Keep things simple, do not create any payroll for him and focus on making more money.Now, if he makes $75k net, which is after expenses - then he needs to consider an S-corporation and W2 payroll for himself.Bookkeeping is simple, really: record everything he spends for business in any form that is simple for him: old-fashioned notepad, Excel or Google Sheets if he knows how to use them or apps like Expensify or TaxBot.

There's a lot of old houses in Lakewood.

I have an LLC that is 1.5 years old.

You can only charge them the pro-rated value of the stove....if its 11 years old, its not worth much.

I've invested in Old Town, Maine.  

Some background on myself:I am a 25 year old graduate (this past May!)

How old were your daughters when they got started?

New mechanicals, roof is 3yrs old.

At 40 years old, ideally my goal is have 10 properties (or 20 units) within 10 years.

@Jacob Breazile - Make sure to account for the following expenses:1) Mortgage2) Mortgage insurance (PMI or MIP) or FHA Risk base3) Property Taxes4) City Taxes5) HOA (Home Owner’s Association) Dues and Fees and Assessments6) Insurance Property Hazard InsuranceFlood InsuranceEarthquake InsuranceUmbrella Insurance7) Vacancy Rate (usually 8% - the equivalent to one month a year, or 5-6% if multifamily and/or if experienced, if not use 8%)8) Utilities (you’ll have these if your tenant is not covering them and/or during vacancy) Water § Sewer § GarbageElectricityNatural GasPropane9) General Maintenance (usually 5%) Upkeep § LandscapingSnow removalRepairsNew Appliances10) Capital Expenditures (usually 5%, higher is the property is old and obsolete, less if fully rehabbed and all mechanicals and roof are new)11) Property Management (8%, even if you self manage, your time still has value and there might be a time when you'll want to be completely hands off or you'll not be able to do it, vacation, retirement, etc.)