Tax Optimization and Charitable Giving

How are we reacting to the new Republican tax law?

Well, I’ve crunched the numbers and my partner and I will be around $3-4k short of the new standard deduction, not including charitable contributions. This gap will widen over time as we pay down our mortgage and our interest deduction declines.

Since we plan to continue donating 10% of our net income, we can pretty easily surpass this $3-4k gap each year if we give as normal. But it would be more tax efficient to bunch our giving so that we give the same amount on average, but only every other year. Applying such a strategy would net us an average of $385 in greater tax refunds every year (growing slightly over time). Not a life changing amount, but not chump change either.

The big downside to such a plan is that we would, in essence, be “delaying” charitable donations which could be well used by our favorite institutions sooner than later. I put a pretty high discount rate on donations– I think $50 to a cause today is worth way more than $50 to a cause a year from now. Because who knows what the world will look like a year from now. Plus, if we lived our whole lives around financial optimization, we wouldn’t be giving this much to begin with.

Alternatively, we could “prepay” charitable donations a year early. Which, if you believe the stock market will continue its bonanza of 20% annual increases, means we’ll be missing on non-trivial market gains.

So where does that leave us? To bunch or not to bunch?

Since we “prepaid” a lot of our charitable obligation for this year, I am inclined to donate the remainder of this year’s charitable obligation and then “prepay” next year’s obligations into a donor advised fund. From an efficient giving standpoint, I still think it is better to just donate the extra to charity now and eschew the DAF altogether. But from a mental accounting standpoint, having the money under my “advisement” (read: basically under my control except legally?) is strangely comforting. Plus, setting up a charitable foundation in anticipation for our wedding might be nice. Have our guests donate into our charitable pot rather than buying us a toaster oven we’ll never use.

Are you changing your tax strategy due to the new tax law? Will it affect your charitable giving?


7 thoughts on “Tax Optimization and Charitable Giving

  1. For now, we aren’t likely to change our strategy because, with only a light crunching of numbers, I think the sad reality is that our mortgage interest and property tax are high enough to continue itemizing deductions for at least another couple of years. I’d love for that to change but our days of paying down the mortgage in large chunks are behind us for now. But before we run out of the high mortgage interest, we may consider opening up the DAF. I’m glad we have a couple years to decide that, though.


    1. That sounds like a very reasonable plan. I worry for myself that the new law gives weird incentives on how and when to allocated charitable giving, so it’s good to hear that at least for now others are keeping on keeping on.


  2. Our mortgage interest is high enough that we aren’t affected, and that is like to be the case for the next ~7 years (although we are likely to do some prepayments so maybe not quite that long). Our property/state tax will always be >$10k.


  3. We weren’t even that close to itemizing with the previous tax laws, so it will hardly affect our giving. Mortgage interest and property taxes are under $7,000 a year for us. Though our mortgage interest rate is going up a good chunk this year, so we will pay at least another $1,000 in interest this year. My husband wishes I had done the 15 year mortgage instead of the ARM, oops.


    1. I feel like a weird trick of the human psyche is happening where I feel less likely to pay down my mortgage now vs. before the tax bill. Which rationally makes no sense– the marginal effect was greater before than now– but it is what it is.


      1. That’s interesting. I guess itemizing didn’t mean that much to us, but also I’m not any more interested in paying the mortgage down now. The more the housing market increases the condo value, the less I want to pay the mortgage down too. We are hoping to refinance to a 10 year mortgage soon though to help calm the mortgage interest rate.


Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s