrieval

Keeping Devices in Sync

  • Making sure email, contacts, and calendars work seamlessly across Apple, Windows, and Android
  • Syncing documents, photos, and notes so they’re always accessible on all devices
  • Resolving frustrating issues with iCloud, Google Drive, and other cloud services

Retirement Tech Transition

  • Moving from work-supported email and devices to personal accounts
  • Transferring files, contacts, and subscriptions to a new system
  • Choosing the right devices and services for your needs in retirement

ABOUT US

Built by IT veterans to bring retirees personal, effortless technology support.

Tech Caddie was founded by Garrett Lunden and Jonathan Stone, Technology veterans with a shared vision: to make technology feel simple, personal, and stress-free for those who expect the highest level of service.

After decades of solving complex technology challenges, we saw an opportunity to create something better — a concierge-style service built on respect, patience, and expert guidance. At Tech Caddie, we lead a trusted team dedicated to offering personalized, judgment-free support tailored to your pace and preferences.

Like a great caddie, we respect your experience and offer smart, strategic advice to help you move forward with confidence — avoiding pitfalls and making the journey smoother.

What Our Customers Say

The day I retired, I returned my work laptop and didn't know where to begin. Tech Caddie helped me select a new laptop and get it set up.
John D. Connecticut
After returning from Florida, I could not print to my home printer. I tried everything. Tech Caddie fixed it on the first call and how I can easily print when I need.
Sarah M. Florida
Tech Caddie’s IT support has saved me so much time and frustration. Their expertise and peace of mind
Denise A. North Carolina

Our Blog

VIEW ALL

Call (860) 263-9386

Contact

Google

Message Us

We’re your personal IT concierge, dedicated to simplifying technology for people like you—smart, accomplished, and ready to enjoy life without tech headaches.
sign up