5. James Wilson
When James Wilson signed from Sheffield United, it was seen as a statement. He’d been playing in League One with Walsall and brought pedigree, strength, and experience. However, his Lincoln career never got going. He made just nine League Two starts before an ankle injury sustained against Cambridge set him back. After that, he was used sparingly and often out of position.
What really stings is what came next—Wilson went on to be Ipswich Town’s Player of the Season and won promotion with Plymouth Argyle. He made over 200 Football League appearances after leaving Sincil Bank, highlighting him as a near miss.
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