I would suggest getting another full-time job for the time being and investing/doing STR on the side until you can fully and comfortably replace the income that you would be receiving from your job.Is your LTR in need of repair?

Definitely will bring more jobs and with that the workers' families.

Are you looking to make being a chicago real estate agent your full time job or just a side gig while continuing to work full time? 

Anywhere from light cosmetic work to full gut jobs.

In the past 10 years, Ocala has greatly improved the employment base, adding tons of logistics and distribution jobs on top of the medical, service and equestrian jobs that we have always had. 

We have substantial job opportunities here. 

However while people in Windsor doesn't have the luxury of high paying jobs that GTA residents have, is it just a temporary fever of buying houses, or there is really something going on in this city ? 

Not one of those jobs takes an hour.

That 2nd requirement is  what makes it close to basically impossible with a W2 job.

I hate to say this, but if you want to get a job with Yardi as the main software, you will need to start at the entry-level accounting.