How I Manage + Organize My Digital and iPhone Photos

Consider this a sequel to my post on Living with Less and Prioritizing Simplicity in our Home. This time, we’re talking all things digital photos! After doing a giant organizational overhaul of our home and the things in it over the last couple of years, I still felt like I didn’t have a handle on our personal photos. I’ve always kept my clients’ photos organized, with systems in place for culling, storing, and backing up securely, but I couldn’t say the same for my personal photos. The number of Recents just sitting on my phone was in the thousands, and I know I’m not alone there.

As a photographer, of course I value professional photos. They’re artful, intentional, and they help me to remember certain seasons in a really beautiful light. I like to record things for our family with my big camera, too. But iPhone photos can be just as important - the little day to day moments, the funny videos, the vacation memories. They all hold extreme value.

Just like I prefaced the first blog, let me say again – a lot of this might sound harsh or extreme. It’s taken some perspective shifts and lightbulb moments to change some hard-wired habits and ways of thinking. Just like clothes and belongings, I get the attachment to photos and the anxiety/worry/guilt that comes with trying to pare them down. I get it. Your memories are yours alone and what’s important to you is important to you for a reason. So again, this is what’s currently working for me. If something’s helpful to you, great! If not, keep on keepin on.

The WHY Behind My Digital Photo Overhaul

It’s funny to look back and think about our own childhood photos. My mom was great at keeping photo albums and I loved flipping through them, but those albums held dozens, maybe a hundred. Certainly not thousands upon thousands of photos.

Now, we (80s and 90s babies) are parents to the most photographed generation in history. But what purpose is that actually serving? At what point does the sheer number of photos outweigh the benefit of keeping them all? Snapping photos has become almost a comfort thing for us in some ways. We think I HAVE TO CAPTURE THIS RIGHT NOW OR I’LL REGRET IT, instead of allowing ourselves to be fully present and then letting the moment pass on by. But do we lose some of the meaning, the intention, the value of a memory captured if it’s just floating around in a sea of tens of thousands of other memories captured? It sure becomes harder for memories to stand out and be appreciated…

I think some of us are scarred by the lack of tangible memories and sad that we don’t have more pictures from our own childhood. Which is understandable. But the challenge is this: you don’t have to overcompensate for that when it comes to your kids. I actually kind of appreciate the 90s way of NOT having every single little moment captured and saved. There’s gotta be a happy medium that exists between a lack of childhood memories captured on camera, and way too freaking many.

The number of photos on your phone is only going to increase. If your kids are little and it’s already at 5,000, 10,000, 20,000 - what’s it going to be at when they’re in high school? And beyond that? There is no physical way we can go back through and enjoy and relive 100,000, 500,000, a million photos some day down the road. It’s just not feasible. Even if we just wanted to look through a few at a time, or refer back to a certain memory, or photos from a certain season or event, how is that going to work if our photos aren’t organized? Are we going to just hope our iPhones still function the same and we can scroll back through 15 years’ worth of photos? That is a lot of scrolling.

I look at this as doing my future self and my children a favor. Not burdening them with more than they could ever possibly go through. Keeping only the best of the best. Keeping things manageable, for their sake. There’s a fine line between a lot to appreciate, and just plain overwhelming. Just like I’m not going to burden my kids with storage units worth of physical items to sort through one day, I’m not going to burden them with hundreds of thousands of photos, either.

the hardest part: culling

I’ve tried to make a habit of deleting iPhone photos as I go, culling through them daily or just right after I take a bunch. I also LOVE the strategy of using the search feature in the Photos app to search for the current date (ex. July 25) – it will show you every photo and video you’ve ever taken on July 25th of any year. Look through them, smile at some memories you forgot you captured, quickly decide which few are worth keeping, repeat. Doing a nightly cull is a good starting point for going back through and narrowing down/deleting photos from throughout the years, until you’re more caught up.

What does this look like? Blurry, awkward faces, closed eyes – gone. I don’t need 12 pictures if they all have a very similar pose or facial expression. If there are multiple people in a photo from a given event, one or two of that grouping is plenty. If I’m keeping a photo, there needs to be something distinctive about it. A good example every mom can relate to – taking the monthly pictures of your infant. Did you not take 27 pictures of them with the “4 months” sign? And 85 pictures with the “11 months” sign because they were rolling over or crawling off in half of them? I’d go back through those types of “bursts” of photos and narrow it down to literally just one or two (the horror, I know – but you can do this!). If it’s scenery, same thing. I don’t need 3 pictures of the same sunset or skyline, beautiful as it may be.

