@Nicholas GugginoStarting real estate investing with a steady W2 job can help secure financing for your first property.

Assuming that the offering was a securities offering, as opposed to a joint venture, we’d need to know first if the offering was a registered offering or was claiming an exemption from registration.  

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What are the most common challenges investors face when securing fix and flip loans, and how do they overcome them?

As far as STR goes, you can house hack the property that you first buy (in a single family home or in your unit of a multifamily property) and potentially do short term rentals in all of the other units or in your exiting property.STR as a way to invest is getting more challenging currently as supply of new STR inventory has been outpacing the demand for STRs.

At what point does accepting capital, using the capital in private lending, and paying interest on the capital become a security?

someone will say yes.Feel free to reach out directly if you’d like to talk about the scripts, structure, and systems I’ve used to secure private lending deals. 

I'm 23 years old and plan to use real estate for my retirement, but that's in the distant future.My question is whether it's better to pay off the mortgage as quickly as possible or to buy a rental property as soon as possible.My thoughts are that if I pay off my home, I'll have security and more money each month to invest, as I won't have to make mortgage or rent payments.

The definition of qualified property under Section 179 was expanded in 2017 under TCJA to include the following real property improvements to nonresidential buildings: Roofing Fire protection and alarm systems Security systems HVAC systems So you can expense roofing under Section 179 as long as it is an improvement to a commercial property and meets the Section 179 criteria. 

Isn't some sort of certificate of compliance supposed to be secured by the city inspector saying as much?