However, the most significant influence tends to be the yearly seasons of winter, spring, summer, and fall.The social, economic, and political calendar of the United States operates based on the yearly seasons.

However, I've begun using a CPA to help with my tax filings staring for the 2021 tax season and I pay him to navigate the rules and regulations of what is required.I have heard of CA pursuing "unpaid" taxes on out of state residents who have rentals or earn income in CA, so for my situation, it is worth hiring a tax professional to ensure I am doing everything correctly and am not hit with a bill 5 years from now from unpaid taxes + interest claimed by CA.

The majority of new loan officers, especially right now, alternate between feast and famine, and right now it's famine season... virtually no one is refinancing, and home purchase transactions are down ~40%, with the 60% that remain not being anywhere close to evenly distributed [80/20 rule].I wish you the best of luck, but make sure you're going into it eyes-wide-open, and assume/plan it takes you six months to close your first deal (you will likely do better than that, but "hope for the best, plan for the worst" is always a good thing to think about).

Transactional funding would provide funds in a double-close, just keep in mind your end buyer C probably couldn’t finance it due to lender seasoning laws.

Out of my lack of experience I just wanted to see the POV of more seasoned people . 

With an STR, you'll have vacancies and seasonal changes in price, so you won't get $500 -600 every day. 

You may consider, however, a 8 or 20 month lease so your lease expires at the beginning of summer next time and you position yourself to have the place available at the start of the season next time around.Good luck!

I am also a real estate agent and love helping first-time or seasoned investors find their first or next property!!

We ended up having to get our first tenant late in the season.

Interested in meetups (when this social distancing lightens up a bit) in the Washington DC and Northern Virginia area to connect with seasoned investors and explore if I can find deals in the area.