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Why I switched off my family’s health insurance plan onto my own High Deductible

Shobin Uralil · September 28, 2017 · 6 min read


When Alex & I started Lively, we did everything in our power to keep costs down (and we still are). As a result, when we hired the first two members of our team and put in place health insurance for them, I decided not to enroll in Lively’s health plan because I could get it through my wife’s company. At that time (and in my mind), the decision was simple.

Health Insurance Options

I was fortunate enough to choose between:

  1. Getting health insurance through Lively; or

  2. Obtaining health insurance offered by my wife’s company

Even more so than offering health insurance, my wife’s company offered a very low deductible plan AND paid 100% of the premium (super generous of them). It was a no-brainer, right? I thought so also, but the thing that almost no one talks about is the opportunity cost of selecting this kind of plan given the alternatives.

The Backstory

In order to understand the opportunity cost, I’ll give a glimpse into my personal interactions with the U.S. healthcare system. I am married and we have a 2 year old son. Our family of 3 only go to the doctor and the pharmacy whenever my son has an issue (he gets sick, hurts himself, needs medication, etc.). Prior to our son being born, my wife and I would mainly go to the doctor for preventative check-ups (holding aside my wife’s pregnancy).

We are fortunate in that we don’t have any major ailments or diseases that require us to seek on-going medical treatment, however we are human and we have run into some major-medical issues from time to time – but it is more of the exception than the rule. For example, back in 2013, I fractured my ankle and had to go to the ER, was on crutches for weeks, had follow-up appointments, physical therapy, etc. But that’s about it. Our typical year is when we see our primary care physician for annual check-ups. That’s it.

As you can see, our healthcare needs revolve around our son, not ourselves. As such, why have we always just defaulted to a plan that covers the entire family, even if we aren’t paying for a lot of it? That’s a good question and I think I, like many others, have just fallen into the trap “because it’s easy and I don’t have to think much about it.” But that rationale is flawed.

Americans are so concerned about financial security for many reasons. However, most people don’t link their healthcare with their financial wellbeing. Why not? Both are separately complicated. And most complicated things in life are intimidating. The only way to get through complicated things or to overcome intimidation is to tackle these challenges head on. And in this case, education may help.

Missed Opportunity

If I could do It all over again, I would. Meaning if I could step into a time machine and go back to 2004 in New York City where I had my first job out of college, I would have selected an HSA-eligible health plan (e.g., High Deductible Health Plan) instead of a traditional PPO where I still had to pay premiums for health insurance that I rarely used. I wish I could have taken my Company’s HSA contributions and then contributed the difference to max it out every year. I would have been sitting on a healthcare nest egg. I did the math. Here are my assumptions:

  • My employer contributions would have been ~50% of the annual contribution limits for each eligible year

  • The difference was made up by my personal contributions to max out my HSA

  • I only participated in years where I was eligible (e.g., not eligible while in Business School)

  • I didn’t use any money in my HSA to pay for my fractured ankle!

  • I invested my money as soon as I could have in the S&P 500 index and all dividends were reinvested

What’s the result? Just over $94,000! Even if I had paid the $5,000 medical bill for my fractured ankle using my HSA funds, I would have been sitting on a balance of $87,000. Now, along the way, I would have also received tax benefits. Assuming a 30% all-in tax rate, that’s $18,750 that I would have saved in taxes. So let’s recap. The balance would have been ~$94,000. Total contributions would have been $62,500. My individual contributions would have been $31,250. And my tax savings would have been $18,750. This means that since 2004, I would have paid $12,500 out of my pocket to have a balance of $94,000. That translates $962/year ($80/month) since I started working.

Why Should You Care?

Why does this matter? Maybe it doesn’t to you, but it does to me. Healthcare costs are growing at staggering rates. The estimated healthcare costs for a couple from retirement through life expectancy is $300,000 – a 70% increase since 2002! If I want to be around to see my son and his kids grow up, I need to be sure that I am financially equipped to tackle healthcare as I get older. How’s that for linking financial wellbeing and healthcare?

I wish I had started earlier, but here I am now; 35 years old and beginning to plan for my future healthcare expenses. Ironically enough, I began my retirement savings (401k) when I was 22 years old. I think that happened because it was hammered into me that we have a Social Security crises in this country. What wasn’t hammered into me at that time was the healthcare crisis. Now it is front and center and it is real.

Food for Thought

To all of you millennials who may be reading this. Are you someone like me? Do you have the ability and the desire to save for your future healthcare expenses? If so, you may want to consider not paying blind money to your insurance company for coverage that you may never use, but rather take those savings and funnel it into a Health Savings Account that gives you the power and flexibility to make your own healthcare purchasing (and investing) decisions.

And don’t get me wrong. A health savings account isn’t perfect for everyone. But it could be right for some. It was definitely right for me.

Shobin Uralil

Shobin Uralil

Shobin Uralil is the COO and Co-Founder of Lively. Lively is a modern Health Savings Account (HSA) platform for employers and individuals. A 401(k) for healthcare. Lively HSAs works alongside high deductible health plans to make healthcare easier for everyone. Lively is not a bank but has all of the benefits of one. Prior to Lively, Shobin was the Vice President of Operations at Retroficiency, an energy analytics software company and co-founder and CEO of kWhOURS, Inc., an energy auditing software. Shobin earned a BS in Business Administration from Georgetown University and an MBA from MIT’s Sloan School of Management, where he was the recipient of the inaugural Howard and Carol Anderson fellowship for entrepreneurship.

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Disclaimer: the content presented in this article are for informational purposes only, and is not, and must not be considered tax, investment, legal, accounting or financial planning advice, nor a recommendation as to a specific course of action. Investors should consult all available information, including fund prospectuses, and consult with appropriate tax, investment, accounting, legal, and accounting professionals, as appropriate, before making any investment or utilizing any financial planning strategy.



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