Holly Sisson Photography

May 26, 2025

Corporate Photography: Headshots

Filed under: Corporate,Headshots,Photography Session — Holly @ 1:19 pm

It was great to return for another session with some of my favorite clients. They were updating their website and took time to reflect on which past photographer had captured the best images—and they decided it was me. That kind of feedback means a lot, and it’s something I hear often from headshot clients.

It was great to return for another session with some of my favorite clients. They were updating their website and took time to reflect on which past photographer had captured the best images—and they decided it was me. That kind of feedback means a lot, and it’s something I hear often from headshot clients.

People often comment that they hate having their photo taken. But they end up really liking—or even loving—the photos I take. Helping someone see themselves in a new, more confident way is incredibly rewarding. There’s nothing better than a client walking away happy with both the experience and the image.

I work exclusively with natural light, which gives my headshots a softer, more authentic feel compared to typical studio sessions with artificial lighting and backdrops. Because of that, every session has its own look—shaped by the person, the light, and the environment. I choose the best possible location on the day of the shoot, looking for spots that offer flattering light and a clean, natural background. When I’m shooting downtown, that often means working around unpredictable elements, but I always find a way to make it work.

My approach is to keep things relaxed and comfortable so people can feel like themselves in front of the camera. I do retouch headshots, but my goal is always to preserve the subject’s natural look—just the best version of themselves.

If you’ve been putting off getting a headshot because the idea makes you cringe a little, you’re not alone—and I’d love to help change that.

April 13, 2015

Toronto Corporate Photography

Here’s a selection of corporate photography, including headshot mini-session shots, that I’ve captured over the past year.

CorporateHeadshotPhotography

February 25, 2014

Headshot Mini-Session: Toronto Corporate Photography

A recent headshot mini-session session, with a husband and wife real estate team. We did an individual headshot photo for each of them, and two different team photos.

J5O6146 Edit screenres

J5O6199 Edit

J5O6234 Edit

J5O6253 Edit

(Equipment used: Canon EOS-1D X Digital and Canon 85 f1.2L lens)

January 16, 2014

Toronto Lawyers: Toronto Corporate Photography

I haven’t updated my blog for a while, so I am long over due! This session was completed last year, but final picks by the client weren’t compete until the new year. They wanted two head shots for each lawyer, a slightly more relaxed one and a more corporate version, so they would have different versions for their website and their social media needs.

IF 40 Edit 1

IF 39 Edit 2

IF 31 Edit 3

IF 45 Edit 4

IF 14 Edit 5

IF 17 Edit 6

IF 3 Edit 7

IF 6 Edit 8

IF 58 Edit 9

IF 54 Edit 10

(Equipment used: Canon EOS-1D MarkIV (new version of this camera is the Canon EOS-1D X Digital), and Canon 85 f1.2L lens)

December 11, 2013

Headshot Mini-Session: Toronto Corporate Photography

A recent headshot mini-session:

B3C8069 Edit

B3C8049 Edit

(Equipment used: Canon EOS-1D MarkIV (new version of this camera is the Canon EOS-1D X Digital), and Canon 85 f1.2L lens)

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