
Engagements
Ways to work with Diamond Willow.
Every business is different, so we focus our expertise where it matters most to you.
We structure our services around your business strategy—complete execution when you're ready to finance, targeted consulting when you need clarity, or ongoing insights to guide capital planning.

Who We Serve
Private and public companies raising or refinancing $10M-$50M of debt from conventional and alternative lenders across Canada.
Whether you're funding expansion, navigating existing lender pressure, or structuring acquisitions, we leverage our experience, relationships, and relentless execution to secure the debt financing your company deserves on terms it can afford.
01.
Full Support
End-to-end support.
Comprehensive all-hands execution from strategic assessment through close.
We create fundable capital structures that align with lender mandates, execute outreach among our over 400 capital providers, and guide you from assessment to close. Ideal for businesses ready for immediate financing.
From strategic assessment through funded close:
02.
Select Services
Tailored services for your unique situation.
Pre-Financing Consulting
On-demand guidance to refine your strategy, structure offers, and align with lender requirements before financing.
Post-Financing Consulting
Support after financing to maintain lender trust, ensure covenant compliance, and monitor for when a lower cost capital is available.
03.
Partner Network
Expanded services to support your business from a network of professionals we know and trust.
Professional Partners
Pre-screened specialists who excel at supporting businesses: counsel seasoned in acquisitions, credit, and tax, accountants who understand business, quality of earnings firms that help close deals, valuators who understand mid-market transactions, and tax advisors who optimize structure. We make introductions, define mandates, and coordinate execution to maintain momentum.
Our Extended Network: Advisor Alliance
Diamond Willow began Advisor Alliance as a collective of value-aligned advisors united by a shared commitment to client success. Good people who actually give a shit and are the best at what they do, because they understand that better outcomes come from better collaboration.
Beyond transaction execution, businesses require strategic counsel on operations, market positioning, technology implementation, talent optimization, and the numerous challenges that impact enterprise value. Our alliance connects you with proven specialists across these disciplines who share our commitment to tangible outcomes.
You don't need to be our client to request a referral.
We'll understand your situation and connect you with the right people.
Get in Touch
Discuss your situation with an advisor.
We'll evaluate your requirements and deliver a preliminary proposal within 48 hours if we can add value. No obligation.