TV Personality. Creator. Strategist. Storyteller.

Kevin
Jacobs

Big Brother Canada's most strategic player. A career built on knowing when to talk, when to listen, and when to make a move.

Work with me → Read The Confessional

About

The villain
who won.

Kevin Jacobs first rose to fame when he won Big Brother Canada Season 10 with an 8-1 jury vote. He did it by having the right conversations at the right time with the right people, and by knowing when to say nothing at all.

Those same skills have a second life, and were built, in tech sales, startup advisory, event hosting, and content creation. He negotiates, he reads rooms, he communicates for a living in basically every form that exists.

Based in Toronto. Probably already seen whatever you want to talk about.

Work with me →

Kevin Jacobs Big Brother Canada Season 10 Winner

What I do

Communication skills in action across television, social media, and the written word.

Whether it's a camera, a stage, a boardroom, or a newsletter, the job is the same: figure out what the room needs and deliver it in a way that is honest, direct, and gets wins for everyone at the table through creativity and collaboration.

Content Creator

Kevin creates content about film, pop culture, food, and reality TV with the perspective of someone who has actually lived inside the machine. Across Instagram, TikTok, and X.

Speaker & Podcast Guest

He's been on every major network in Canada, as well as Peacock, Paramount+ and across the podcast circuit. He knows how to show up prepared, say something worth hearing, and make the conversation better than it would have been without him.

Event Host

Kevin has hosted corporate panels, charity events, fan events, and brand activations across Toronto. He reads rooms fast, keeps things moving, and makes the audience feel like they're in the right place.

Writer

Sharp takes on film, culture, and the business of reality TV. Kevin's newsletter, The Confessional, has 10K+ readers and Kevin is constantly writing across topics.

Tech Sales & Strategy

Senior sales roles, early-stage advisory work, and a Master of Information in the Social Science of Artificial Intelligence. His consultative selling style leads to successful and repeat customers.

Film & Culture Critic

Toronto has one of the best film cultures in the world and Kevin is deep in it. TIFF, premieres, arthouse, blockbusters. He watches everything and has a point of view on all of it.

Business

Strategy is the product

Kevin has spent years in enterprise tech sales and go-to-market strategy. He holds a Master of Information in the Social Science of AI and a BA in English Literature. The through line from academics to the BB house to the boardroom is the same: think big, take the risk, and never stop learning.

Advisor & Roles

Advisor

Yolando

Advisor

Measure

Advisor

Basestation

Advisor

BirdseyePost

Kevin advises early-stage companies on sales strategy, positioning, and how to have the conversations that actually move things forward. Current and past companies include Yolando, Basestation, and Measure.

Uberflip · Published Writing

Using UX Design to Promote Content Consumption

How UX design principles like placemaking, affordance, and constraints can transform a content hub from a library into a revenue-driving machine. Kevin applies his Master of Information background to modern B2B marketing.

Read the article →

The Confessional · Analysis

Unscripted Changes: The Business of Reality TV

A breakdown of the streaming arms race in unscripted television. NBC's restructuring, Netflix's subscriber growth, international distribution complexity, and why the networks are losing to the streamers.

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TV Appearances

As seen on

Traitors Canada Big Brother Canada Crave Peacock Paramount+ Global TV CTV ET Canada CP24 CityNews

CP24

Big Brother Canada Returns

Kevin joined CP24 to talk about Big Brother Canada coming back, bringing his characteristic mix of insider knowledge and direct analysis to live television.

Corus Entertainment / Global TV

Toronto Superfan and BBCAN Mastermind Kevin Jacobs Crowned Big Brother Canada Season 10 Winner

"Kevin was a key component in many pivotal moves, rarely getting blood on his hands and strategically calling all the shots behind the scenes." Won 8–1 against runner-up Josh Nash.

Read press release →

Toronto Star

Big Brother Canada Winner Called "Evil Genius" by Housemate

The Toronto Star on Kevin's BBCAN10 victory and what the other houseguests had to say about the mastermind who outplayed them all without ever getting his hands dirty.

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Toronto Star

Why Do Canadians Excel on American Reality TV Shows?

The Toronto Star explores why Canadian competitors consistently dominate on American reality TV and what it says about our backgrounds, our approach to competition, and our cultural wiring.

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Global News

'Big Brother Canada' Winner Kevin Jacobs Shares Tips to Ace the Audition Process

Kevin breaks down exactly what gets you cast. From what to put in your two-minute video to why authenticity beats strategy before you even step in the house.

Read article →

Let's build
something

✦

Brand Partnerships

Authentic sponsored content, social campaigns, and product integrations with a creator whose audience trusts him. Kevin won't promote what he doesn't believe in and his audience knows it. That trust is the product.

Get in touch →

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Podcast & Media

Book Kevin as a guest for your podcast, broadcast segment, or panel. He brings real stories, sharp takes, and the rare ability to make strategy and competition genuinely entertaining for any audience.

Book Kevin →

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Event Hosting

Corporate events, charity events, fan gatherings, brand activations, and industry panels. Kevin prepares, reads the room, and delivers. The kind of hosting that makes your event the one people reference later.

Book an event →

Get in touch

Let's talk

Whether you want to collaborate, book Kevin for an event, pitch a partnership, or just say hello. Fill out the form or find him on socials.

Kevin
Jacobs

The villain
who won.