Where where can I go to actually sit down and talk to someone on what I need?
You can get in-person help shopping for anything from Medicare to the Marketplace to Medicaid. For Medicare you'll use Medicare.Gov or a local broker to find an in-person agent. For the Marketplace and Medicaid you can simply request in-person help using localhelp.healthcare.gov. There are lots of in-person options both inside and outside the Marketplace.