We once looked at a HDHP, but we have stuck with a PPO for me and HMO for DH/kids. Number of reasons:
1. We're older, so the benefit of thousands of tax-free dollars every year compounding for XX years was much lower. By the time our employers offered the HDHP, we were within
@10 years of our planned retirement dates. If we were 20 years younger, I'd have taken a much closer look.
2. My PPO is free -- my employer pays full freight for the insurance. So I incur no extra costs associated with the higher PPO premiums.
3. I use a lot of medical care, and my PPO is excellent for that. I have a $20-$30 copay for visits and a $10-20 copay for meds, there is no deductible for in-network care or prescriptions (so I just pay the copay from day 1), the OOP max for the year is pretty low (when I had both weekly acupuncture/PT for an injury and biweekly therapist visits, I maxed out by June and had zero copay thereafter), and I have an FSA to cover all those copays tax-free.
4. Kaiser (DH/kids) is very easy to work with and cheap -- zero copays for preventive stuff, low copays for visits/meds. I will acknowledge that this is not as appealing as mine, because DH pays for it via his cafeteria plan, so if he chose a lower-cost plan, he could use the extra $ elsewhere. But the cost is not that significant.
5. Neither of our insurers gives us any hassle whatsoever about billing (knock on wood). I have had maybe two instances where they didn't bill something right, and they corrected it after a phone call. I really really really HATE arguing about what things cost and dealing with billing snafus, and so I am paying for the convenience of making it not my problem. And that is a tradeoff I will gladly accept at this point in my life.
6. Neither employer was offering enough of a contribution to the HDHP to make it worth our while to pay for our medical care OOP and deal with the potential billing hassles. All of my costs are tax-free already due to the FSA and OOP max, and we're at a pretty high tax rate, so we benefit from not paying taxes on those dollars now. To make use of the HDHP, we'd have to contribute our own money to fund it (which is tax free, which is good), and then pay for the full annual OOP max out of post-tax money (at our current high tax rate, which is bad). Again, it just did not seem to make sense given the very excellent and cheap coverage we already get.
In sum, it felt like taking on more risk and more hassle for a limited and questionable financial benefit. YMMV.