Here's another pic, that is the old pot in the background it is probably 3" and the new pot I am using is 4". And I thought I should include the name of the plant as well.

Your orchid is three quarters Oncidium sotoanum. Synomyn name ornithoryhynchum.
No idea how to grow it in Zone 5 but if you look up the species name you should be able to get some relevant culture notes.
Prone to marks on the leaves so i wouldn't worry about those too much.
Do not split it into little pieces, that will set flowering back ages, maybe divide it into two and repot.

I have a similar one and have grown it while living in NY (Z5). Don't worry about the brown spots, that is normal. You can split it into 2 plants but I would keep it together so you'll have a nicer display with multiple spikes of flowers.

I grew it outside during summer in full sun. When it came inside, it grew near a large sunny window. It certainly shouldn't grow in Phal conditions.

Roots look good and you have new roots growing. I would just repot into a larger pot with good drainage. I don't think your orchid will smell like chocolate, but I'm not positive.

Jane