Ariat Roper boots, with the composite shank. Keeps slush and de-ice fluid out of your socks and soles.

Sounds like the slip-ons are the way to go! Perfect for airing out the dogs in the cockpit on those hot summer days.

All due respect, why do people come on a forum to ask what kind of shoes they should wear? Professional pilots asking stupid questions like that.
Here's an answer. Wear whatever dress shoes that feel the best and comply with company policy.
Good grief, we're professional pilots telling someone what shoes to wear. If you take on the responsibility to fly a $30 million jet with a full load of passengers in the back, then you should take it upon yourself to try on several types of shoes and be able to make the best decision on what type to wear.
What's next, underwear?

A guy who calls himself an AC500 "captain" comes and tells what questions are appropriate for professional pilots to ask.

I like Loakes. I've got 3 pairs that I rotate through. Works well for me.

Thanks for stalking my profile pointing that out. Need to change that since that I've been flying for the airlines the last few years.

No need to stalk anything. It's openly visible to anyone who sees your messages.

So I flew single-pilot in an AC-500 years ago. What does that have to do with people who can't figure out what shoes to wear to work?
You going to help dress these people too if they ask?

Can you clarify things for me?

Is it OK to ask about headsets?

Roller bags?

Brands of shirts?

Electronic logbook software?

Just need to know so I don't upset you if I have a question...

If I need to answer this because you don't know the difference between comfortable shoes and high dollar flight equipment, then good luck on making real decisions that are best for you.
Here's my question, which validates my point.
Are you going to buy whatever shoes others suggest, or are you going to buy whatever brand and pair feel best for you? Buying shoes is not the same as buying a $300 roller board or $900 headset. So why ask about a common, affordable, everyday item that everyone wears? In the end, you may end up with a cheap pair of slip-ons from Payless or decide the $150 Johnston & Murphy's are worth the investment. If you wear them and hate them after two weeks, try another pair. Everybody's feet and type of walking are different. Point is, you're asking about something that you WEAR on a daily basis. How are others going to know what shoe you should choose? The other flight equipment items that cost hundreds or thousands of dollars are worth asking about.

Sorry you're so ignorant about clothing. My shoes cost around the same per pair as my Briggs & Riley suitcase. There are even forums dedicated to shoes.
You see, if you ask me, no-one should wear sub-300 dollar shoes.
If you don't like what people are talking about, move on and go elsewhere.

Few pointers on buying decent shoes that will last. Don't buy anything with glued soles, and make sure the insoles are leather. I prefer Goodyear welted Dainite soles, they are great in every weather and last a long time. They can also be replaced when they wear out.
Good quality leather protected correctly will take more abuse than you'd imagine.