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Category: family

Decoding my Father’s Story through his Vintage Photographs

I’m trying to understand more about my late father through his photography. He passed in 2022, and he passed on a mostly disorganized collection of photos that he snapped across his life. 

My dad fashioned himself a photography enthusiast.

My Father, The Photographer
While I was growing up, I remember he’d proudly carry around his SLR camera with zoom lens throughout New York City like he was some sort of urban Ansel Adams. Before that, he went through his James Bond subminiature Minox phase. While his tiny Minox camera was indeed cool for its time, the resolution of the resulting photos was mediocre at best.

I believe my father’s self-assigned photography projects were frequently more about expressing his own style and experience than the creativity in his photos’ form. (I was aware how much he enjoyed simply playing ‘photographer.’) But as I’ve been reviewing and archiving his old photos and negatives over these past few years, I’ve come to an additional conclusion.

He was also interested in the art of photography… I’ve uncovered some cool photos.

But my dad was limited by the technology of his time and didn’t have any distribution mechanism to reinforce his efforts. (No social media or blogs yet.) The furthest he went was to blow up a few of his favorite photos to frame for our apartment.

He seemed satisfied with this ceiling for his hobby. 

Photo Echoes Between Generations
I’ve been digitizing these photos as part of my ongoing family archiving project, and I’ve recently come across an unexpected phenomenon. I’ve found echoes of my own photo work showing up in some of my father’s photography.

It shouldn’t really be a surprise. New York City has certain iconic photo opportunities that a million others have also snapped. So, the fact that my father and I captured the same shot decades apart is hardly a revelation.

But it’s still made an impact on me.

Same Shot – Decades Apart
I had the opportunity recently to take a few photos on the water around Manhattan near the Statue of Liberty. After I returned home and reviewed them, I felt a déjà vu like I’d seen these before. Yes, of course… my father’s photos. He’d been on the New York Bay too (multiple times, in fact).

Take a look:

Here’s the southern tip of Manhattan in 1988 and in 2025. (My father’s photo benefited from all the picturesque boats in the harbor. Of course, lots of other differences, including the Twin Towers.)

And here’s the Stature of Liberty, again in 1988 vs 2025.
(I really like that giant American flag in my dad’s shot.)

These are hardly unique photos, But their similarities are striking for me, because they come from two generations of Lesters. And I find that meaningful. 

My Father’s Legacy
I’m still trying to understand my father. I had a complicated relationship with him. 

No, he didn’t really bond with me through his photography and share his hobby as a father would with his son.

But he did buy me a nice Ricoh camera when I was in my early teens. So, it wasn’t as if he entirely missed the connection. (And it’s not lost on me that my own passion for photography still found its roots during this time in my life.)

Decades later, the fact that we gravitated to some of the same photo moments has made me feel a little closer to him. I understand I’ve got a little magical thinking going on. Still, I think there was more to my father that met the eye (or at least I want to think).

And that’s made me consider his legacy a little differently.

What Will I Learn from the Next Photo?
My father’s photos are breadcrumbs that lead to a truth I’ll never completely understand. But they help me soften the rough edges to the story of our lives together.

And that’s part of what drives me to continue archiving his photos.

Consider these Factors When Asking Friends to Take Photos at Your Big Party

Over the years, I’ve occasionally been asked by family and friends to take photos during their celebration event. I’m not a professional photographer, but yes, I’ve got a decent camera that can shoot RAW, and I’ve been known to snap a good picture or two.

I’ve also leaned on friends to take photos during similar moments. Who hasn’t done this? (Today’s phones take great photos.)

Besides, it’s expensive to hire a professional photographer. When literally everyone at your party has a camera, why would you need to bring in a pro?

Well, sometimes you don’t. But it’s also important to recognize the flip side of the equation.

If you’re going to stick with a volunteer camera crew solution, here are the critical variables you should not leave to chance.

There Can Be Only One Official Camera
You may not have a hired photographer. But for a variety of reasons, which I’ll get into, someone in your crowd must serve the same ‘alpha’ camera role.

That doesn’t mean your other friends still can’t snap photos for you. In fact, that’s likely going to happen regardless.

Spray and Pray
Here’s the problem. When everyone has a shared responsibility. Nobody has individual responsibility. And that can create major gaps in your photographic coverage. 

As a result, even with hundreds or thousands of photos taken, you may still not get the ones you really want.

Group Portraits and Your Paparazzi
When more than one photographer is there to capture your group portrait shots, nobody in that group will know exactly which camera to look at and when. 

Even if you have an ‘organizer’ trying to direct everyone’s attention, it’s never going to be perfect. There are already too many distractions. 

And that will almost certainly guarantee many of those portraits (or worse) will be useless, because someone is looking off camera.

