Select Feature Clients – September 2026

Engineering degrees from the University of Toronto and successful enough at twenty-eight that most people assume he is older. He builds and races cars, and spends most free weekends on his family’s two hundred acres hiking, riding, and being outside. Calm, grounded, dry sense of humour, and the person his friends call when something breaks. He is looking for a woman who is warm and outgoing, can hold a real conversation and tease him a little, and wants children within the next few years.

Sold his second company two years ago and now advises founders and invests. Flies coast to coast most weeks. Cooks seriously, runs the Bay to Breakers every year, and rides a motorcycle he refuses to sell. He is looking for a woman with her own momentum, someone whose calendar is as interesting as his. A proud father of two who is not looking to have more children.

Owns his practice, spends every weekend from May to October on the water, and skis the rest of the year. He is the uncle who shows up to every recital. Warm, funny in a dry way, and completely uninterested in game-playing. He is looking for someone active who enjoys trying new things and is open to children and settling down. Politically he leans conservative and would like someone comfortable with that.

Built her company from her kitchen table into national retail. Snowboards, does Ironman relays, reads dozens of books every year. She has been called intimidating by men who were, in fact, intimidated. She is looking for someone who finds ambition attractive, ideally entrepreneurial in spirit, tall enough to suit her five foot ten, and genuinely in love with adventure.

Divorced, two kids in university, and finally in a season where his time is his own. Sails, collects contemporary art, speaks three languages. He is looking for a woman in her forties or fifties who wants a real companion for the next chapter.

Climbs, trail runs, and has a rescue dog she brings everywhere. She works nights, which has destroyed her dating life for years. Everyone who meets her assumes she is taken. She is open on type, somewhere between thirty-five and fifty, and cares most about finding a good, kind human she can have fun with.

Widowed four years ago after several years of caretaking. Plays tennis daily, has backed two restaurants he did not want to see close, and is close with his adult daughter. He is looking for kindness first and everything else second.

Weekends at a farmhouse she renovated herself, horses, and a standing Sunday dinner she hosts for friends. She is formidable in a courtroom and soft in her own kitchen. She wants a man who is secure enough to enjoy both.

Retired from operating, still cycling a hundred kilometres a week, still on four boards. He splits winters in Arizona and summers on the coast. He is looking for a woman to travel with, cook with, and build a genuinely excellent next thirty years alongside.

A brilliant producer whose films you have seen. Bilingual, deeply social, and the person everyone invites. She wants marriage and children and is unembarrassed about saying so on a first date. She is Indian and comes from a very close family, so marriage and tradition matter to her, though she is entirely open on nationality. She is looking for someone equally ambitious and kind who wants to start a family.

Three kids he shares fifty-fifty. Plays in a hockey league with the same friends he had at nineteen. Steady, generous, unflashy. He is looking for a woman who wants a full house and a quiet but solid life inside it.

Proudly Jewish, runs a large team, keeps an apartment in Brickell he escapes to monthly, and trains for half marathons between deals. He is looking for a woman accomplished enough that his career is interesting to her rather than a problem to manage. He wants someone ready to settle down and start a family, who loves to talk and holds her own strong opinions.

Twenty-five years building her studio, a chalet she designed, and a life full of food, art, and long dinners. Newly an empty nester, endlessly curious, and better company than most people half her age. Very active, and competes in HYROX. She wants a partner who is still building something of his own, equally adventurous, and nowhere near ready to slow down. Open to younger.

She sold her business years ago and has been making up for lost time since. Winters in Florida, summers in Toronto, and three consecutive Septembers cycling through France, most recently the Loire. She walks miles a day and cooks for a crowd. She is looking for a man in his sixties or seventies with his own curiosity, his own life, and the energy to keep pace.

Fifty years in the business and a body of work everybody has watched. Still developing projects, still in the office four days a week, and entirely uninterested in the word retirement. Reads constantly, collects photography, and keeps a standing dinner with friends he has had since his twenties. He is looking for a woman in her sixties or seventies with her own accomplishments and her own opinions, someone who wants companionship and travel rather than a quiet wind-down, and who is unfazed by celebrity or the lifestyle around it.