Chosen Solution
Before I tackle replacing the the headphone jack and lightening port assembly, I’d like to know if you have any recommended way of just cleaning the lightening port? I’ve removed some dust/lint, but the port is still sometimes refusing to charge without wiggling the lightening connector at the port.
You can clean it with ISO alcohol and see how that goes.. It’s possible that the contacts on the lighting port are bent out of shape hence why you have to wiggle it about and a replacement is the only way to fix this.