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All Forum Posts by: Joval Mathai

Joval Mathai has started 9 posts and replied 49 times.

Thank you Kai, i was thinking the same way.

Post: Tax situation with long term and short term rental.

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11
Quote from @Bill Hampton:

@Joval Mathai


I recommend finding a tax strategist that specializes in real estate taxation and STRs. You may want to consider working with your tax strategist remotely to expand your options.

I would also recommend looking for a tax strategist who is willing to work with you throughout the year, not just when preparing your tax return. You want an accountant that can help you strategize and who is responsive when you want to know the tax consequences of the decisions you are making throughout the year.

Good luck in your search.


 Thank you Bill for your advice.

Post: Tax situation with long term and short term rental.

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11
Quote from @Jonathan Bock:

Really wouldn't recommend Turbo ... for your scenario, you have several interesting facts that the prompts and questionnaires are not best suited for.   


 Thank you Jonathan for the insight.

I got some cash in hand which i can either put in a high yield savings account or use to pay my current mortgage and then cash out when i buy the next home. 

Any suggestions on which option should i choose?

Post: Tax situation with long term and short term rental.

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11

I’m a first time home-buyer. I bought a multi-family in NJ in May 2023. 

We live in Unit 1 and Unit 2 is rented out. Unit 1 where we live has a basement that’s rented out on Short-term rental/Airbnb (with average stay per person < 7days).

I attempted to do taxes (married, filing jointly with my spouse) on turbo-tax. When adding the rental income for Unit 2, it asked for % sq.ft. rented out. Any deductions (including mortgage tax, insurance etc.) added there was split accordingly and corresponding amount was shown under rental deductibles. We did the same for short-term rental/Airbnb.

It asked not to separately add mortgage interest/insurance paid for the unit where we live in- but we don’t see it deducted anywhere else apart from the rental+Airbnb.

Any suggestions on how to deal this situation with using the same property as primary residence + rental + short term rental ?

Thank you in advance.

Post: Where Should I Start

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11

Hi Baahir, how much money are you putting in ? how long are you planning to hold the property ? In this high interest market, any location here in tristate might not make sense. Out of state investing might make sense but if this is your 1st deal, find a deal nearby.

Post: Offer accepted on first property. Having serious second thoughts.

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11

Your goal is to be in the Real Estate game, i would suggest invest in the local market first before out of state investing. 

Post: Real side of Real Estate

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11
Quote from @Bill J Fay:

Sounds like you are just getting started. Finding a lender to finance a ground up construction project will be much harder than a lender to finance a fixer upper when starting either venture. Time value of money will be in favor of a fix and flip as well. Two great strategies, but fix/flip is a much easier barrier of entry. 

 Thank you @Bill J Fay

Post: Real side of Real Estate

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11
Quote from @Morgan Gutierrez:

I'd recommend start looking at different deals. Find a market you want to invest in and get on some list. Start analyzing the properties. When a property comes your way that is a good fit for your criteria wether you decide to flip it or hold it, then take action. While doing this, network with lenders and people who use the strategies you are considering. Also, listen to podcasts and read books. The real teacher is experience, but having the theoretical knowledge to apply is better than figuring it all out as you go.

I would not try and start with building from the ground up.... 

 That's exactly was my take from these comments, thank you @Morgan Gutierrez have a wonderful year ahead.

Post: Real side of Real Estate

Joval MathaiPosted
  • Investor
  • Northern Jersey
  • Posts 50
  • Votes 11
Quote from @Stuart Udis:

You can't compare profitability of developing land vs. renovating and re-selling a single home or quite frankly any other asset/investment strategy. Any strategy can be successful as long as the opportunity is acquired correctly and executed upon properly. Ultimately, the acquisition and the human capital involved is what will make or break any real estate investment. 


 Thank you Stuart for your comment and info