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At this point he started contributing book reviews and essays on Canadian poetry to periodicals including Books in Canada, Quill & Quire and Maisonneuve. In the spring of 2004, his first chapbook of poems, Fool's Errand, appeared. In the fall of that year, Toronto's Insomniac Press published his full-length collection of Arctic poems, Unsettled, under Paul Vermeersch's 4 AM Books imprint.
In 2004, Wells started working for Via Rail Canada as a service attendant. In 2006 he became the Reviews Editor for Canadian Notes & Queries. In 2007, after moving to Vancouver, he published Sealift, a CD recording of 24 poems from Unsettled; "Achromatope," a letterpress broadside; and After the Blizzard, a limited edition chapbook. In the spring of 2008, Jailbreaks, his anthology of Canadian sonnets, was published. Anything But Hank!, the children's book he co-wrote with Lebowitz, with illustrations by Eric Orchard, was published in the fall. In 2009, after moving back to Halifax, Wells published Track & Trace, his second trade collection of poems, with illustrations by renowned graphic artist Seth. Track & Trace was shortlisted for the 2010 Atlantic Poetry Prize. In 2010, he published The Essential Kenneth Leslie, the first collection of Leslie's poems to be published since 1972.