EDIT 1: I think this is actually an issue with any contract harvesting. Just tried two more; 1 harvesting Narrow Soybeans, 1 harvesting Soybeans. This time I used my own equipment and only could get them to 99% & 97%, respectfully, contract completion.
2. Adding to this after a few more harvest contracts. Types that only get to 98%ish: Narrow Soybeans, Soybeans, Corn. Types that are can be completed: Grass, Silage
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Noticed a bug with one of the contracts (with borrowed equipment). Got one for harvesting Narrow Soybeans in field 91 and deliver to GW Grain. Finished harvesting, totally emptied the Claas Trion 720 combine and Fliegl ASW 271 trailer (towed by a JCB Fastrac 4220) and was only awarded 89% delivered and 98% contract completion. Might be worth looking into since I was really banking on that $11k reward