Full disclosure: I’m definitely not the best person to answer your questons (also a soon to be commercial pilot), but I thought I’d add in my two cents.

I presume the rest of your 3600 TT that isn’t tail wheel or rotorcraft is in a traditional fixed wing airplane. In my opinion, any regional would take you in a heartbeat, most LCCs, and maybe I’m being a bit too optomistic here, but I’d venture to say you even have a slim shot at the big 3 given your FAA background.

If you’re looking for regionals, I personally believe XJT and Skywest are the way to go. However, some people have different priorities (such as home base preference) which may lead them to other conclusions. I believe you should look at LCCs such as JetBlue. If you have no luck with them, direct entry PIC into a regional may be the next best thing.

If you don’t have the commercial flight requirements completed, it’s more cost effective to do your CPL check ride in ASEL then get AMEL as an add-on. That way you don’t have to do the commercial flights in a multi which is more expensive.

Though the way you logged your time is not optimal, I personally don’t think anyone cares as long as you can explain the route you flew during the month and the hours you logged for condition of flight are accurate (i.e. night, actual instrument, simulated instrument, etc.). This is especially the case if you had no flights between your commutes in other aircraft.

Here’s why: “Legal Interpretation to E. Thomas Sisk (Mar. 18,2008); see a/so Legal Interpretation to Alfred Tenuta, Jr. (Apr. 17,1998). These interpretations allow a pilot to string together multiple legs to log a single cross-country flight. However, there is nothing in § 61. 1(b)(3)(ii) or previous FAA interpretations dictating how separate flights must be logged. Accordingly, the pilot may choose what is considered a flight and what is merely a segment of a flight, and then log that flight time appropriately when the flight is conducted.”

That is straight from the FAA chief counsel’s office here is a link to that legal interpretation from the FAA website: https://www.faa.gov/about/office_org...rpretation.pdf

Feel free to read it for full context. Hope I’ve been able to help. Good luck on your written, and perhaps someone else with more experience could also weigh in.