What I use, and final thoughts
A lot of what you are going to use will be driven by the technology you buy. I encourage you to shop your options – Garmin might not be right for you, but a Suunto / Android combination will. People have complained about the touch-interface units getting brushed by sleeves and gloves, but their app-forward focus might be right up your alley. So, do your research – I have always done so, and I’ve not regretted any of my big purchases.
I’m a big fan of Garmin, and their very data-intense but light ecosystem makes me surprisingly happy. If I were to change phones tomorrow, I know I would have no regrets – and that’s a big consideration for a wearable device, especially since I’m likely to switch to Android at the jump of a hat. I’m also a big fan of Strava, as it brings people together from across the various ecosystems and allows you to see what they are doing.
The choice is yours. Wear a Timex and record stuff in a notebook. Buy a watch and have it record stuff beyond your dreams. Maybe, it’s somewhere in between. Either way, good luck, get out there, and if you have had any experience with the platforms I’ve talked about, let me know in the comments!