I’ve begun the massive undertaking of going through thousands of digital photos, deleting the crappy, out of focus, and random ones, and editing and reorganizing the good ones.
It’s been bittersweet, revisiting happy and fun times with people I used to be friends with over the years, realizing how many have come and gone. I try to be be “happy it happened” as opposed to “sad it’s over” but there’s no denying it’s a tug on the heartstrings to realize how many people have fallen out of my life, by choice or by happenstance.
And don’t get me started on the unanticipated reminder of how much thinner I use to be. Oy!
Idle Eyes and a Dormy 
I have tons of photos to go through as well. The task is daunting, and like you, I will feel a few heartstring tugs of times gone by.
LikeLike
I’ve got a shit ton of digital photos too.
LikeLike
Oh boy, I can just imagine the emotional roller coaster.
LikeLike
Indeed, this is a massive undertaking. When I “retired” lo these many years ago one of my main goals was to finally organize all my photos and videos. Alas, I am still working on that project but I fear I will never finish. However, it is labor of love. Like you said, look at the old photos and videos brings back fond memories of times, places and people we knew in our previous life. Sometimes I think that was someone else and not me. Recently I’ve been uploading all my digitized VHS videos to YouTube. Talk about memories! Good luck with your labor of love.
Ron
LikeLike