Dobson grew up playing hockey on Prince Edward Island (PEI), first skating when he was four-years-old.

In 2014 Dobson left home to attend Bishop's College School in Lennoxville, Quebec, recruited to join their hockey team.

He spent a season in Austria, living with former NHL player Brian Savage (whose son also joined Red Bull), before returning to Canada.

[8] Having scored 16 points in 28 games for the rebuilding Titans, Dobson was traded to the Rouyn-Noranda Huskies during the 2019 World Junior Championships.

Dobson represented Canada at the 2019 World Junior Ice Hockey Championships in Vancouver and Victoria.

[18] Dobson lived with former Islander Dennis Seidenberg during his rookie season, similar to teammate Mathew Barzal.