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Pre-training a language model equips it with a broad understanding of the world, while fine- tuning refines it into a helpful assistant. However, fine-tuning does not exclusively enhance task- specific behaviors but also suppresses some of the beneficial variability from pre-training. This reduction in diversity is partly due to the optimization process, which theoretically decreases model entropy in exchange for task performance. To counteract this, we introduce hindsight merging, a technique that combines a fine-tuned model with a previous training checkpoint using linear interpolation to restore entropy and improve performance. Hindsight-merged models retain strong instruction-following capabilities and alignment while displaying increased diversity present in the base model. Additionally, this results in improved inference scaling, achieving a consistent 20-50% increase in pass@10 relative to the instruction tuned model across a coding benchmark and series of models. Our findings suggest that hindsight merging is an effective strategy for generating diverse generations that follow instructions.