Your dilemma is exactly why I took my properties back and developed a software to simplify management so I can do it myself. 

Simplify your business.Tenants do tend to get upset when you tell them what they don't want to hear.

I have heard the difference that @Michael Plaks brings out with @Ashish Acharya and @Brian Schmelzlen  and it only convinced me that the tax code needs to be simplified. 

My current simplified understanding of the wholesaling lease option process is that an investor signs a lease option agreement with the seller that contains an assignment clause.   

I would then include them in the ROI formula as follows:Cash Flow = (Income - DebtService - ManagementFee - Insurance - RETax - PeriodicFees - V - M) x (1 - StateIncomeTax)Simplifying further:Cash Flow = (Income - Recurring Expenses - V - M) orCash Flow = (NOI - V - M)Suppose I have two properties and the cash flow for each is CFa and CFb.

Everything will be simplified and tax rate will be less.

We are obviously at the very beginning stages of all of this and there are a lot of things that we will be checking into with the city, insurance companies, paintball gear suppliers, etc, but the simplified version I see is:Initial planning and setup is very hands on butCan be managed with young/cheap labor once set up10 acres owner financed, only about 4 acres needed for paintball, 1 for their building5 acres available for other creative highest and best use scenariosProfit from paintball isn't really the point as we are continuing our business and other endeavorsIf the paintball field can pay for itself, pay for the land, and give us a few acres to play with in the meantime, is there a negative side I'm missing here?

But ultimately requiring them to pay online simplifies your life completely and eliminates all the nonsense for collecting.

Property taxes will be about $2,300/year.I'm looking for advice to simplify the mechanics of purchase and transfer to our daughter. 

They simplify everything, which has pros and cons; It's a ridiculously easy process (compared to buying a residential property), but if you're a detail-oriented person (like myself) you may be left wanting more information at times.