When providing tenants with a Certificate of Rent paid, should I include this prepaid rent?  

Can be prepaid anytime without penalty.And here are the numbers for a single family house in Tampa, 3 bedroom, 2 bathrooms:Purchase price: 140,000 USD Down payment : 40,000 USDMortgage: 100,000 USDClosing fees: 7,000 USDRental income: 1350/month Maintenance + tax: 450/ monthMortgage: 600/ monthProperty management : 112.5 /monthCashflow: 187.5 USD/ Month => 2250 USD / YearCash on Cash Return: 4.78% (2,250/47,000)Considering that we are using levarage here I would expect a higher return.

On a typical deal, if you pick up a property (let's use round numbers) for $100K and it needs $50K in rehab (that's probably the max you'll get financed but we'll go there) with an ARV of $250K, you're going to need 10K, plus closing costs or about another $10K (estimate including prepaids, title and if you pay 4 points).  

Also, in regards to escrow I always use at least 3 Months on HOI and 6 Months for  Taxes Pre Paids - This depends on the timing of the year.Let me know if you have any questions.Regards,Joe Scorese

Check your state landlord tenant law.Late rent is late rent, past payments are past payments, who cares if she prepaid when her rent was late it was late, partial payment is not full rent.Right to enter is normally 24 hour notice unless a maintenance issue presented.

If you're putting that little down, you'll need more cash to close in the way of pre-paid insurance and tax reserves.

My experiences before I started investing in that county was taxes were always 'prepaid', so if the bill was due May 1, the taxes ran May 1 to April 30.  

The principal amount of this Note may be prepaid, in whole or in part, at any time without penalty.Should suit be commenced to collect this note or any portion thereof, such sum as the Court may deem reasonable shall be added hereto as attorney’s fees, the LENDER agrees to pay the costs of such additional sums as a court may adjudge reasonable as attorney's fees in any suit.

"Closing costs" can include prepaid items, points, fees to buy down the interest rate, etc.  

This would prevent them from vacating the property prior to the end of the prepaid rent term and the tenant requesting a refund of rent they would claim would be "unused".