In small business acquisitions with high leverage, the key variable for success is not the interest rate, but the 10-year amortization schedule offered by SBA loans. This extended repayment period creates crucial cash flow flexibility that shorter-term conventional loans cannot match.
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Not all debt is negative. Using leverage to acquire assets that generate returns—like real estate, inventory, or business investments—is a smart wealth-building tool. Conversely, financing depreciating lifestyle items ('flexing') creates a financial hole that's nearly impossible to escape.
Beyond its public market valuation, Crocs exhibits key characteristics of an attractive leveraged buyout (LBO) candidate. Its massive free cash flow (over $900M on a $4.3B market cap), manageable debt, and large buyback authorization signal that a private equity firm could acquire it, service the debt, and generate strong returns.
A massive purchase order from Trader Joe's created a $1M funding gap. Instead of selling equity at an early stage, the founders secured debt from friends and family, backed by the PO and personal guarantees. This preserved their ownership while fueling a pivotal 10x growth moment.
Michael Mauboussin's research reveals a surprising trend. Despite a long period of low interest rates, non-financial corporate debt to total capital is around 15% today, significantly lower than the historical average of 26%. This suggests balance sheets are stronger than commonly perceived.
Corporations are increasingly shifting from asset-heavy to capital-light models, often through complex transactions like sale-leasebacks. This strategic trend creates bespoke financing needs that are better served by the flexible solutions of private credit providers than by rigid public markets.
With high interest rates freezing the existing home market, homebuilders are successfully competing by using their own margins to "buy down" mortgage rates for customers. This strategy allows them to continue selling inventory even when affordability is broadly challenged.
Most real estate funds use floating-rate debt to facilitate quick flips for carried interest, a suboptimal strategy for taxable investors. Using long-term, fixed-rate financing enables longer hold periods, which is essential to fully benefit from the tax deferral provided by an asset's depreciation shield.
Contrary to the popular search fund model of targeting $1M+ EBITDA businesses, a less risky path is to start with smaller companies ($100k-$250k earnings). This lowers complexity, reduces the potential for catastrophic failure, and provides invaluable hands-on experience for first-time acquirers.
A profitable business can be a bad investment if it creates unsustainable operational stress. This non-financial "return on headache" is a key metric for evaluating small business acquisitions, especially for hands-on owner-operators who must live with the daily consequences.
High SaaS revenue multiples make buyouts too expensive for management teams. This contrasts with traditional businesses valued on lower EBITDA multiples, where buyouts are more common. The exception is for stable, low-growth SaaS companies where a deal might be structured with seller financing.
