Free Tax Tips & Strategies

In this episode of Tax Tuesday, tax attorney Toby Mathis, Esq. and CPA & Tax Director at Anderson Business Advisors, Jeff Webb, bring tax knowledge to the masses and answer your tax questions LIVE!

Featured Questions

  • 08:43​ – How do you give your son a fully depreciated rental property without causing a tax consequence?
  • 14:03​ – I have a home and a second home in different states (neither are rentals) and the one with the largest unrealized gain is in a high tax state but isn’t my primary residence. How might I exchange that for a new home in another state without having it as my primary residence for 2 of the last 5 years and avoid the big tax hit when selling it?
  • 19:55​ – I have an LLC created in NY state in 2013 that I used to run my books business. However, I am now pivoting to a web design business. In order to keep my business straight, should I create a DBA specifically for the web design business OR should I just open a new LLC?
  • 24:08​ – We are considering purchasing a vehicle that will be used probably 75% of the time for our real estate business. Is it advisable to purchase it in the LLC (an S-corp.) or personally? Advantages or disadvantages of both?
  • 30:30​ – Excluding the 1031 exchange, is there any way to legally avoid paying depreciation recapture tax when you sell a rental property?
  • 34:22​ – My question is when to collect and when NOT to collect W-9s? In particular, I have several vendors refusing to give me their W-9s and I have to threaten to withhold payments.
  • 40:25​ – Can we sell our home on an installment sale to an IDGT and then lease it back? Then, at the same time, have the depreciation and other costs flow through to our return because of IDGT taxation rules?
  • 45:31​ – If I purchase a fourplex using an FHA loan and live in 1 of the units 2 of the 5 years, how are the capital gains taxes calculated when I sell the property? Is Section 121 exclusion valid for the entire $250K?
  • 53:08​ – If I invest my SDIRA funds in a private company that is structured as a C-corp. & they provide Form 1099-MISC (not 1099-INT or 1099-DIV) for my earnings, will my SDIRA be subject to UBIT?
  • 57:41​ – Can you explain the conservation easement and its benefits?
  • 1:06:25​ – I have two entities created with assets in each one of them. Do I need to file two separate tax returns or combine them into one filing?
  • 1:08:25​ – Can we depreciate a solar energy system plus take the 26% tax credit?