I currently own a single family home with approx $300k in equity in Long Island NY and looking to get some insight. 

I only have one property and it’s got around 80k in equity that I can’t use until mid July but make decent income from that rent, my plan was to use the initial cash out refinance to do a fix and flip or 2 to pay back the refinance and use profits to go towards another rental but the waiting period I feel is making me miss out on a lot of opportunities.

Been a landlord since my late twenties or so.I have several million in property and couple or so million in equity in them.

In the Reno, NV market we are selling new builds to investors because the builders are offering lower interest rates and properties are cash flowing and they have already gained 30k in equity.

You need to learn how to use all the tools available to you (financing, insurance, management, etc.) and to understand how they fit together in your toolbox, as none will give you everything (e.g, insurance is required and it will cover you for many situations, but not always; asset protection (LLC) is litigation insurance and complements regular insurance, by minimizing the target and making it unappealing).If you are a new investor, probably you will not have a lot of assets and/or equity to worry about (but even that is relative and subjective to each person tolerance to risk) so I would not worry about that till you pass that risk threshold (in my opinion 100K+ in equity, maybe 50K if you are really risk adverse) and you should be primarily concerned with finding good deals and growing your business first.

I have about $250k in equity in the home and my realtor believes if we list it we will probably get a bidding war in this market and since our neighborhood is highly desirable.

I have about 100 Grand in equity in my first property and about 70k saved in cash.Any advice? 

I do ground up construction in columbus that meets those numbers. developers do the same and sell at a 7% cap rate or 8% cap rate and cash out on 20% built in equity.

Those are not calculated in equity

the answer i'm giving is based on the assumption that you do not want to / can not float the negative cashflow any longer. and note: even if appreciation / debt paydown / tax benefits strongly outweighed the negative cashflow, most investors wouldn't want to / couldn't float that. so that said, i say SELL. you have just over a million dollars in equity (minus transactional costs when you sell), and you could do a 1031 exchange into a ~4 million dollar CASHFLOWING property. i invest long distance into value-add multifamily on the west side of chicago. gearing up for my next deal right now. in that price range you could easily get a value-add multifamily with potential to cashflow 15k/mo+++ (up to 40k/mo) once it reaches its full potential. it sounds like you're in markets that are probably strong for appreciation and weak for cashflow (with the long term rental strategy). if cashflow is your goal, 1031 into value-add multifamily in a higher-cashflow area. don't let having to pay commissions during the sale stop you. you're already losing so much annually; you have to stop the bleeding at some point. also note that right now, with the way these two properties are losing money, that might negatively affect your borrowing power when you go to buy the family home. feel free to dm me if i can help in any way!