I am looking for any recommendations on tools flippers might use to track work, expenses, their sanity, etc.

Understand your financial capacity to invest in a property and estimate your monthly expenses accurately.Kansas City is rapidly growing- lots of employment opportunities and housing demand.

For those who manage 3+ flips at a time, I'm curious what bookkeeping software you use and how you keep all the expenses properly matched to each property. 

The issue is, based on her credit report and other known info, I added all the expenses: (car payment $722, debt obligation/month $1900, rent, renters insurance, utilities, estimated grocery, living necessities, her total **essential** expenses would be at least $800 greater than her net income. 

Hey Jay, I moved to Columbus a few years ago (from Portland, Oregon which was super expensive) to become a full time real estate investor, and ever since, I've completed quite a lot of BRRRRs, flips, and own a successful rental portfolio here in Columbus Ohio.

Just to add a bit more, if you are looking for tax benefits like they have in the US ( for example where you can deduct expenses against your employment income in certain cases), unfortunately we don't have that in Canada.

I have a super simple system for Schedule E expenses. 

For example they took on (a) floating-rate debt (instead of fixed rate which was more expensive but safer), (b) short-term debt (cheaper but then they ran into refinancing problems) and (c) high levels of debt (to try to juice projected returns rather than conservative levels which aren't as "exciting" to a certain type of investor).

I didn't write off any of the expenses on my taxes and I'm worried I won't be able to write off the house or the renovation costs now that it's finished.

It looks good on paper, but then the real expenses hit.