Purchased my first investment last year in October using creative fianance (owner finance).

If the software is not simplifying your life or making you more accurate, you shouldn't use it.Software does have extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

Another idea is on social media, follow a bunch off STR operators and company owners that offer valuable content.

Your discipline and focus on your financial future are commendable.When it comes to deciding between real estate investing and the stock market, both have their unique advantages, especially when considering the power of compounding interest.

I decided to hire a CPA! 

I decided to give them the option to break their lease and leave, if they so choose, which they haven't responded to yet.My question is, has anyone dealt with a similar situation who may be able to give some advice on this?

+95% of agents only have experience dealing with owner-occupied transactions - which are mostly EMOTIONAL decision based.You can ID these types of agents easily by asking them:1) If they are RE investors themselves.

How would an owner financing loan look like if a home is for sale for $399,000?

SoTaxes will go up, but depends on how long previous owner owned it.

I believe I have two options.Property Info:Purchase Price: $365,000Current Loan: $329,000Interest Rate: 5.7%Mortgage:$1900PMI:$130Insurance:$157Taxes: $320Current Rent Left: $1200 (Market $1400)Current Rent Right: Owner Occupy (Market $1800)1.