On the first occasion, I reached out to a realtor recommended by a family member but was not able to get consistent engagement and the home that I was interested in purchasing went contingent before anyone could even get out to see it.

If the 1st offer is not able lab over my mao?...  

Does this seem like a giant overreach by the county gov. to anyone else or am I reading it wrong?

It could feel to them like just another person talking about selling but not able to pull the trigger. 

@Carlos Ptriawan LOLI have been successfully "land-lording" multiple houses, without notable difficulty or landlord/tenant strife, for over 30 years.  

When I was evaluating those options last year none seemed to work properly and the sales reps for each of the softwares was not able to show me how they properly accounted for some balance sheet items.

@Renee Chase we spoke a little earlier today, and I was not able to come up with much - but I may have an idea now - sometimes it happens later LOL. 

Let's see how things develop over the coming years (C class)Another notable mentions would be 43610 and 43620.

My first property is in Stoughton and while still expensive, is cash flowing well.I think without giant amounts of capitol, it's going to be near impossible for a single investor to cash flow directly in Boston.Happy to connect any time if you have any questions!

However, if you are transferring some of the proceeds from the rental business into the property management business you are essentially converting some of the income from rental/passive to ordinary income.There are Pros/Cons for doing thisCon - Your property management income will be considered ordinary income subject to self-employment tax.Pro - You may not be put a portion of the property management net income into a retirement account.Con - You may now need to file additional forms with the IRS increasing your accounting fees.You may also need to file a payroll tax return.Pro - If your property management company runs as a loss and you were not able to take the losses on your rental business - you may not able to take some losses there were previously unavailable to you.