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Updated over 7 years ago on .
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Help setting up my books
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You have a lot of relevant questions and there is not quick answer to them without making a checklist of responses. Unless you want to spend the time researching the questions you have I would definitely hire out your accounting and tax work. On some level you need someone to data enter but on the other you need someone who is knowledgeable about construction to help you make the allocations between capital repairs and expenses. If you are networking in your area I would look for a referral. It would likely be a hassle scanning all of your receipts and records to an online service, if you can find one.