How about head gasket fire ring issues?
I just did this head/block mock up on mine today and checked the gasket fit too. I noticed the fire ring on the generic Felpro gasket might actually protrude if I were to go .060" with a oem style chamfer atop the bores. I'm only going .040" and it should be fine but it looks close. Where does the 'big bore' gasket come into play?

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1966 Coronet Deluxe

Gasket fire ring?

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2006 Jeep Commander
2013 Chrysler 200

1964 Valiant 4 Door
1965 Plymouth Barracuda
1967 Chevy Camaro

Yah, that round silvery looking thingamabob whatchamacallit doohicky that seals around the top of the bore/chamber.
EDIT:

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1966 Coronet Deluxe

Never knew it was called that. It is going to be a few months before EVERYTHING is done so no test fitting yet.

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2006 Jeep Commander
2013 Chrysler 200

1964 Valiant 4 Door
1965 Plymouth Barracuda
1967 Chevy Camaro

I don't know if there's a proper name but that's what I've always called them. My project has taken a while too, so it was a relief to get to this mock up. I tried both the heads I have here, a '66 and a '83 and they both had very good fit to the bores on my '66 block.

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1966 Coronet Deluxe

Be careful with the 83 head as I understand it the lifters were changed to hydraulic. I know I saw both mechanical and hydraulic cams but I am not sure you can use the adjustable rockers with hydraulic lifters or not.

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2006 Jeep Commander
2013 Chrysler 200

1964 Valiant 4 Door
1965 Plymouth Barracuda
1967 Chevy Camaro

They won't oil properly causing issues, so in a nutshell, no you can't.

-D.idiot

Thank you for the clarification Duster Idiot. I did not think you could but I was not sure. Spragg had mentioned he had test fitted both a 66 and 83 head. I knew there was a difference between the 2.

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2006 Jeep Commander
2013 Chrysler 200

1964 Valiant 4 Door
1965 Plymouth Barracuda
1967 Chevy Camaro

I think I'm OK by slipping just the head between the existing stuff, the original mechanical rockers/shaft/pushrods/hardware will stay. I think the only real/major difference is I won't be able to pull the lifters with the HYD '83 type head bolted on, I don't think they will fit up through the smaller oil drain-back area over the lifter galley.

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1966 Coronet Deluxe

valve cover is different.