U only see the principals at the big event that folks pay 30 to 40k to go to.. the freebie set up is an actor. the second 2 or 3 day weekend that is usually 1k to 2k is usually a past student earning extra money and the money paid to go to that event just covers the hotel meeting room and other expenses the big money is as stated getting those students to pay the 30 to 40k to come to the 4 or 5 day event where the guru is there along with the guru's staff..

I'm considering converting the shed into a DADU to maximize the use of the space and earn some extra income. 

According to the pictures it looks like extra trashy place.

There was also extra bracing to keep the roof from moving further apart.  

(Give that to sellers, they picket $100k after paying off the loan.) and then pay them 4.5% interest (what they could get from the bank.) now you’re talking $750/yr extra interest, and it’s being paid to family. 

Other asset classes aren't so the depreciation schedule may not be as quick/beneficial.2) And it is even possible to find deals that are what I call "super-shielders" and which not only shield all the distributions in the investment but have extra to use over on other real estate investments that are throwing off income. 3) Unless you're doing a 1031 exchange  at the end or similar tax structure to defer taxes, you will have to *pay back* all that depreciation benefit at the end (on sale...which for you is in 5 years)  via depreciation recapture.

So, the landlord makes an extra $1000 per month with the same fixed costs.  

That is assuming your DTI can cover the increased mortgage payment.If you have use for that extra $100k that you would get back right now then don’t wait.

Only tankless water heaters, extra insulation, heating/cooling, etc....

Maybe they want bigger lot, more land, extra lots.