But when I looked over the house Inspector's report, I noticed the House Inspector's report had the cost for the Pest Control Inspector's visit at the bottom of his Invoice.

Originally posted by @Zana Blue:Check online at the county site to be sure they are licensed and insured..tell them you will have a written contract... no handshake deals....do not deal in cash it messes up your accounting really fast...tell them you will match up every receipt you get with materials on the job...lastly I have had good contractors who all the sudden be it  the drugs or alcohol or whatever kicked in and then they just stopped being good and ripped me off so references are ok but just be aware some of these guys change seemingly overnight Professional contractors do not provide the customers with receipts for materials . they provide invoices for the job and separate invoices for change orders .They are hired to perform a job , materials are just 1 part of the job .

However, you should reach out to an accountant once your return gets more complex.An accountant should be able to provide you tax strategies in addition to preparation of your tax return.In regards to the turf and wall updates - can you go back to the contractor and request an additional invoice or confirmation that it was paid.The $5000 should be added to basis since the update was made prior to the property going into service. 

I send them an invoice for the fee I am charging.

I'd ask for receipt or invoice for recordkeeping purposes.

(Invoicing contractors, following up on payments, producing reports?)

Are all my invoices uploaded to my owner portal?

He even helped me via text for free when I couldn't figure out what was wrong with my heat pump after installing a smart thermostat (he walked me through checking all the wiring before realizing I programmed the dang thing wrong.) 

It is appreciated and is tremendously helpful to get this type of review and critique as we consider our options.It appears that we have two main avenues heading into 2018 that would provide active income, self employment taxes would apply, contributions to the solo401k could be made, any active income not put into the solo401k would also be subject to regular income taxes.Active - Payment for repair services - Jason as a sole proprietor schedule COur rental LLC would need to receive invoices for the repair, and pay them just like any invoice our rental LLC receives for work done.

Invoiced, receipts, documented, etc.