On Structuring Deals: Why the Unconventional Path Often Wins
- Michael Goldberg
- Feb 12
- 1 min read
In business, we’re often taught that there’s a “right” way to structure deals. Standard terms. Familiar frameworks. Expected timelines. And while those conventions exist for a reason, some of the most durable, aligned outcomes we’ve seen didn’t come from following the script—they came from questioning it.
Experience on both sides of the table has taught us that creativity in deal structure isn’t about being clever for its own sake. It’s about alignment. When parties take the time to understand each other’s constraints, incentives, and long‑term goals, unconventional structures can unlock outcomes that traditional models simply can’t. What looks unusual on paper can, in practice, reduce risk, strengthen commitment, and create shared ownership of success.
Too often, promising conversations stall because one side assumes the only viable path is the most familiar one. But innovation doesn’t stop at product design or technology—it extends to how partnerships are formed. Flexibility, patience, and a willingness to explore non‑standard approaches can turn perceived obstacles into advantages.
The lesson we keep coming back to is simple: don’t rule something out just because it doesn’t fit the template. The best results often come from structures that are thoughtfully built, not inherited. Creativity, when paired with discipline and trust, can be the most powerful tool in reaching the right end result.


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