HEADSHOTS - PORTRAITS - FINE ART - MATERNITY - FAMILY

HEADSHOTS

PORTRAITS

YOU NEVER GET A SECOND CHANCE TO MAKE A FIRST IMPRESSION

New for 2026

Birthday Portrait Photography

Celebrate another year with a portrait experience designed to honor who you are right now. Our Birthday Portrait Sessions are perfect for children, teens, adults, and meaningful yearly milestones—because every age deserves to be remembered.
Whether it’s your child’s infectious joy, a teen stepping confidently into a new chapter, or an adult celebrating a milestone year, these sessions are thoughtfully styled and professionally guided to create portraits that feel authentic, timeless, and personal.
This is more than a birthday photo—it’s a yearly tradition, a celebration of growth, and a beautiful way to preserve memories you’ll treasure for generations.

WHAT MAKES US DIFFERENT

We believe portraiture is personal. By getting to know you and what matters most, we create fine art portraits that beautifully reflect your story and the deep connection you share with your family and friends.

Valentine's Day Luxury Event

The Countdown Begins!
Less than one month until Valentine’s Day—have you made your plans yet? Dinner, flowers, chocolate… all lovely, but what if this year you gave something truly unforgettable?
Let me help you stay out of the doghouse. Imagine a romantic couples portrait session—intimate, elegant, and filled with genuine connection. A celebration of your love, captured beautifully and preserved forever. Let us create the perfect Valentine’s Day experience—one that lasts long after the candles burn out and the chocolates are gone. Intrigued? Contact me, I’d love to help you stay in his/her good books.

LIVE FOR THE MOMENT

Embrace a fine art portrait experience, creating stunning statement pieces for home or work.

The Little Black Dress Experience

From the moment you arrive, every detail is intentional. This is more than a photoshoot; it is a curated experience where artistry meets confidence, and where you are guided with care and expertise through every step of the process.

This exclusive event celebrates refined elegance with a subtle whisper of seduction—never forced, always authentic. Through masterful lighting, thoughtful direction, and a relaxed, empowering environment, we create portraits that feel powerful, captivating, and unmistakably you.

Each image is designed to reveal presence, confidence, and quiet allure—portraits that command attention while remaining timeless and sophisticated. The result is a visual statement that goes beyond appearance, capturing emotion, strength, and connection in its most elegant form.

This is portraiture elevated.
An experience designed to be felt, remembered, and admired.

Testimonial

I now have the most beautiful, up to date headshots I can use to continue perusing a career in film and theater.

The Headshot Guy was incredible! He created a environment that was comfortable, yet professional that allowed the true me to be seen in photos after the shutter clicked. He was kind, helpful and professional through each step and shared many useful pointers to ensure the best of me showed through.

Huge thank you! And I will be sending as many of my friends, Family and colleagues your way when it comes to professional Headshots.

Ken was absolutely phenomenal doing a photoshoot with my 13 year old son. Ken took lots of different photos, and asked for and valued my son’s input on the shoot. The final photos are amazing and we will be working with Ken again on a regular basis.

Joel Burr

We recently got head shots done. We were very pleased with the professionalism. He made us feel very comfortable being our first time doing this. We would highly recommend him.

Rosalie Jarman

Mom
Maternity Photography

Had an amazing experience with Ken doing my maternity photos! He brought various background options to our shoot, and a large handful of inspiration poses as I had never done a shoot before. So grateful to be able to experience a special day before our baby arrives!

Robyn K

Sales
Actors Portrait

Ken was very friendly and made the whole experience comfortable and enjoyable. He has good insights about the industry and how to make your headshot stand out. I would recommend his services for anyone looking to get some professional photographs taken for work or family.

Lee Pauls

Actress
Legacy Collection by The Headshot Guy

My fiancée and I had the chance to do an impromptu engagement shoot with Ken and we couldn’t be happier with how it turned out.

Ken brought such a calm, confident presence and added thoughtful personal touches that made the whole experience feel effortless and meaningful. He has a real talent for capturing connection, light, and emotion in a natural, timeless way.

The portraits are absolutely beautiful, some of our favorite photos ever. Ken’s not just great with headshots, he’s a true artist with people. We’d recommend him in a heartbeat.

Jared Borsa

Legal Industry
Headshots By The Headshot Guy

Great experience all around. Very professional service and quick turn around time. Highly recommend The Headshot Guy!

Andre Trudel

Sales

Testimonial

We had a wonderful family photo session with Ken, The Headshot Guy! Ken is professional, friendly and amazing with my kids. He created a warm and friendly environment and made the whole process go smoothly. And Wow!!! The pictures came out amazing! We love them! We are glad we chose the headshot guy for our first family shoot. Overall, a great experience! We would highly recommend the headshot guy for anyone looking to have a family photo session done.

Monthien S

Mom

Testimonial

I had a pleasant experience with Ken (The Headshot Guy). He’s very friendly, professional, and makes you feel comfortable throughout the shoot. This was my first time getting professional headshots and would go back to update headshots in future.

Samantha Rusak

Actress

Testimonial

Ken was great to work with. Professional. Fast. Quality work. Highly recommend his services. AAA+++

John Morris

Business Owner
Female Youth Headshot

Testimonial

Great experience!! Great guy!! Great price!!

Beth M

Actress

Testimonial

Ken is extremely professional and makes you feel at home. The head shots he took of my daughter were some of the best we’ve ever taken. We won’t be going to anybody else but Ken, in the future.

Anne Viegas-Shorten

Mom

THE HEADSHOT GUY IS LOCATED IN WINNIPEG, CANADA AND SERVES THE SURROUNDING REGION.