I think Taxman is spot on a far as your current corporate coverage will be secondary as long as your wife is carried on your plan. Not sure if you travel since you’re posting in FT Rving, but when you quit work, you’ll need a supplemental for your wife and other coverage for you. Will you be offered COBRA when you leave? It may be a little pricey but will at least give you 18 months at the same coverage you have at work and would get you close to 65. Insurance offered varies from state to state, so it’s great you’re investigating now. I retired in 2014 at 60: carried COBRA for the first 18 months, then used a Healthcare Sharing Ministry since my pension put me over being able to qualify for an Obamacare subsidy. Make sure to check all your options. Good luck!