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Deals Worth Knowing About

Real transactions. Real structures. Real fees. Eight deals that show what it actually looks like to get complicated financing done.

Medical Practice AcquisitionPacific Northwest + Nevada

Four oncology locations. One from bankruptcy. $13M. 100% financed.

4 locations · 2 states · $13M · $0 down at close · Fee: $113,750

The Situation

A physician group came to us with a rare opportunity: four oncology practice locations up for acquisition through a bankruptcy sale. The seller was a multi-site practice in financial distress. The buyer knew how to run the practices. What they didn't have was a financing structure for a four-location bankruptcy acquisition that needed 100% leverage.

The buyer needed 100% of the acquisition price covered. Not 80%. Not 90%. All of it — plus enough working capital to carry operations through the transition period.

Why It Was Hard

Bankruptcy acquisitions come with uncertainty by design. The asset pool is impaired, the seller isn't negotiating from strength, and lenders read that as risk. Most banks won't touch goodwill-heavy medical practice acquisitions under normal conditions — add bankruptcy to the equation and most lenders simply close the file.

The deal also crossed state lines: two locations in the Pacific Northwest, two in Nevada. Multi-state medical practice financing requires lenders who understand healthcare regulatory environments, licensing transfer timelines, and payer contracts — that's a short list.

And the buyer needed the capital stack done right the first time. There was no room for a failed round of lender conversations followed by a restart.

How We Structured It

We underwrote the deal before approaching any lender: DSCR on the combined practice revenue, goodwill valuation methodology, payer mix analysis, and a realistic timeline for licensing transfers in both states. By the time we went to market, we weren't pitching a complicated deal — we were presenting a clean, documented credit package to the lenders most likely to say yes.

The result: 100% of a $13M acquisition financed, plus $2 million in working capital to cover operations while the new ownership got its footing.

Outcome

Four-location oncology acquisition closed. The buyer had the liquidity they needed to operate from day one without drawing down personal reserves. The deal became the largest single transaction in our firm's history.

Bankruptcy acquisitions don't fail because the deal is bad. They fail because the financing package wasn't built to survive underwriting scrutiny.

Total financing arranged: $13M | Advisory fee: $113,750

Alternative Asset Financing

Turo fleet. Line of credit. No lender had a template for it.

Non-standard collateral · LOC structure · First-of-kind

The Situation

A successful operator had built a profitable vehicle-sharing fleet — the kind that runs on platforms like Turo. The business was generating strong cash flow. He wanted to scale the fleet. The problem: most lenders had no framework for underwriting a vehicle-sharing fleet as a commercial credit.

This wasn't a fleet of trucks. It wasn't a car dealership inventory line. It was a cash-flowing business built on consumer vehicles deployed through a marketplace platform — a deal type that most commercial underwriters had never seen.

Why It Was Hard

When lenders don't have a box for a deal, they either decline it or misprice it dramatically. Most of the standard commercial lending criteria — collateral type, asset class, income documentation — didn't map cleanly to this business model.

We had to build the underwriting framework ourselves: revenue per vehicle, utilization rates, platform payout documentation, fleet depreciation curves, and a collateral story that made sense to a lender who'd never seen the asset class.

How We Structured It

Documented the business model in terms a lender could evaluate: verified platform revenue, occupancy rates (utilization), vehicle values, and the operator's track record managing the fleet. Positioned the line of credit against the fleet's demonstrable cash flow rather than its collateral value alone.

Found a lender willing to move on a non-standard deal in exchange for a well-packaged credit file.

Outcome

Line of credit placed — the first deal of its kind we'd structured. The operator had the capital to scale his fleet.

The right approach to unusual deal types isn't to find a lender who'll take a chance — it's to do the underwriting work that turns an unusual deal into a clear credit decision.

Advisory fee: $3,500

Commercial PortfolioWashington State

Three gas station LOCs. Three properties. One closing.

3 properties · 1 closing · Portfolio liquidity unlocked

The Situation

A gas station operator with multiple Quickstop locations needed access to working capital across his portfolio. The ask wasn't a purchase or a refinance — it was liquidity. Lines of credit against three separate properties, all structured to close simultaneously.

He'd been referred to us by a colleague. First conversation. No existing relationship.

