This has happened a couple of times to me. I know that rolling a little helps with shifting into 4lo just wondering if there are any other tips that could potentially help me.

 

If your JK is brand new, it will get easier as things break in. I've actually shut off the engine, trans in neutral and shifted into 4 lo. Then restarted. It will get easier. And by the way, if you force it, you'll break the plastic bushing that attaches the cable to the trans case and need to get under to fix. That is unless Jeep fixed that weak point.