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Sheldon Isaac Images

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Corporate Headshots — Toronto & the GTA

One headshot.
Or a room full of them.

Your photo gets looked at before your bio, your pitch, or your résumé does. Studio sessions for one person → the on-site Headshot Hub for everyone at your event.

Corporate headshot photographer Toronto - studio portrait session
Corporate headshot photographer Toronto - confident studio portrait in an office setting
Organizations I've worked with across Toronto and the GTA
Woven
Sunnybrook Health Sciences
Destination Toronto
Durham Community Health Centre
OACS
Canadian Special Events
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Individual Studio Sessions
2
Recent Work
3
Event Headshot Hub
The Problem

The photo is doing the talking.
Whether you like it or not.

01

The one you keep meaning to replace

Cropped out of somebody’s wedding photo. A shadow across half your face. It’s been up there four years and you’ve noticed it every one of them.

02

The room you never knew you were in

Recruiters, clients, and conference organisers all look at the photo before they read a word. Nobody tells you when it was the reason. You just don’t hear back.

03

The event that's gone by Tuesday

Your attendees network for eight hours, then go home with a phone photo taken under a banquet chandelier. Nothing they’d post. Nothing with your name on it.

Individual Headshots

A studio session
built around you.

Most headshots look like headshots. Stiff. Staged. Slightly uncomfortable. That’s not what happens here.

Every session starts with a call before the shoot — your goals, your industry, where the photo is going to live. By the time you walk into the studio you already know what we’re making. So do I.

The result? A photo that looks like you on a good day. Not a version of you that looks like everyone else’s LinkedIn.

→ 30 minutes, $245. 60 minutes, $295. Retouched files $50 each — you buy only the ones you want.

Headshot photographer Toronto - studio session in progress
How It Works

From first call
to final photos.

1

The Call Before

Your goals, your industry, where the photo’s going to live, and what you want it to say. Ten minutes, and it decides everything after it.

2

In the Studio

30 or 60 minutes. Lit properly, paced slowly. I direct every frame so you’re never standing there wondering what to do with your hands.

3

Change Your Look

Bring more than one outfit. Different looks cover different jobs — LinkedIn, speaker bio, website, press.

4

You Pick

Full proof gallery after the shoot. You choose what goes forward. No bundle you didn’t ask for.

5

Retouch & Deliver

Every photo you buy gets fully retouched and sent as a high-res file. Print, web, LinkedIn — all covered.

What's Included

Everything you need.
Nothing you don’t.

01

The Call Before the Shoot

A real conversation, not a form. Goals, wardrobe, backdrop, and where the photo gets used — settled before you arrive.

02

Studio Time, Lit Properly

30 minutes at $245, or 60 at $295. Studio lighting, multiple backdrops, and me directing every frame.

03

Outfit Changes, No Extra Charge

Bring as many looks as the clock allows. More looks means more places you can use the results.

04

Unlimited Frames

I don’t count shots. We keep going until there are options worth choosing between.

05

Full Proof Gallery

Every usable frame, online, yours to review at your own pace. You pick the keepers — nobody picks for you.

06

Photos À La Carte

$50 per retouched file. Buy one, buy ten. You never pay for photos you’re not going to use.

Makeup isn’t included, but I can arrange it — just ask when you book.

From a Client

She started with 100 favourites.

“I had to narrow down my photos of choice and went from over 100 favourites to 80, to 45, to 22 and settled on 12. That says everything!”

NM

Nikki Morrell
Author & Life Coach — Brand Session

Recent Work

No stock photos.
Every one of these is a real client.

Studio sessions and event activations. Most of these people told me they photograph badly before we started.

Corporate headshot Toronto - studio portrait
Executive headshot Toronto - studio portrait
LinkedIn headshot Toronto - natural portrait
On-site event headshot Toronto - Headshot Hub portrait
Corporate headshot Toronto - studio portrait
Executive headshot Toronto - senior portrait
Speaker headshot Toronto - conference bio portrait
Event headshot Toronto - on-site Headshot Hub portrait
LinkedIn headshot Toronto - confident portrait
Event Headshot Hub

Headshots for everyone
at your event.

Your attendees show up. They network for eight hours. Then they go home with a phone photo taken in bad lighting.

The Headshot Hub fixes that. A full station — lighting, backdrop, and me — set up inside your conference, gala, expo, or summit. Nothing lands on your run sheet. Nothing for your team to manage on the day.

Every attendee leaves with a portrait they’ll put on LinkedIn. Your backdrop is in it. Your name travels with it every time someone looks them up.

Watch: how the Headshot Hub runs at your event
How the Headshot Hub Works

Three steps.
None of them yours.

01

I arrive already set up

Lighting, backdrop, and gear in place before your doors open. Nothing on your run sheet. Nothing for your team to manage.

02

Your attendees get their shot

Under five minutes each. The ones who tell me they hate photos are usually the ones who like theirs most.

03

Photos land fast

Half day → edited gallery the next day. Full day → within 72 hours. Every attendee gets a file they’ll still be using next year.

Packages

One person, or a whole room.
Both are covered.

Prices below are floors. Events get quoted on hours, headcount, and what you want attendees walking away with.

