Our Autumn 2026 Contributors
In this issue, Anna Lee Boschetto, Gail Grant and Jeff Rollings write about fitness after 50, moving cross-country, and a new novel about small town misfits.
Anna Lee Boschetto
Anna Lee blends a career in health-care communications with a lifelong love of storytelling, wellness and active living. Her recent In The Hills stories have explored the joy of night hiking in “Night Moves” and the inaugural Dufferin Film Festival in “Lights! Camera! Action!”
Fitness has always been a lifestyle for her, whether training for her next marathon, strength training to stay injury-free or practising yoga to stay flexible. An avid downhill skier, she knows the off-season work makes every winter adventure better. For this issue, she explores how local residents are redefining fitness after 50, finding new goals and new reasons to keep moving. She lives in Bolton with her family and is happiest on the trails, at a race start line, or enjoying a good coffee after a workout.
Jeff Rollings
Jeff has been writing for In The Hills since 2006, contributing stories on a wide range of subjects including population growth, mental health, homelessness, environmental issues like water bottling – and even a piece about the Avro Arrow.
In this issue, Jeff introduces us to former In The Hills contributor Ken Weber’s new novel, an adventure set in 1950s small-town Ontario called When Misfits Meet. Jeff’s other main focus has been stories about local people, including more than 90 profiles for In The Hills’ annual Local Heroes series. Jeff is professionally trained in and still works as a civil and environmental engineering and planning technologist, primarily serving the land development and aggregate industries. He lives in an idyllic pond-side cottage in central Caledon.
Gail Grant
Gail’s essay in this issue was penned from two time zones west. For more than 12 years, Gail wrote Over the Next Hill, her much-loved column exploring the complexities of aging gracefully. In late 2025, she bid farewell to Caledon and returned to her Alberta roots, a topic that inspired her essay.
“Mentally adjusting my clock to connect with friends has been a nuisance,” admits Gail. “Pre-dinner chat time in Caledon is at my mid-afternoon activity time in Calgary. And my Ontario group is likely tucked under the covers when I’m ready to hash over the nightly news.” Now that she’s out west, Gail is tuning in to the Alberta political scene, which, she says, takes time, effort and thought. “But without hesitation, I’ll be casting my ‘Canada First’ ballot in the fall. Onward.”
Related Stories
Aging Gets a Makeover at Small-Town Gyms
Seniors are embracing functional fitness to get fit for everyday life, and stay strong and independent in their later years.
Making Room for Misfits
In his debut novel In The Hills alumnus Ken Weber draws on his decades as a special education pioneer to ask what makes us different – and how our community can embrace us anyway.
From Caledon to Calgary: Finding Home Again
Moving out west after 50 years away brought new challenges, emotional farewells and the hope of rebuilding community for this longtime In The Hills writer.
The Day the Avro Arrow Died
It’s been 50 years since Black Friday, the day the Avro Arrow was cancelled – and economic disaster spread like wildfire through the hills.
