My current situation is that I always flip with other people’s money.

Use your own money?

Training bizz is a HUGE money bizz..

Every day I mark how many calls to leads I made, how many people I contacted (and was it email, call, text) from my database/past clients....how many social media posts I answered or made, etc.I don't know if that's automating, but every week I can quickly see how much of each money generating thing I did.Do you use Google Calendar? 

It would be a tight budget but I do have money set aside for repairs.

Private money and personal funds.

He became a contractor, worked hard, and grew a successful business that produced a lot of money.

@Dallas Morioka why use your own money when you can do seller financing. 

You do the course and you decide you want your money back. 

Don't attempt to figure things out on your own or act as a GC or PM when you are using other people's money.