Why It Was Hard

Three separate credit facilities closing on the same day means three separate underwriting packages, three lender relationships coordinated in parallel, and three sets of closing logistics. A single delay on any one deal can unwind the others.

Gas station properties also carry environmental risk that generic commercial lenders treat as automatic disqualifiers. Phase I assessments, UST documentation, and remediation history all get scrutinized. Lenders who don't understand the asset class over-discount the risk. Lenders who do understand it move faster and price it correctly.

How We Structured It

All three properties were solid performers, but each carried different underwriting considerations — different locations, different sizes and pump counts, and one was tenant-operated rather than owner-run, which changes how a lender reads the income stream. We matched each to a lender whose criteria fit the specific property, ran all three underwriting packages in parallel, and coordinated closings so no single deal held up the others.

Outcome

All three lines of credit closed the same day. The operator had access to working capital across his entire portfolio. That first deal became a long-term client relationship — he's been one of our most active repeat clients since 2019.

Lenders who don't understand the asset class over-discount the risk. Finding the right lender isn't luck — it's market knowledge.

Total fees across three deals: $34,940

Equipment FinancingGreater Seattle Area

New equipment. Immediate cash flow. Tax liability managed.

Tax planning integrated · Cash-flow positive from day one

The Situation

An industrial contractor needed heavy equipment — but the question wasn't whether to buy it. The question was how to structure the acquisition to generate cash flow during the financing period while managing the tax liability of a large capital purchase.

A straight equipment loan would've worked. But a straight equipment loan wasn't the right answer.

Why It Was Hard

Most equipment financing conversations are about rate and term. This one was about structure. The client needed financing that generated positive cash flow during the repayment period, created a defensible tax position on the asset acquisition, and didn't lock him into a structure that hampered operational flexibility.

The right answer was a lease structure — but most lenders default to purchase financing and never bring it up. Finding a lender who understood the asset class well enough to build the right lease took specific market knowledge.

How We Structured It

Analyzed the equipment's revenue-generating capacity against the proposed lease payments. Built the case that the equipment would generate more cash than the lease cost from month one. Structured the lease with appropriate residual value and buyout terms.

Outcome

Equipment financed through a lease structure that was cash flow positive from the start, with a clear tax advantage on the acquisition. The client had the equipment he needed without tying up capital or creating cash flow drag.

Most business owners don't know they have options beyond a straight equipment loan. That's the gap.

Advisory fee: $15,750

Portfolio RefinanceWashington State

Five self-storage loans. One portfolio facility. Cash out to acquire more.

5 assets · 1 facility · Cash-out · Acquisition capital unlocked

The Situation

A self-storage investor had built a portfolio of properties over several years — each financed individually, each carrying its own terms, rate environment, and covenant obligations. The portfolio was performing. But the equity was locked up across five separate loan structures with no clean way to access it.

She wanted to consolidate, pull cash out, and use the proceeds to acquire more storage units. One loan. One payment. Capital freed up to grow.

Why It Was Hard

Portfolio loans sound straightforward until you run the math. Each individual property has to support the combined debt service. Properties with strong cash flow carry weaker ones — and lenders underwrite the portfolio as a whole, not as a sum of its parts. If one asset drags DSCR below threshold, the structure falls apart.

Adding cash-out on top of a consolidation tightens the math further. The structure had to work for the lender and still leave enough proceeds to actually move on an acquisition.

How We Structured It

We mapped every property's NOI, occupancy, and existing debt into a single portfolio model. Two of the five assets were carrying the portfolio — strong cash flow, high occupancy. Two were marginal. One was in between. The structure had to lean on the strongest assets without letting the weaker ones drag DSCR below the lender's floor.

We found a lender with real appetite for self-storage (most don't touch it) and structured a single portfolio loan that consolidated all five into one facility — one payment, one covenant package, one renewal cycle — with cash-out proceeds available to deploy toward her next acquisition.

Outcome

Five loans consolidated into one portfolio facility at a lower blended rate. The investor had clean covenant obligations, one lender relationship, and cash in hand to acquire more storage units.

A portfolio refi isn't just about simplification. Done right, it's how you turn locked-up equity into acquisition capital.

