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We're Hiring

Join the team.

We are hiring senior business originators in Vancouver, Calgary, Edmonton, and Toronto who can do more than just win deals, you’ll also cultivate and lead a community of trusted, like-minded professionals committed to helping mid market businesses succeed.
Calgary, Alberta
Edmonton, Aberta
Vancouver, British Columbia
Toronto, Ontario
Apply
Diamond Willow Advisory is hiring an Operations & Deal Execution Coordinator in Calgary who can do more than keep the trains running; you’ll build crisp systems, drive lender outreach, and turn analysis into lender-ready materials that help ambitious mid-market companies access the right capital.
Calgary, Alberta
Apply
Scaling
November 19, 2025
Financing That Keeps Canada Connected
Diamond Willow structured an $8 million equipment term loan that enabled the continuation of a major project.
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Scaling
November 19, 2025
Capital That Powers Fiber Further
Diamond Willow arranged a $5 million revolving working capital line secured by approved, submitted, and accrued grant-eligible expenditures.
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Scaling
November 19, 2025
Back With a Bank and Moving Production Forward
Diamond Willow enabled a $15 million bank asset-based facility for Maritimes life sciences company operating internationally amid lawsuits.
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Scaling
November 19, 2025
Young Founder Secures Bank Line
Diamond Willow structured a dual-currency operating line that unlocked hiring and expansion.
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Scaling
November 19, 2025
The Long Road to Funding Success
Diamond Willow secured an initial $2 million line, expanded to $7 million across U.S. and Canadian divisions.
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Acquisition
November 19, 2025
Operator’s Leap to Ownership
Diamond Willow structured the acquisition and arranged $7.5M term plus $1.5M revolver to finance a Northern BC acquisition.
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Acquisition
November 19, 2025
NY Fund’s First Canadian Acquisition Financed
Diamond Willow arranged a $13 million uni-tranche term loan and Canadian bank line for a Nova Scotia acquisition.
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Diamond Willow is always looking for talented professionals who share our commitment to supporting Canadian entrepreneurs. If you believe you can contribute, submit your resume and start a conversation with us.
Submit Your Resume