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  • Your Capital Stack Is a Strategic Decision. Start Treating It Like One.

Your Capital Stack Is a Strategic Decision. Start Treating It Like One.

m-accelerator
Tuesday, 24 February 2026 / Published in fundraising

Your Capital Stack Is a Strategic Decision. Start Treating It Like One.

venture debt

If you’re still thinking about venture debt as “extra runway,” you’re using a chess piece like a checkers move.

At Series A and beyond, debt stops being a liquidity tool and becomes a capital efficiency instrument. The founders who understand this don’t just access debt—they architect it. They negotiate terms that protect future valuation, structure draws that match operational reality, and use lender relationships as strategic leverage at exactly the right moment.

This is what that actually looks like in practice.


Beyond Runway: Three Strategic Use Cases

Acquisition financing. Buying a smaller competitor—or a complementary product—without opening a full equity round is one of the highest-leverage moves available to a Series A/B company. Debt-financed M&A lets you consolidate a market position while preserving equity for the raise that follows, when your multiple is higher because the acquisition is already integrated and showing results.

The bridge to exit. Whether you’re heading toward an IPO or a strategic acquisition, the 18 months before that event are disproportionately important for valuation. A debt facility deployed to fund a final growth spurt—ARR acceleration, market expansion, a key leadership hire—can move your exit multiple significantly more than its nominal cost. You’re not borrowing money. You’re buying valuation points.

Capex and hardware scaling. SaaS-native founders often miss this, but equipment financing within a debt facility is structurally cleaner than equity for physical infrastructure. If your product requires hardware, compute, or fleet assets, there are facility structures specifically designed for this that don’t contaminate your equity story.


Advanced Structuring: The DDTL and PIK Playbook

Two instruments that sophisticated founders negotiate for—and unsophisticated ones don’t know to ask for.

Delayed Draw Term Loans (DDTL). Rather than taking the full facility upfront, a DDTL lets you draw tranches against specific milestones. The structural advantage is twofold: you only pay interest on what you’ve drawn, and you preserve optionality. Negotiate Tranche A at close (immediate capital) and Tranche B tied to an ARR or EBITDA trigger. This also signals confidence to the lender—you’re not desperate for the full amount on day one.

PIK (Payment-in-Kind) Interest. Instead of paying cash interest monthly, PIK accrues the interest and adds it to the principal, paid at maturity or refinance. During aggressive scaling phases where every dollar of operating cash matters, PIK preserves the liquidity you need to actually execute. It’s not free—the compounding cost is real—but for a defined sprint period, the trade-off is often correct.

The 2026 “Performance Pop.” Increasingly, founders are negotiating rate step-downs—contractual interest rate reductions that kick in once the company hits a defined ARR or EBITDA threshold. This aligns lender incentives with your growth and gives you a built-in reward for executing. If a lender won’t entertain this structure, that tells you something about how they view your trajectory.


The Negotiation Redline Guide

Most founders accept the first term sheet draft as a starting point for negotiation on price. The sophisticated move is to negotiate on structure.

Warrants: shift from percentage to fixed share count. Standard warrant coverage is expressed as a percentage of the loan amount, exercisable at the current valuation. The problem: if your Series B closes at 3x your current valuation, those warrants become significantly more expensive in real terms. Negotiate for a fixed share count instead. You know exactly what you’re giving up. The lender gets their equity upside. Nobody gets surprised.

MAC clauses: narrow the definition aggressively. Material Adverse Change clauses give lenders the right to accelerate repayment if the business “materially changes.” Left broad, a MAC clause can be triggered by a product pivot, a key customer departure, or a market shift—exactly the kind of operational adjustments growth-stage companies make routinely. Push to define MAC narrowly: financial metrics only, with specific thresholds, not subjective business condition language.

Prepayment penalties: cap them or eliminate them. Markets move. If your Series B closes six months early, or a strategic acquirer appears, you need the ability to pay off the facility without punitive economics. A reasonable prepayment fee is 1–2% in year one, declining to zero. Anything that penalizes you for success beyond that is a structural misalignment worth fighting.

Negative pledges on IP: understand what you’re signing. Lenders routinely ask for a negative pledge on intellectual property—you agree not to encumber or transfer your IP without lender consent. For most software businesses, your IP is your business. Make sure you understand the scope, carve out normal licensing arrangements explicitly, and ensure the pledge doesn’t interfere with standard commercial operations.


The Lender’s Actual Risk Model (And Why It Matters)

In 2026’s higher-for-longer rate environment, lenders are managing SOFR volatility on their own books. Understanding their internal hurdles makes you a better negotiator.

Venture lenders target a blended return (interest + warrant yield) in the 18–22% range on a risk-adjusted basis. When rates are high, the interest component carries more of that return, which means they have more flexibility on warrant coverage than they did in a low-rate environment. This is negotiating leverage most founders don’t use.

They also weight the quality of your existing cap table heavily—not out of deference, but because Tier 1 investors function as an implicit backstop. If Sequoia or a16z is on your cap table, the lender’s risk model changes materially. Know this and use it.


The Refinancing Playbook

Your first venture debt deal rarely needs to be your last deal with the same lender at the same terms.

As your company matures and metrics strengthen, you accumulate negotiating leverage. The “takeout” strategy: when you’re in a Series B process, use that momentum to force a reset on existing debt terms—lower rate, looser covenants, extended I/O period—or move the facility to a lender whose terms reflect your current risk profile rather than the risk profile you had 18 months ago.

The signal to refinance: when your ARR growth and net retention would qualify you for materially better terms than you currently have. Don’t wait for the current lender to offer them. They won’t.


The Decision Framework

Before any debt conversation at this stage, have clear answers to three questions:

  1. What specifically does this capital do to the business in the next 18 months? If the answer is vague, the structure will be wrong.
  2. What does my cap table look like to a lender’s risk model? Know your own credit story before they tell it back to you.
  3. What terms am I unwilling to accept, and which ones can I trade? Enter with a prioritized list, not a hope.

The founders we work with at this stage aren’t asking whether to use debt. They’re asking how to use it without leaving value on the table—and how to show up to that conversation prepared.

If you want to pressure-test your capital strategy with founders operating at the same level, that’s exactly the conversation we have at our monthly Founders Meetings.

[Join the next Founders Meeting →]

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