Advisory fee: $18,745

Multi-Asset CloseThe I-5 Corridor

Hotel refi. Apartment bridge. Two lenders. Same closing day.

2 asset classes · 2 lenders · 1 closing day

The Situation

A real estate investor had a hotel that needed to be refinanced and an apartment building in active renovation that needed bridge financing — both at the same time. Two completely different asset classes, two different loan structures, two separate lenders. One client, one closing window.

Why It Was Hard

Hotels are a mood ring for lenders — appetite for hospitality exposure shifts quarter to quarter. The lender who was aggressive on hotels six months ago might be full today. Timing the market for a hotel refi means knowing which lenders are actively deploying into the space right now, not just which ones have done hotel deals before.

The apartment bridge was a different animal. The lender needed to believe the renovation would finish on time, the stabilized rents would cover the permanent takeout, and the exit strategy wasn't wishful thinking.

Managing two deals simultaneously also means two separate underwriting packages, two lender relationships, and twice the coordination — all while the investor is managing active renovation on the apartment building.

How We Structured It

We ran each deal as its own track — separate packages, separate lenders, separate timelines — then coordinated closings to land on the same day. The hotel went to a lender actively growing their hospitality book. The bridge went to a shop that specializes in value-add residential. The exit was a conventional refinance once the renovation stabilized — which we handled when the time came.

Outcome

Both deals closed the same day. The hotel refinanced at better terms. The renovation got its bridge capital. No single deal held up the other.

Two asset classes, two lenders, one closing window. The only way that works is running each deal as its own track and timing them precisely.

Combined fees: $22,199

Construction FinancingSnohomish County, WA

Two construction projects. Same developer. One closing.

2 projects · Snohomish County · 1 closing

The Situation

A developer came to us through a referral with two construction projects ready to go simultaneously: a duplex and a six-unit single-family residential development, both in Snohomish County. He needed construction financing for both — and wanted to close them at the same time.

Why It Was Hard

Construction loans have more moving parts than permanent financing — draw schedules, inspections, interest reserves, and conversion terms all have to be locked before a shovel hits dirt. Two projects closing simultaneously means all of that, times two, coordinated across the same lender timeline.

Snohomish permitting was running long at the time, and the lender needed confidence that both projects could break ground before winter. We had to underwrite realistic timelines — not the developer's optimistic ones.

How We Structured It

We underwrote both projects separately, then packaged them as a single relationship pitch: one developer, two funded projects, future pipeline. Construction lenders who see repeat business move faster and price tighter. That framing turned two standalone asks into one compelling deal.

Both projects were fully underwritten with realistic draw schedules and project timelines before we went to market.

Outcome

Both construction loans closed the same day. The developer had funding in place to break ground on both projects immediately. He broke ground on both within the same construction season.

Construction lenders move faster and price tighter when they see repeat business. Present the relationship, not just the loan.

Combined advisory fees: $32,713

SBA Owner-Occupied

Business owner buys the building he's rented for a decade.

SBA 7(a) · Owner-occupied CRE · Rent becomes equity

The Situation

A business owner had been renting his building for over a decade. The landlord was ready to sell. The price was right, the business was profitable, and owning the building would lock in his operating costs and give his family a real asset. Simple deal — on paper.

Why It Was Hard

The seller wanted to close fast. SBA loans don't close fast. The documentation requirements alone — tax returns, business financials, personal financial statements, entity docs, environmental — take weeks to assemble correctly. One missed document and the lender kicks it back. One kicked-back package and the seller starts talking to other buyers.

The business owner had never done a commercial loan. He didn't know what the lender would ask for, in what order, or how to present financials that satisfied SBA underwriting without triggering additional conditions.

How We Structured It

We pre-built the entire SBA package before the lender saw it — clean financials, occupancy documentation, entity structure, and a timeline commitment we could actually keep. Managed the back-and-forth between buyer, seller, and lender so the seller never had a reason to look elsewhere.

Outcome

SBA 7(a) loan closed. The business owner bought the building he'd operated out of for years. Rent payments became equity. The business is still there today.

The seller's patience was the clock. SBA loans require documentation discipline to keep the timeline from killing the deal.

Advisory fee: $2,760

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