We have been in business for 2 years now, one successful property that cash flows well with peak season in summer, and then winters which this past winter being a bit more difficult with no snow. 

Curtis,To me, having several properties clustered for sale is more a signal of 'peak' pricing; Owners believing that they can get more now then later.

I though last year 2020, was peak market, and decided to sell.

@Rogers SmithI agree with the purchasing power and credit worthiness for sureHowever right now we are no doubt at a peak in our economy.  

In the Years 1997 to 2001, I worked as a Software Developer for around $100k, peaking around $200k per year with Bonus.The stock market crashed in 2001, so bonuses was cut and I was making on average around $140k or so.By 2004, I quit my job.During that time, my Partners and I bought 3 Brooklyn, NY Investments:1) 1997 - $340k 2 Family in Ditmas Park worth $1.7 Million today2) 1999 - $140k 2 Family in Windsor Terrace now worth $1 Million conservatively today3) 2004 - $890k 3 Family in Clinton Hill now worth $2.8 Million todayNote that today's values included going through the Great Recession of 2007/8.We also bought more Investments and currently own 7 Investments and another in Contract.Funny thing is now I'm going back to software development and started researching the jobs I can possible get.

My exit strategy is, "after" the peak arrive,...Note: we won't be able to tell "before" the peak arrive, but everybody "will" know "after" the next peak arrive.

Since 1980, market gains in CA to new peak values have typically lasted 5 to 7 years (we are currently entering year 6 of an up cycle).

Active businesses are more active & enjoyable at times but things like multiple flips can be stressful & demanding especially if you have a family or don’t live in a good geographic area for cash flow like DFW or are investing now at the market peak!

I’ve read various sources that suggest doing work during YOUR peak times and for some of us that’s after the sun goes down.  

I don't go for peak market.