Distinctive is the keyword. Distinct poses, scenes, angles, facial expressions, actions being captured. 90s mindset. I try to think about it from a photographer’s perspective – the client only knows and cares about the photos you deliver, not the ones you delete. Your kids one day will not know or care about the okay photos you deleted – they’ll be able to better appreciate the good ones you kept.

It might take months on the front end to get things culled and at a more manageable number, but imagine the weight that’ll lift! Make a goal to have your number cut by a certain percentage by a certain date – a third by Christmas? Half by this time next year? And you’ll get to relive some memories as you go. Culling is the most time-intensive part. Beyond that, getting photos and videos off your phone and into folders every couple of months. once you’re caught up, takes minimal effort and time. 

off the phone, onto the external hard drive

A big influence for me in all of this is Nancy Ray – I listen to her podcast pretty often and have always heard her talk about her Legacy Photo System. She’s a former wedding photographer as well and has created an entire course about managing and organizing your family’s photos – your legacy! In her words, “Your phone is a phone. Not a storage device.” Yes, it has photo storage. Yes, iPhoto and iCloud are on it and that’s all fine. But phones get lost. They break. Do you really want to trust these memories to iCloud alone? Bottom line: when photos and videos are only on your phone, they’re not permanent.

To get them off my phone and stored safely, I use two hard drives: my main external hard drive, and a backup hard drive. I store very little on my actual computer because I don’t want it to get bogged down and run slower, so all of my client photos (and now personal photos too) are on an external hard drive. My backup hard drive’s only function is to create an exact copy of my external hard drive.

So to get photos and videos off my phone, I use Image Capture (comes standard on Macs, just search for it in the search bar). I plug my phone into my computer, open the program and it shows every photo and video on my phone (it’ll actually show an additional file copy if you’ve ever made edits to something). From there, I drag and drop into folders on my external. Each folder name starts with the year, then the month, then the event name. If there are multiple images from a particular event, that gets its own folder. Random one-off photos and videos can go in a seasonal folder, like 2023 Spring, 2023 Summer, etc. Here are some examples:

For something that spans multiple months (like Pregnancy – I wanted to keep all my ultrasound + bump pictures in one folder) I name the folder with whatever month it started.

After culling a tonnnnn of my kids’ baby pictures, I found it was easiest to group what was left, just day-to-day moments that don’t really fall under an event, into six-month increments: 0-6, 6-12, 12-18, 18-24 months. Beyond that, I do (Name) 2 Years Old, (Name) 3 Years Old, etc., for the miscellaneous photos and videos. For random family photos, scenery, a picture from a random date night, things like that, I do seasonal folders for each year - Spring, Summer, Fall, Winter.

Phone Settings

I realized as I started using Image Capture that having Live Photo turned on was creating more work in the long run for me, so I turned it off – controversial, I know. Yes, it’s fun to watch Lives back, but when you import a Live Photo with Image Capture it automatically creates a photo AND video version of the file and that’s just not worth the extra culling effort or file space for me. I tend to use Portrait Mode most of the time anyway.

Also, after realizing my iPhone photos were importing as HEIC files vs. JPEG, I did some research on what’s best. HEIC files retain the same quality at about half the file size of JPEG, and both types can be edited in Lightroom. However, after starting the album creation process and running into compatibility issues with the printing companies and album software, converting HEICs to JPEGs became too much of a hassle, so JPEG it is for me.

Backing up my photos securely

Getting a quality external hard drive is important, but even the sturdiest external drive isn’t made to last forever. From personal experience and hearing from other photographers, it seems like 5-ish years is a normal life expectancy for these things. Which means having your photos backed up in multiple places is IMPORTANT.

My backup hard drive runs with Time Machine to create a copy of what’s on my external, and I keep it in our fire-proof safe when it’s not plugged in. On my phone, I have the Amazon Photos app, which constantly backs up new photos (not videos, but if you have Prime, it’s free to back up unlimited photos, so it’s silly not to take advantage.)

