At what point is it determined, in the eyes of the IRS, how to tax a flip? For example, if we buy a property with or without the intent of renting it out, and after rehab we place a tenant in the unit, can we sell it ...

Hello fellow BPers.  I have been a long time reader of these forums and have picked up a tremendous base of knowledge from you, my colleagues, on this forum.  I am mostly a passive investor, and so have not had a real...

I'm starting out with a triplex that I plan to self-manage (in Pittsburgh). I'm thinking about outsourcing the maintenance response piece to either Latchel or SuperTenders. They seem very similar in that they handle e...

My client, let's call him Paul, was not happy to owe the IRS $100k - the tax penalty of having a successful flipping/wholesaling operation. So, based on his buddy's advice (sounds familiar?), he ordered a cost segrega...

I've been renting out rooms in my house for about 9 months now, on leases ranging from 3-12 months at a time. The experience has mostly been great so far, but at the beginning of May a new tenant moved in who has real...

I’m a first-time landlord (just signed my first fully-occupied LTR in Jan 2025) and have already run into my first potential tenant issue. I have two long-term tenants in the duplex—one for 5 years and the other for 7...

I am confused on this topic and I would like some input. I am going to acquire a few long-term rentals over the next few years. All properties will be acquired with a mortgage. Initially, I was sure I was going to cre...

Hi,Listening to some of the podcasts and reading the blog, I keep feeling this inner red flag that keeps popping up in me.  I get the feeling that a lot of folks are advocating being over leveraged and taking on an un...