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How Does Contango Affect the Decision to “Roll” a Long Futures Position?

In a state of contango (futures price > spot price), a long futures position that is about to expire must be "rolled" into a new, longer-dated futures contract to maintain the exposure. Rolling involves selling the expiring contract and buying the new one.

In contango, this results in selling low and buying high, incurring a "negative roll yield" or "roll cost," which reduces the overall return of the long position over time.

What Is the Relationship between Basis and the ‘Cost of Carry’?
How Does the Cost of Carry Affect a Miner’s Hedging Decision?
Define ‘Roll Yield’ and Its Impact on a Futures-Based ETF
How Does Contango Affect the Cost of a Long-Only Rolling Hedge?