Self Directed HSA / IRA and Retirement planning

[Ben Roberts]

I just listened to the BP Podcast Ep. 49 with Amanda Han and caught a little nugget about investing using a self-directed HSA.  After doing a little research (read: half an hour on Google) It seems that I can deposit up to $3350/yr ($6,650 once I'm married) tax free in to an HSA.  The earnings grow tax free.  Qualifying withdraws are tax free.  Money left over rolls to the next year.  If I change insurance plans, I can still keep the HSA.  AND at 65, I can withdraw the funds, tax free, for any purpose I choose.  

I am a wholesaler in Memphis with a couple of deals under my belt. I plan to do many, many more while keeping my day job. So investing via a self directed HSA seems like a no brainer to me. Is there anyone out there doing this? I searched for self directed HSA and found 21 posts, most of them less than helpful. What is the advantage / disadvantage of doing this versus using a self directed IRA?

Thanks, 

Ben