My spark plug won't go in past where it's at in the picture below. Not sure if I can rethread this or if I should get a new head.
Yes replace both of them
If heads are readily available , I'd just replace it .
If not , tap it . You may have to use a bigger threaded plug .
You could also get a thread repair kit and stick with the 'standard' plug .
The instructions are on YouTube.
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