Matching patterns and colors

I have a grey and black houndstooth pattern sportcoat, the grey being a shade that almost looks olive.

I’ve tried unsuccessfully to find a tie to match, other than solid black. I ‘ve considered wearing black & grey plaid, black tonal stripes, black & grey stripes, black with multi color stripes, paisley, you name it. I’m always afraid should I wear one of the aforementioned, it’ll be too late before I realize I look like I’ve dressed in the dark.

Tips on Matching Patterns and Tucking In Shirts

Question from P:

Matching patterns on shirts with patterns on ties. Matching patterns in general

Problem with dressing sharp… hiding the midsection. One can only go so far. Using garters or shirt stays. Sure you look well tucked in but it accentuates the midsection. Any tips there?

Here’s a dumb question. Do I tuck in Polo shirts in jeans?