At Home with Tech

Unlock the power of all your technology and learn how to master your photography, computers and smartphone.

Tag: New York City

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.

Here’s a Great Place to Snap a Photo of Manhattan’s Iconic Skyline at Sunset

It’s hard to miss this famous skyline as your Amtrak train nears or leaves the Big Apple. And sunset is a particularly special time. So, it warrants trying to take a photo or two…

The weather conditions have to be right. Plus, there’s only a six-minute stretch when the train is close enough and oriented correctly with its windows directly facing the east side of Manhattan. 

The Best Views of New York City
Then, take out your smartphone. Press it as close to the window as possible to avoid reflections from the inside of the train. (The fact that your phone’s lens effectively lies flat with the phone’s body will protect it from accidental bumps into the glass due to your train’s jerky movements.)

And then start snapping away.

As much as I always want to zoom closer with my iPhone 15 Pro Max’s 2x or 5x lens to better frame the skyscrapers, the wider shots are better. I think you need that foreground in the shot to help tell the visual story. Plus, the train’s motion is less of a problem for your phone’s camera if you’re not zoomed in.

Just Another Bonus for Taking the Train
Yes, it’s an amazing vista to take in, but you should temper your expectations for your photos. Remember, you’re shooting through glass, and the train is moving.

Still, it’s worth a shot.

I go for it whenever I’m on Amtrak’s Northeast Regional or Acela heading back to Connecticut from Washington, D.C. (These photos are from my recent trip.)
In the old days, it would be when I was heading out of New York City back to Boston. (So, I’ve been at this for a while.)

And yes, I do prefer taking the train vs. a plane between these destinations. It’s much more convenient and relaxing. (The door-to-door time comparison is similar after you bake in the extra hours spent at the airport.) But I digress…

Enjoy the Show
Sunset isn’t the only time to try to capture these photos of New York City. (Shooting directly at the sun can really confuse a camera and isn’t especially great for its sensors. But a few brief clicks shouldn’t play too much havoc with the electronics.)

These magic sunset minutes always call out to me as the deep orange light bathes the landscape. 

It’s both unearthly and entirely natural.

And you’ve got one of the best vantage points of this city a photographer could hope for.

Searching for Silhouettes on a City Street at Sunrise

People walking in Baltimore's Harbor East neighborhood at sunrise

The orange glow of the sun that floods the landscape at sunrise or sunset is a great time to photograph silhouettes and shadows. Here’s how I maximize that opportunity.

If you’re lucky enough to be walking on a city street facing due east or west when the sun is low in the sky, it’s time to take out your camera. That’s when you can easily find magical silhouettes and the shadows of people bathed in sunlight.

Your eyes may only sense a blinding fog of bright orange. But your camera can likely peer through that optical interference and capture enough detail to be later optimized in post.

When editing these photos, I find it ideal to focus on deepening the silhouette effect in a targeted fashion. I accomplish that using Adobe Lightroom with the AI-powered Masking/Objects tool. That allows me to easily select the silhouetted images in the foreground to darken them further without affecting the rest of the photo.

Here are a few examples.

Baltimore, Maryland’s Harbor East (2025)
I snapped this sunrise shot as two men walked to work by the marina.
Two men walk to work in Baltimore's Harbor East neighborhood at sunrise

Facing East at Grand Central Terminal (2012)
Though not technically a street, the Main Concourse at Grand Central channeled the morning’s rays onto New York City commuters as they rushed to their jobs. (I think some of these folks may already be late, as you can tell from the clock.)
Commuters rush through Grand Central Terminal in the morning

Facing West on a Street in Barcelona (2008)
These two women were enjoying their sunset stroll.
Two women walk on a street in Barcelona at sunset

Morning Stretch in Hong Kong (2005)
I captured this quiet moment as I explored the neighborhood during a work trip. Even if the sun isn’t in the perfect position, a shaded space with a bright background can offer your camera a similar silhouette effect.
Man's morning stretch in Hong Kong
The Power of a Good Silhouette
Whether you have your smartphone or a mirrorless camera to compose your photo (I used my Panasonic Lumix DC-ZS200D for my Baltimore pictures), sunrise and sunset are perfect times to capture the landscape.

If you can frame the bright sun in your shot, that’s great. But for me, I’m often more interested in the dark shadows.