New Here and Need Help

Welcome to the forum!
Rule 1) Relights are common, don't feel bad about doing it.
Rule 2) Burning to the bottom of the bowl to a fine white ash. MYTH, well, most of the time.
If you are smoking aromatic tobacco, which shouldn't be a beginner's tobacco, get enough to fill a bowl, place on a paper towel, and microwave for five seconds. Fill your pipe loosely, and when smoking, frequently use your tamper to keep the fire in contact with the unburned tobacco. Maybe try Carter Hall to practice smoking habit and cadence with. It's a very forgiving blend.

We definitely have a lot of humid days and evenings.

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Fellow humidity dweller here (but in another nation, er, state). Drying the tobacco is good advice, but also smoke slowly, and make sure you get a good starting light across the whole top layer of the tobacco.

Nording Keystones or balsa absorbers may help you out in this case. Definitely dry the tobacco more than you think you should; with that kind of humidity, it will re-hydrate even as you smoke.

Nording Keystones are little absorbent pellets that go in your bowl under the tobacco. Balsa absorbers are a Savinelli thing, but they can be used in any 6mm or 9mm filter pipe, like a Dr. Grabow, for example.

I second the motions -- some drying time for the tobacco, a bowl or two in a small bowl before packing (it'll dry sooner, an hour or two, or overnight); some regular tamper work, and sometimes gently dust out the ash on top; a few relights are standard, and many consider a "charring light" at the start, without many or any puffs, standard. I'd be very relaxed about all this. It's not a contest. The main focus is getting good taste out of the bowl. The rest is technique easily acquired over a few months. No pressure.

I haven't participated for a while, so I thought that it was time. I hope this helps.
It took me several months to "get it right." The thing is, "getting it right" is relative. What it means is that I found a packing method, a lighting method, and a smoking method that works for me. It is, undoubtedly different than anyone else's. You will find yours.
I found the stuff, or the fold-and-stuff packing method works for me. It provides an air pocket that never fails me. I have never been able to make the 3-step method work for me.
I found this article to be a game changer for me. I am so happy that the Wayback Machine has a copy, Neil's site is long gone. A major loss for the community.
And, sipping-and-relighting is the order of the day. I smoke every day. I have pipes that do not require any relights, and I have pipes that require relighting almost every few minutes. I don't put too much thinking into the process. I just smoke. I rarely tamp, and I certainly don't tamp with any force at all. I scrape the ash, dump it gently, and relight the center. Sometimes I scrape some tobacco from the sides of the bowl to the center.
I often dump the bottom of the bowl (although I am able to smoke to ash in every cob that I own, every single time).
There came a time when my my learning curve stopped being a chore, and the pipe became a part of me like my middle initial is. It just happened.
And, I haven't looked back.
It will happen to you. Humidity or not.

I don't see that anyone answered your question re: dumping ash. If they did and I didn't see it, I apologize.
Personally, I'll usually smoke ~half a bowl, take the pointy end of whatever tamper I'm using and lightly run it around the circumference of the ash - then dump. It doesn't take much disturbance to loosen it up enough that it will tip out.
Depending on how compacted the bottom half of the bowl is (varies by tobacco, how I've been tamping, etc), sometimes I'll stir everything up before I relight. Or at least do some rearranging.
Don't be discouraged by relights. I relight my pipe probably more than most and I'm just fine with it, because I'm usually smoking so slow that the tobacco is always at the point it's about to go out. When I relight, though, it looks NOTHING like my first light. I light the flame and spin it around the top of the tobacco while drawing for less than a second and assess how the burn is. If it takes two or three times doing that - fine. But I don't relight aggressively at all. Another tactic I use is getting the smoke out of my mouth as soon as I can when I'm lighting. Tobacco burning at lighting temperature tastes horrible. Expel it and then take a drink immediately if you have to before going back to it.
Works for me - hopefully something here works for you!

I picked up a tip on this forum that impacted my smoking to the extreme. I had read the admonition to tamp lightly. I always thought I did, but one day, partway through a bowl, I just used the weight of a pipe tool to tamp down the ash and then dump it. Flavor and smokeabilty of the tobacco went skyrocketing and relights plummeted. Give it a try, you might be amazed. (It works in Arizona heat during the monsoon season.)

Relights are all part of smoking, any tobacco not smoked I put in a tobacco jar for when I smoke my clay pipes.

Dryer tobacco helps. Put your tobacco in like handshakes

Baby ones at first

Women shakes

Then manly ones

In other words lightly packed, then on top a little tighter, then on top a good press.

Don't fret just enjoy, it will come.

Don't forget to use a tamper!

To add I never empty ash out of the pipe when smoking, a good tamper is all you need.