The situation
Sandro and Grace had spent nine years building a commercial refrigeration installation and maintenance company in Toronto, growing it to roughly $15 million in annual revenue. Their closest competitor, a similarly sized company run by Jomar, served an overlapping set of commercial clients but had stronger relationships in the institutional side of the market. Rather than keep competing for the same bids, the three of them spent the better part of a year negotiating a merger: Sandro and Grace's company would acquire Jomar's, combining the two into a single business valued at about $22 million, with Jomar staying on for a transition period and taking a seller note as part of his payout.
By the time the deal terms were settled, everyone expected the hard part to be behind them. The purchase price was agreed, the operational integration plan was drafted, and the parties had a target closing date roughly four months out to allow for financing, due diligence and the usual closing paperwork. What remained was arranging the acquisition financing — and that is where the deal nearly stalled.
The problem
Sandro and Grace approached their bank for an acquisition loan to fund the purchase, expecting to borrow against a combination of the target company's receivables, equipment and enterprise value. Banks that finance business acquisitions do not simply lend against the agreed purchase price. They lend against their own assessment of the borrower's ability to service the debt and the value of what can be recovered if the loan goes unpaid — typically a multiple of adjusted earnings, discounted further for equipment that depreciates quickly and receivables concentrated in a handful of large clients.
The bank's credit team came back with an approval for about $16.5 million — roughly $2.5 million less than Sandro and Grace had budgeted for, after accounting for the equity they were prepared to put in themselves. Their internal underwriting treated a portion of Jomar's company's receivables as too concentrated among a few institutional accounts to count at full value, and it applied a more conservative multiple to the target's earnings than the parties had assumed when they set the price.
With their own planned equity contribution of about $3.5 million factored in, that left a financing gap of roughly $2 million. Sandro and Grace could not simply put in more cash — most of it was tied up in their existing company's working capital — and going back to renegotiate the purchase price risked reopening a deal that had taken a year to agree. Jomar, for his part, had structured his own retirement and tax planning around the agreed price and was reluctant to accept less.
What we did
- Quantified the exact shortfall before proposing a fix. Our team worked through the bank's approval letter line by line against the deal model to confirm the gap was precisely the receivables discount and the earnings multiple adjustment — about $2 million — rather than a broader financing problem. That precision mattered: it let every later conversation start from an agreed number instead of a moving target.
- Proposed a vendor take-back note to Jomar's side. A vendor take-back, sometimes called seller financing, lets the seller accept part of the purchase price as a promissory note payable over time rather than cash on closing. Structured correctly, it lets a deal close at the agreed price without asking the buyer to find more cash upfront. We proposed Jomar take back a note for roughly $2 million, repayable over four years with interest, rather than a price reduction.
- Negotiated subordination terms the bank would accept. Acquisition lenders will generally only agree to vendor take-back financing if their own loan is repaid first in any default or insolvency scenario. We negotiated a subordination and standstill agreement giving the bank's general security agreement priority over Jomar's note, and agreeing that Jomar could not demand payment or enforce his security while the bank's loan was outstanding without the bank's consent. This is the term that makes or breaks seller financing in an acquisition context — a lender will not fund a deal with a seller note that could compete with its own recovery.
- Secured Jomar's note without triggering the bank's objections. Jomar wanted more than an unsecured promise. We arranged a subordinate general security agreement covering the merged company's assets, ranking behind the bank but ahead of unsecured creditors, along with reporting rights that let Jomar monitor the company's financial health during the repayment period without interfering in day-to-day operations.
- Adjusted the purchase agreement and closing mechanics. The share purchase agreement, promissory note, subordination agreement and amended financing commitment all had to close simultaneously. We rebuilt the closing checklist so each document referenced consistent figures — the $16.5 million bank facility, the $3.5 million equity injection and the $2 million vendor note — and confirmed with the bank's counsel that the amended structure satisfied every condition in its commitment letter before the closing date was confirmed.
- Kept both sides informed as terms shifted. Because Jomar was accepting deferred payment instead of cash, we made sure he had independent legal advice on the note and subordination terms before he signed, and that his advisor confirmed he understood what subordination meant in practice — that the bank would be repaid first if the merged company ever ran into trouble.
The outcome
The merger closed on the original target date, about four months after the financing shortfall first appeared. Sandro and Grace's company acquired Jomar's on the originally agreed $22-million valuation, funded through the $16.5-million bank facility, roughly $3.5 million in equity from Sandro and Grace, and the $2-million vendor take-back note to Jomar. No one had to accept a lower price or find cash they did not have.
Jomar began receiving quarterly interest and principal payments on schedule, and stayed on with the combined company for an agreed transition period to help retain the institutional relationships that had made his business valuable in the first place. Two years on, the combined company had grown past its pre-merger combined revenue, and Jomar's note was on track to be repaid in full within the original four-year term.
The bank, for its part, treated the structure as routine once the subordination terms were confirmed. Acquisition lenders see vendor take-back financing regularly enough that it rarely causes hesitation on its own — what they scrutinize is whether their own recovery position is protected if things go wrong. Once the standstill terms made clear that Jomar could not accelerate or enforce his note ahead of the bank, the file moved through the bank's final approval without further delay.
The deal is a reminder that a financing gap discovered late in an acquisition is not automatically a reason to walk away or renegotiate the price. It is a structuring problem, and vendor take-back financing is one of the standard tools for solving it — provided the subordination terms are negotiated carefully enough that the senior lender is comfortable, and the seller understands exactly what priority they are giving up. Deals that collapse over a late financing shortfall often do so not because the gap was unbridgeable, but because nobody proposed a structure early enough to give every party time to get comfortable with it.
What you can learn from this
- A lender's financing approval is based on its own credit assessment, not the price you negotiated — expect a discount on concentrated receivables and depreciating equipment, and build a financing cushion into your acquisition budget before you finalize a purchase price.
- A vendor take-back note can close a financing gap without reopening price negotiations, but it only works if the seller is willing to accept deferred payment and the buyer can service the extra debt.
- Senior lenders will typically only accept a subordinated seller note if a formal subordination and standstill agreement is in place confirming their loan and security rank ahead of it.
- If you are the seller being asked to take back a note, get independent legal advice on the subordination terms specifically — you are agreeing to be paid after the bank in almost every default scenario, and the security and reporting terms you negotiate now are what protect you if the buyer's business struggles later.
- Line up every closing document — the purchase agreement, the note, the subordination agreement and the amended loan commitment — around the same reconciled figures before setting a firm closing date, since a mismatch in any one of them can delay the whole transaction.
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