Can I even break even if Summer rental season is a max of five months, and more likely three?  

Building relationships and learning from others can help avoid costly mistakes and ensure the property will cash flow or break even in worst-case scenarios.Good luck!

However, unlike some I do need the place to break even.

To break this down...To get the benefit of REPS, it is a two part test.1) more than 50% of hours AND over 750 hours in real property trades or businesses. spouses cannot combine time to meet these thresholds, one spouse must hit this on their own.

He wasn't giving into the state and local governments mandate for employees to be forced to wear masks, get vaccines, etc and he started getting "threats" saying that he could be taken to court and have assets seized if he continues "breaking the emergency laws" during covid time.That could be viewed as an extreme example, but things like this worry me as I have my own company and employees.

20-25% down, duplex, break even on cashflow in a promising area.

When analyzing a potential short-term rental (STR), especially with fluctuating rents and occupancy due to seasonality, you can break it down like this:Monthly Breakdown: Look at historical data for each month.

Yeah, the more I look into HH the more I realize my cash flow for HH1 will only be a few hundred dollars or just breaking even.

Princeton growing so fast they just put the breaks on for 4-5 months. 

One of my investment goals is to break into multifamily.