Remember, one ‘alpha’ camera. That’s all you really need in that moment.

Go let your paparazzi eat more hor d’oeuvres.

Dimly Lit Rooms and Blur
Yes, today’s cameras are amazing. Even the ones crammed into our phones. But they can’t handle every situation, especially in low light when there’s a lot of motion. 

People like to dance and move around at parties. And when the lights are turned down to enhance the party mood, the people in those photos are likely to look blurry. You need some serious ‘glass’ to freeze the action in low light. (I sadly need to remind myself of that limitation every so often.)

So sometimes, you require a flash in the room as the solve. But to avoid annoying everyone, only the ‘alpha’ camera should have the flash.

Conversely, if you want better photos from your volunteer team, turn up the room’s lighting a bit more. (Everyone will thank you.)

Where Does the Buck Stop?
As I’ve mentioned, with multiple volunteer photographers, you still may not catch all the highlights. Moments happen quickly. If you miss them, there’s no second chance. 

You don’t need every moment. Just the few that matter most. And again, one volunteer with the ‘alpha’ camera must own the responsibility to get you those for you. 

Yes, that may inevitably take a little time away from that guest’s ‘partying’ enjoyment. Both of you should have this understanding, and it doesn’t have to be a problem. (I’ve greatly enjoyed owning this responsibility.)

But when absolutely everyone is enjoying cake, nobody is snapping photos.

How to Have Your Cake and Eat It Too
Sure, lots of volunteer photographers will get a variety of interesting shots your ‘alpha’ photographer will inevitably miss. And that’s why there’s nothing wrong with all your other friends taking photos too.

It doesn’t have to be an either/or situation.

But it does need to be both.

Don’t Play the Odds
I learned this lesson the hard way at my own wedding. We didn’t hire a professional photographer and instead asked a few friends to help out. (And I really appreciated their support.)

We received many hundreds of photos. But honestly, a lot of them were unusable for the all the reasons I’ve discussed.  And those few key moments that mattered most?

Well, happily, yes… someone captured them successfully. But if you were to review the totality of all our pictures, you would also conclude the odds only narrowly favored us that day. It could have gone much differently. 

Lessons from Experience
The presence of many cameras in a room will democratize the responsibility of photographing your event. That’s the problem.

Ultimate responsibility needs to fall to one single source of photograph truth. And that person needs to know it.

This doesn’t mean you always have to pay for a professional photographer. (Though it’s a good way to get the job done right.) But yes, there has to be someone in your crowd who effectively is playing the same role. 

And of course, it’s lovely to receive everyone’s else’s photos as well. (There will be some great ones.)

This two-step strategy will go a long way to ensure success.

You’ll maximize the opportunity that comes with having dozens of cameras snapping away, while also preventing the disorganization that can develop without having an appointed ‘alpha’ camera in place.

A little planning can make all the difference.

Keep Summer’s Glow Alive with this Memory Hack

Labor Day isn’t quite here yet, marking the official end of summer. But realistically, it’s already over. Do you feel the energy shift too? It’s unavoidable. 

When I wake up, it’s dark out now. I chat with work colleagues in other states whose kids are already back to school. Everyone I run into asks me if I had a good summer.

Well, did I? Did you?

Sure, it’s easy to call out the fun vacation, weekend at the beach or summer BBQ. But what happened across all those other days and weekends? Can you remember the highlights? Or is it already starting to slip into a cloudy past as the fall season approaches.

Let Your Photos Jog Your Summer Memories
When faced with this moment, I find it useful to take a little stroll down memory lane via my summer photo collection.

It’s not just the big moments I’ve documented. It’s the little ones that matter too.

Only then can you take it all in and authentically say, “Yeah, I had a good summer.”

I just performed that photo review for myself, and here are a few images that reflect some of my own summer’s story.

Taking in Norwalk’s Memorial Day Parade from My Lawn Chair

Flying My Drone in Cape Porpoise, Maine

Eating Dinner by The Last Taco Stand During Sunset

Watching The Boston Symphony Orchestra Perform at Tanglewood

Experiencing the Music of AJR at Jones Beach Theater

Walking to Work from Grand Central Terminal on a Hot August Morning

Doing Nothing but Watching the Flames from Our Solo Stove

Your Photos are Your Secret Portal Back to Summertime
Though I’ve shared some of my own pictures here, creating this type of photo collection is more for the creator than anyone else. This little portfolio reflects a larger set of stories, because of what’s behind each photo. Only the photographer can know them.

And each image doesn’t have to be stunning. It should simply bring back the experience of your happy memory. 

I highly recommend trying this photo exercise as you wrap up your own summer.

Best Summer Ever?
So, did I have a good summer?

Absolutely.

How about you?