Identification Help Needed Please-Possible Medieval?

Possibly Lucca

The primary French feudal reference would be Duplessy. Italian would be CNI, but I'd go with the Italian MEC volumes first to see if it fits that country.

Value is likely nominal unless it's a specific rarity, for which you'll need a primary reference to drill down a formal attribution beyond type.

Did not find anything in MEC 12 (Northern Italy).
I suppose it could also be an R for Robert?

Good catch! Even though I have a couple of Italian coins with NIChOL on them, I didn't think of this, and looks like a good possibility.

In addition to a ruler's name Nicholas, we should also remember some medieval coins had their'patron saint's name in a legened like this.
So, S nICHOL... for saint Nicholas, or nICHOL.. EPS for bishop Nicholas, etc.
I think places related to Saint Nicholas include Fribourg, Switzerland, Bari and Sabbioneta, Italy (you have a coin from there?)

My guess on the first picture is three letters around a central pellet. I had thought maybe n, G, A (or V), but I wonder if the two lower ones could be alpha (A) and omega?

Added: I checked in CNI the coins of the two Nicholas/Niccolos who ruled as marquesses of Ferrara in the 14th/15th century. The only coins that were of similar size and design to the coin posted here are these two:
https://en.numista.com/catalogue/pieces238962.html
https://en.numista.com/catalogue/pieces144718.html

None of the other (smaller) denominations have the large single letter on one side, and the three small letters (rather than 4) around a pellet on the other side.

There was a Pope Nicholas V in the mid-15th century who struck a number of coins, mostly larger denominations. Conceivably the legend in the first photo could read nICHOLAVS P Q for Nicholaus P(apa) Q(vintvs), but it then makes you wonder what the large Ietter in th middle could be (could it be a large n?). This coin struck under Nicholas has nIcOLAVS PP QVInTVS, but has a very typically French medieval design (cross reverse),
https://en.numista.com/catalogue/pieces310913.html
whereas the poster's coin has what looks to me like a typically central Italy bolognino design.

Thank you everyone so far for the help! I've taken another look at the coin and hoping to provide my impressions as we try to decipher the lettering/symbols:

On the side with the 3 letters/symbols in the middle circle, I don't think they are greek lettering, although 2 of them could be lower case alpha (a) and eta (n). Depending on how you orient the coin, the letters to me appear to be U G and either H or V (if you orient with 2 letters at top and 1 on bottom). If you rotate with 1 letter on top, it appears to be more like A D N, but this orientation makes less sense to me. Along the rim starting at 6 o'clock (using 2 letters on top orientation): X V A (or possibly III) ? ? G (maybe) ? ? ? : R 2 (decorative symbol) R E

So it does seem that at least part of the lettering would spell REX, and if the lettering is VIII that might be the king?

On the side with the single letter in the middle circle, that letter appears to be R or K. It's very hard to see if the top loop is joined or separate, but as best I can tell it's joined, and R is the most likely candidate. Along the rim starting at 6 o'clock, lettering appears to be: O L ? 2 (probably a decorative symbol--similar to what is on the other side) O P O ? ? O (it appears this letter may have been double stampled because there is a faint C connecting to the next letter, but not at strong as other letters and not complete) H/K

Hopefully this helps--if I can provide better photos of anything please let me know. Even if this coin isn't worth much, I would like to at least know more about it!

Thanks everyone!

After playing with the orientation and using additional magnification, I'm now inclined to believe the 3 center letters are A D N, with the A at the top, reading counter-clockwise. There also appears to be an intentional dot in the inner circle that breaks up the circle, and it aligns vertically at the 6 o'clock position when orienting with the A(?) at the top.

Along the perimeter, I now see :, R, (symbol that is similar to ?), R, E, X, V, M(maybe), and another 3-4 letters I can't distinguish before the :

On the other side I would guess with 99.9% certainty the inner circle letter is R. Starting at 3 o'clock, it now appears to be a, H, O, L, n, (symbol that looks like ?), a, P, and another 3 letters I can't distinguish.

I of course could be way off, but if it opens some new doors I hope it helps.

I've been dealing coins for 20+ years, but my specialty is US and not ancient/medieval. That being said, I don't get a counterfeit vibe from the coin--it appears to have all the indications of an original coin from the way it was struck, etc. Even if it turns out to be counterfeit, wouldn't it be duplicating a known design and therefore be easier to match up? Either way, my curiosity has been peaked!

I'll try to get some better photos tomorrow.

I'd also thought of that "9" being this type of symbol, but thought I recalled that at the end of a word it can also stand for -US (end of the thread you linked where there is a coin with name Sylvius as SYLVI9). And I am re-considering my guess that one of the three letters is a G ... more likely a C. That could give AnC, which makes one think of Ancona, but no luck (though they made plenty of coins with a large letter A on one side and three or four small letters in center of the other side)

For what it's worth, I looked in CNI XIX at coins from Naples from Charles I and Charles III, and I did find a coin of Chares III with a large K on one side with legend AROLVS TERCIVS REX but it has a cross on the reverse, as do pretty much all of the coins from that place in that era.
A later ruler, Rene has a coin with a large crowned R, but the legend starting with RENATVS is not a match.

Likewise I've not yet found a match for Sicilian coins under the rules of Angevin kings.
So maybe I need to let go of that idea.