Dennis Andres, Ash Catherwood, Ann Pirvu and Andrew Meikle spoke with WorldWide Entertainment TV on the red carpet at the Toronto premiere of Love in All the Small Places, offering a spoiler-conscious look at the relationships surrounding Sasha as her familiar life comes apart.

The Canadian romantic comedy follows Sasha, played by series creator Sarah Cleveland, as the end of her marriage pushes her into the unfamiliar world of online dating. With help from her sister Taylor and best friend Moe, she begins separating her own wants from the roles and expectations that have defined her.

In WWETV‘s exclusive cast conversation, the actors discuss marriage, sisterhood, friendship, dating after 40 and the courage required to start again.

A Toronto Red-Carpet Conversation About Starting Over

The series begins with a personal crisis, but its cast sees Sasha’s story as more than a choice between staying married and finding a new romance. It is also about identity: who someone becomes when a relationship ends, the children are older and the habits built around pleasing everyone else no longer provide a clear direction.

That premise gives the comedy emotional weight without turning the series into a lecture. Dating profiles, unwanted truths and the awkwardness of modern courtship provide humor, while Sasha’s closest relationships reveal how difficult change can be even when it is necessary.

Ann Pirvu on Taylor, Sisterhood and Community

Ann Pirvu plays Taylor, Sasha’s sister and one of the people encouraging her to step back into the world. Pirvu told WWETV that allowing another person to build your dating profile can be both a good and a bad idea—especially when that person knows you well enough to expose truths you may prefer to keep private.

For Pirvu, Taylor’s role also points to one of the series’ most important ideas: people should not isolate themselves during a major transition. A sister, parent or best friend can offer the support needed to take the next step, even when their advice is uncomfortable.

“Community is everything,” Pirvu said while discussing the importance of opening up to the people closest to you.

Andrew Meikle Explains Moe’s Blunt but Loyal Friendship

Andrew Meikle plays Moe, Sasha’s best friend and a driving force behind her return to dating. Meikle described Moe as blunt and occasionally harsh at the beginning, partly because he does not want Sasha trapped in sadness over an ex-husband he never liked.

As the story develops, however, Moe lowers his guard and shows the softer loyalty behind that pressure. He is not simply there to deliver jokes or dating advice. He wants his friend back, and his actions help move Sasha’s love story forward by introducing her to a new possibility.

Ash Catherwood Keeps Jason Human

Ash Catherwood plays Jason, Sasha’s husband and the source of the revelation that overturns her life. Catherwood avoided giving away the twist on the red carpet, but acknowledged that Jason has made serious mistakes.

Rather than approaching him as a one-note villain, Catherwood said the performance had to begin with honesty and the circumstances that make the character’s choices feel real. That distinction matters in a story about a marriage ending. Understanding a character is not the same as excusing his behavior, but it allows the series to explore the emotional damage without flattening everyone into heroes and villains.

Dennis Andres on Michael and the Possibility of New Love

Dennis Andres plays Michael, whose connection with Sasha represents a very different possibility. Andres described their dynamic as a kind of “seesaw” or “scales of love”: Michael may be what Sasha wants and needs, while Sasha may represent what Michael wants to become.

He also connected the role to the humility and emotional baggage that can accompany dating later in life. Starting again may require time, patience and someone willing to remain present while another person works through the transition.

Andres would not predict how far Sasha and Michael’s relationship can go, but he sees genuine potential between them. His central message was clear: it is never too late to start over.

Why Dating After 40 Gives the Series Its Emotional Center

Love in All the Small Places enters a growing conversation about midlife reinvention without pretending that a new relationship automatically fixes an old wound. Sasha has to navigate technology, attraction, family opinions and her own people-pleasing instincts while rediscovering who she is beyond marriage and motherhood.

The cast’s interviews suggest that the real love story may be broader than the question presented by the premiere: husband or new love? Sisterhood, friendship, self-respect and the willingness to accept support are just as important to Sasha’s next chapter.

About Love in All the Small Places

Created by and starring Sarah Cleveland, the London, Ontario-set romantic comedy also features Dennis Andres, Ann Pirvu, Andrew Meikle and Ash Catherwood. The project is directed and produced by Rebeka Herron of Rusty Halo Productions and Cleveland of Immensity Productions, with Hero Entertainment serving as executive producer.

The series grew from a short film that became a finalist in the CTV Best in Shorts competition at Cinefest before the television project was picked up by Bell Fibe TV1. It brings Canadian independent storytelling, recognizable midlife experiences and the chaos of online dating together in a story grounded in community.

For more from the Toronto premiere, read WWETV’s exclusive interview with creator and star Sarah Cleveland on love, dating after 40 and starting over.

Where to Watch

Love in All the Small Places is available through Bell Fibe TV1 on channel 1 and through the Fibe TV app.

Watch the full cast interview above and subscribe to WorldWide Entertainment TV Network for original red-carpet interviews, entertainment news and exclusive event coverage.