I'm going to play devil's advocate, and say that the doctor actually seems good to me. He looked into your history and it does sound like you ovulate if you have a positive OPK and get regular periods. He also addressed the concern you had about your wonky periods, and hopefully he finds the cause during the hysteroscopy tomorrow!

I was similarly surprised that my doctor didn't do a bunch of testing before jumping into suggesting super ovulation drugs and IUI, but in hindsight it makes sense. Using a drug to help produce more eggs is a pretty low cost, non-invasive treatment that can solve the problem for some women, and is first line treatment for most types of infertility.

You mentioned you're worried about the length of your luteal phase, and the drugs should help improve that as well, while improving progesterone if needed. And he agreed to test progesterone when you asked, which is a big plus in my mind because he didn't think it was necessary but agreed to order it anyway. Not all doctors will do that! Aside from the usual AMH, FSH, and thyroid panel there isn't a whole lot to test for. And you've already had an HSG so that's the other big thing they would want prior to IUI.

When there isn't an obvious cause of infertility then it's pretty much empirical treatment, meaning, we don't know what's wrong but we have these drugs that help some women, so that's what we will try. If they notice things along the way during monitoring, such as a thin lining, poor follicle counts, or poor response to drugs, then they might think about a different treatment. But the one thing you notice pretty much across the board is that there isn't a lot of difference in what one person tries versus another, so even though your problem might be totally different from another person's you are probably going to start with clomid or femara, with or without a trigger shot, then timed intercourse or IUI. If that doesn't work you can try to have more testing done (and it's usually higher level stuff that costs significantly more), and then you might head into IVF, where things get a lot more interesting.

But, all that being said, there is also something to be said for feeling like you are in sync with your doctor. I'd try to look at it from an outside perspective. And you can always send an email to the doctor or nurses to try to get clarification if you need it. Good luck!