I would also put in that if these jobs are the tenant's responsibility, and they don't clear snow from the sidewalk or keep the grass below 6 inches in height, you will take over that responsibility and start billing them monthly. 

There's no gutters and grass so rain has bounced back on siding over time and it looks like it could do with a little updating. 

I would like to raise my income on the non-real estate business, but want to have the REP tax status first to cut down on fed income tax. 

If you truly had a "good" deal someone would buy it if you did the work to get the property out.There are a few ways to wholesale but only one way a great wholesaler builds a great reputation and that is the grass-roots route path of finding a serious buyer and doing everything you can to understand them, their process, their ideal investment type, their ideal investment market, and then finding a property based on your buyers criteria.

There are very few lenders that offer a HELOC on rentals, I would consider using Pen Fed Credit Union as your lender for the HELOC.

If you are a long term Buy & Hold Investor, there is now reason not to lock in (Artificially Suppressed Interest Rates/FED) current rates and minimize issues down the road (3.

@Rachel Campagnolo, If you file a joint tax return then the fed sees both of you as the same tax payer for 1031 treatment. 

@Jasmine Feeney yep, feds just cut em again to keep investors happy over fears of the coronavirus

Grass cannot be over 8".

What does today’s rate cuts mean?