I think you have to evaluate the components independently: the deal, the price, the financing - if you can get a lower price by using bank funding and your rates are also better using bank funding, thats two reasons not to do seller financing.The only reason I would pay more is to get a closing cost credit to preserve cash.The fact that you know there are is good, but not a major factor,  I'd leave that aside for the consideration of the deal.

I guess my question is more, should I wait until I am more financially independent to do it on my own, or go after the deal if I am able to get it.

If the house needs a sump and a pump installed for the first time ever, then it's closer to reasonable, IMHO.I used Foundation Recovery Systems to install a sump pump and drains in my rental house in Independence, MO. 

Hi Bailey - lots to unpackage here.Do you have independent funding or funding from a W2 to support your real estate goals?

It needs to be part of the contract.Also make sure the insurance is part of your Management software and not an independent coverage. 

I love the concept of early retirement, and I am an avid follower of FIRE (Financially Independent Retire Early).

I follow the financial independence forums on Reddit, and just happened to come across this one post describing one parasite's brilliant idea for how to get free housing.  

They should seek independent advice to help them comply with their filing obligations.Corporations do not give 1099s to other corporations.

My fiance and I plan to get married in April next year, and neither of us are really materialistic and are looking towards the path of financial independence.

It does define ADU as being "independent" which someone could try to make the case that a JADU is not independent.