Individual

Studio Headshot Session

For executives, speakers, job hunters, and anyone whose photo hasn’t been updated since 2019

Starts at $245 CAD
Event — Half Day

Half Day Headshot Hub — Booth Activation

4 hours on-site. Built for conferences, expos, and trade shows with walk-up traffic.

Starts at $1,450 CAD
Event — Full Day

Full Day Headshot Hub — Booth Activation

8 hours on-site. For multi-track conferences, galas, and all-day activations.

Starts at $2,600 CAD
Where It Works

Anywhere your people
show up in person.

Conferences & Trade Shows

The line at the Headshot Hub turns into its own attraction. Attendees plan their day around it and tell the people they came with.

Galas & Awards Nights

Everyone’s already dressed for it. Give them a photo worth the outfit — most of them haven’t had one taken in years.

Association Summits

A member benefit they’ll use every day for a year. Hard to say that about a tote bag.

Team & Onboarding Days

Refresh every headshot on your website in one afternoon. New hires, rebrands, leadership changes — done in a single booking.

Add-Ons

Bolt these on
and the day does more.

Instant On-the-Spot Photos

Attendees walk out with their headshot in hand before they leave the booth. It becomes the thing people talk about.

Sponsor Backdrop Placement

Put a sponsor’s logo in every portrait that leaves the booth. Easiest renewal conversation you’ll have all year.

Event Photography Coverage

Add full event coverage to the same day. One photographer, one brief, one invoice.

The Media Multiplier

Turn the day’s headshots and event photos into weeks of LinkedIn content for your team and your attendees.

What Clients Say

Don't take my word for it.

“Sheldon’s professionalism and attention to detail were impressive. He did a great job of making us feel relaxed so our authentic personalities could shine. The quality of the photos was excellent. Overall, the experience was outstanding. I would highly recommend him.”

MG

Michelle Gibson
CTDP, CMP, CTMP, B.Ed — Career Development Consultant

Questions

The things people
always ask.

How much does a headshot session cost?

$245 for 30 minutes, $295 for 60. Retouched files are $50 each and you buy only the ones you want.

Are the photo files included?

No — and that’s on purpose. You review the full gallery and buy only what you’ll actually use, at $50 per retouched file. Most people take two or three.

How long until I get them?

Studio proofs go out shortly after your shoot; retouched files follow once you’ve made your picks. Event galleries: next day for a half day, within 72 hours for a full day.

What does the Event Headshot Hub cost?

Half day (4 hours) starts at $1,450. Full day (8 hours) starts at $2,600. Both include unlimited headshots — no per-person billing.

Can we brand the backdrop?

Yes. Bring your own branded backdrop, or use the white one I provide. Sponsor logo placement is a common add-on.

Do you travel outside Toronto?

Yes — Ajax, Pickering, Whitby, Markham, Mississauga, Scarborough, North York, and across Southern Ontario.

Toronto headshot photographer Sheldon Isaac
Your Photographer

I've spent 19 years getting
people to actually relax
in front of a camera.

Most people tell me they photograph badly. They’re wrong — they’ve just never been directed. That’s most of this job: getting someone to stop performing long enough to look like themselves.

Same work whether it’s one person in the studio or fifty people in a line at your event. The gear matters less than knowing what to say to someone in the four minutes you’ve got.

  • Insured. Certificate of insurance available for your venue on request.
  • Backup gear on hand. One equipment failure won’t cost you your photos.
From a First-Timer

“First of all, Sheldon is an amazing photographer! He truly pays attention to every detail and made sure every shot was perfect. I was nervous at first because I had never done a photo shoot before, but Sheldon made me feel comfortable and confident throughout the entire process. Highly recommend!”

KP

Kellina Powell
Mental Health Coach & Keynote Speaker

Let's get you a photo
you'll actually use.

One session, or headshots for everyone at your event. Tell me which and we’ll sort out the rest on a call.

Corporate Headshot Photography in Toronto & the GTA

Sheldon Isaac Images shoots corporate headshots across Toronto, Ajax, Pickering, Whitby, Markham, Mississauga, Scarborough, North York and throughout Southern Ontario. Two ways to work together: individual studio sessions — 30 minutes at $245 or 60 minutes at $295, including a planning call, unlimited frames, multiple outfit changes, and a full proof gallery — and the Event Headshot Hub, an on-site headshot station for conferences, galas, trade shows, association summits, and team days.

Every studio session starts with a call before the shoot, so the photos match your industry, your goals, and the platforms you’ll use them on. Retouched high-res files are $50 each and bought à la carte — you take what you need and nothing else. Whether you’re a Toronto executive updating a LinkedIn profile, a speaker who needs a current conference bio photo, or a marketing lead refreshing an entire team page, you leave with files you can use the same day.

For event organisers across the GTA, the Event Headshot Hub runs a half day (4 hours, from $1,450) or a full day (8 hours, from $2,600) with unlimited headshots at one flat price — no per-person billing. Galleries are delivered the next day for half days and within 72 hours for full days. Branded backdrops, sponsor logo placement, and instant on-the-spot photos are available. Book a discovery call to talk through your event, your headcount, and your date.