Short answer: often, yes.If you’re earning income that isn’t having taxes withheld — rental profits, flips, STR income, or business income — the IRS expects you to pay taxes throughout the year, not all at once in April.Those payments are called quarterly estimated tax deposits.Why they matter:They help you avoid underpayment penaltiesThey spread out the tax burden instead of creating a surprise billThey force you to actually look at your numbers during the yearI’ve seen investors have a great year on paper… then get caught off guard because nothing was set aside.Quarterly payments aren’t about paying more tax.They’re about paying it on time.Curious — do you currently make quarterly payments, or is it something you only think about at tax time?

For that reason, some investors choose to secure their next primary residence first before continuing to expand their rental portfolio.From the tax side, rental income is generally reported on Schedule E, which allows depreciation and avoids self-employment tax.

Any habits or mistakes beginners should avoid in their first few months?

I see a lot of deals stall not because the math is wrong, but because the financing side was never pressure-tested early.A few things that have helped avoid that in practice:Underwrite the deal the way a lender will, not the way you want it to work: If it only pencils at best-case leverage or ARV, that’s a warning sign.Be honest about timing: Lease-up, permits, seasoning, and appraisals almost always take longer than expected.

However, PNC Bank did say they do not sell their loans, which I think would be more favorable in avoiding problems...  

Dubai Real Estate Specialist 📍 Helping investors avoid disasters like this hashtag#DubaiRealEstate hashtag#RealEstateBroker hashtag#PropertyInvestment hashtag#UAERealEstate hashtag#InvestorProtection hashtag#RealEstateEthics hashtag#DubaiProperty hashtag#RERA hashtag#BrokerScam hashtag#RealEstateWarning hashtag#InvestSmart hashtag#DubaiInvestor

If not, use a flat utility allocation to avoid unpredictable seasonal swings eating your margin.

Generally appraisers are not good at doing STR rental surveys to structure the loan and their values will come in a lot lower than expected so that is to be avoided if possible.

WOuld avoid renting to them.Either they are a "professional" tenant looking to set you up for a lawsuit or they are a "busybody" tenant that will make an endless series of issues for you after they move in.

Any common mistakes I should avoid?