Beyond that, I knew it was worth paying for some sort of reliable cloud storage to protect these memories – as dramatic as it sounds, it’s our family’s legacy at stake. I’ve never liked iCloud, so paying for more storage there wasn’t an option for me. Dropbox is a good alternative and is what Nancy Ray uses - its base plan is $119 a year for 2TB, but I didn’t need quite that much space. I have about 6,000 total photos and videos right now (1200 of those are our wedding photos) for a total of 55GB. Google One (what they now call all your storage across Gmail, Google Drive, Google Photos, etc.) has a 200GB option for $29 a year, which is perfect for me. Honestly, I think Google Photos sucks as much as iCloud and I deleted the app from my phone a while ago. BUT, I love the rest of the Google Suite’s integration enough to make up for it, and I like how Google Drive allows you to copy entire folders over from your computer and it keeps the same hierarchy. So Google Drive is where my photos are currently residing on the cloud!

But what about…

Accessibility? Does it bother you not being able to look at old photos on your phone?

Nope! Not an issue, because I still can! I’ll keep the current calendar year’s worth of photos and videos in my Recents folder on my phone, and if I want to look back at something else, I can easily find it on my Google Drive app. It’s all still there, organized into folders just like on my hard drive, it’s just not taking up storage space on my phone itself.

What about things like screenshots, quotes, recipes, etc.?

I did create a folder for those things within each year, however – screenshots are usually something I need to do something about. So as I’m culling, if it’s important enough to hang onto, I’ll either write it down on paper, copy it into my Notes app, email it to myself and file it within Gmail, or move that to-do item elsewhere.

How do you reconcile all this as a photographer? Don’t photographers advocate for MORE photos?

Obviously I’m a proponent of investing in professional photos for your family on a regular basis. There’s so much value in hiring someone to capture your entire family in an artful, timeless way. That said – it will always and forever be quality over quantity for me. It’s okay to only keep your very favorites from professional photo sessions. We cull your photos before we edit and deliver them to you - you’re allowed to cull even more! It’s our job to give you a gallery of what we feel is artful and beautiful. We’re providing you with options, and our goal for you is to really, truly enjoy your favorites. Maybe it’s the whole gallery! Maybe it’s half of them. Just like you do with your iPhone photos, decide which ones are most meaningful for you and your family’s legacy. Go for the ones that immediately make you feel something. Print them, frame them, put them in an album or family yearbook. It’s okay if you don’t hang onto the rest. 

My Goals from Here on Out

I’m planning to sit down and transfer photos from my phone to my computer once a month or as needed. Now that I’m caught up and culling daily, it’s really not too daunting of a task anymore to stay current.

A couple of years ago, before I even started this whole process, I started adding photos to Family Yearbook folders on my desktop. Like, the best of the best. Probably around 150-200 photos per year. I also created a Shared Album on my phone so my husband and I can both add our favorite iPhone photos that we want included in these yearbooks. At the end of this year, I finally got caught up creating those annual yearbooks for our family using mPix hardcover books. After trying out a few different options, I loved mPix’s customization features the best, but there are tons of great album companies depending on your preferences. Even an old school photo album with 4x6s of your iPhone photos is a great option! No matter what you choose, having your photos printed for your family to look back on and hold in their hands – there’s nothing better.

Something Andrew requested was a yearly family video, too. I finally caught up on 5 years’ worth of annual videos with iMovie and it was actually way easier than I expected! I just drag and drop my favorite video files and it can compile everything, in chronological order, into one continuous file. Nothing fancy, just all our favorite clips from the year combined into one long one, but so fun to look back on!

I also got archival storage boxes for our loose printed photos that aren’t in frames – one for our life pre-kids (dating/engagement/wedding/newlywed years) and one for our family memories.

Final thoughts

Just like with our home and downsizing our belongings, the mental load of managing all of it gets HEAVY. Getting to this point in downsizing our photos feels like a giant weight has been lifted. I feel like I can be much more present, enjoying the moments with my kids rather than having my phone in their face all the time. For the really important things (big life events, milestones, vacations, gatherings) I bring my big camera and leave my phone put away as much as possible, but when I do go to pull up the camera on my phone, I try to ask myself now “Am I taking this to share? Or am I taking it for us, to save?” It’s ok to take things for the purpose of sharing sometimes – we live in a connected world – but if it’s just for me and my family, I’m sure going to be more intentional about taking fewer but better photos. Quality over quantity.

Less, but better. That’s what I’m going for in all aspects of life in this season and it. is. freeing.

---

Thank you Maddie Ray for some of my very favorite family photos.