Welcome.

There's a lot of reading you should do and some of it can be found here on APC.

You are not too old, but need to move along quickly at age 33. This assumes that you do not have a family or mortgage...if that is the case you will need independent financial means or a wife who has a high-paid portable job (ie Doctor, Dentist, Pharmacist).

The traditional path was to get your commercial ASEL and MEL, and then instructor ratings...CFI for sure, CFII almost mandatory, MEI highly desirable and then work as a CFI to build 1000-1500 hours at which point you could realistically apply to a regional. At certain times some regionals would hire as low as 300-500 hours.

If you are looking for someone to pay for your ratings check out American Flyers. They have (or had) and internship program where you would either work as an office manager or mechanic and get your IR, COM, CFI, and CFII for free.

Unless you have an A&P you would have to do the officer manager. They worrk you 12 hour days 6 days a week for a year and then you do your flight training on your own time. Pay was $1000/month IIRC (plus the flight training of course).

Once you actually get employed in aviation you will be lucky to make minimum wage...hourly rates are pathetically low, and even worse you only get paid when actually flying so you can pull a 12-hour day but only get paid 4 if that's all you fly.

At your age you will want need significant savings and the ability to self-finance your training. No Loans! If you have to take out loans at age 33 you have no business doing this to yourself. If you do an AF internship you would need money to live on during the internship, 2-3 years of CFI work after that, and the additional money to subsidize your first year (or 5) at the regional.

Also...the rules are changing. By the time you get there you will need 1500 hour minimum to get an airline job, plus some additional experience that you can't get as a flight instructor. This will likely mean a year at a small 135 freight operation before the regionals.

There are other career options besides airlines, but they are generally going to harder to get into than the regionals.