I am coming over here for very needed   help with very difficult problem .I am in my senior years .My question is about gain taxes strategy in my  complex situation .The property , condominium in prominent Hollywood CA areawas bought by mi and my ex now husband in 1996 for 90k .I was putting a lot of money in paying it , downpayment , improvements , because was spoken is mine , because we alreadywere contemplating possibility of divorce .In 2000 we finalize our divorce .The same year I got married for the second time .Unfortunately promises arround uncontested divorced with my first ex  were not kept,and I was forced to do quiet title case , when it was decided  10% of property belonged to my first ex,and 90% to mi .It was complicated history of deeds , which I do not will describe over here .The case of quiet title had place in 2006 .

I think you face two complications. 

@Mark ClaytonIt’s complicated to explain when there is land trust set up, each entity or property must carry its own name to sell from a trust..

I get the advanced fee for large complicated transactions.. but for simple rehab loans on an SFR one simply does not need a team to underwrite those  LOL.. 

Plenty of these new REI apps skip the BL, or make it complicated to use.

@Jenn N.If your “sale” property - the one you will “sell” and 1031 into a new property or properties is selling for $575,000 to $600,000, you will need to trade 1031 into a property or properties totally $575,000 in value or some tax will be do.It’s a complicated issue, but to totally defer taxes you need to buy for more than you sell (ignoring the impact of closing costs).So you can’t buy two $200,000 properties and sell one for $575,000 and defer taxes.I second @Bjorn Ahlblad statement, talk to a 1031 exchange company, that often know more than CPAs about the specific detail on 1031s.

It's going to complicate things and perhaps cause tax reporting issue that will require a CPA's assistance.

Since it is a bit complicated with househacking, i am not completely sure what can be deducted and what can be depreciated.

We found Podio itself to be a little complicated so we hired Investorfuse to run our CRM for us. 

Leased systems can be a bit problematic as the leasing company has a fixture filing (similar to a lien) that adds a layer of complication during the sale (buyer must qualify for and assume the lease, or seller needs to pay off the system prior to sale).