It is automatic, but just make sure you check the minimum loss threshold required to trigger it. If you only play a couple of small spins and do not hit the minimum, the cashback will not be generated for that day.
I agree that looking outside of LinkedIn is essential right now. Another tip is to make sure your resume highlights specific software proficiency like advanced Excel or CRM management, as most local admin recruiters filter heavily for those technical skills before even looking at your general experience.