For years my 85 year old father-in-law asked me technical questions - how do I attach a photo to an email, why has this stopped working. Small things, easily answered.
Except he lives overseas, and we were in different time zones. He'd write his question in the morning, I'd get back to him in the middle of the night. By the time he got his answer, the moment had passed.
Then I noticed he started sending a few questions at a time. Not asking straight away, but waiting until he had two or three questions saved up.
That's when it hit me - he wasn't struggling with technology. He was struggling with having to ask.
So we set out to build something he could use whenever he wanted, wherever he was, without waiting on anybody. Something patient, unhurried and happy to explain the same thing as many times as he needed - and able to store the answers for him.
That became Oskoole.
We're not trying to make tech experts out of everyone. We just don't want anyone to have to save up their questions.
- Matt, co-founder, Oskoole

To make simple tasks like online shopping easy, like paying bills online, healthcare, staying in touch with family and friends, learning new skills or connecting with like-minded people and local community.
We want to empower people to have independence in their learning, and help others in the process.
We want to create a community that feels connected, not left out.
Our impact
Oskoole is more than just a little tech help - it's a boost in confidence, a bridge to connection and a path to independence. By making tech simple, easy and inclusive Oskoole wants to help all generations feel they can have a digital life.
Oskoole wants to empower people to embrace the tech world without fear, in a big way or small.
Ask anything, any time. Whether it's a quick everyday question or a new skill you'd like to learn, Oskoole walks you through it step by step, in plain language, as many times as you like.
No rush. No jargon. No judgement.
Brain Skoole included — every subscription comes with our brain training games and quizzes to help keep your mind sharp, at no extra cost.
From $9.99 a month, cancel at any time. Join today and get your answers on your own terms.


© Copyright 2026. Oskoole.
All Rights Reserved.