My understanding is that medical insurance premiums are not valid expenses for an HSA - but that they are deductible if you deduct your medical expenses - at least the part above 7.5% of income.
Given this, and that HSA contributions are capped per year, and a lot of out-of-pocket expenses...
For nice round numbers, suppose:
Income = $100,000
Insurance Premiums = $7,500 (paid through the individual marketplace so it's not pre-tax like an employer plan would be)
Other Medical Expenses = $20,000
If I understand things, if I just straight deduct everything above the 7.5%, then I can deduct that whole $20,000 this year - I wouldn't be able to deduct the $7,500 because that covers the first 7.5% of income.
But if I use my HSA, then I can contribute, immediately reimburse myself, and deduct just $6,900 this year, then another $6,900 next year, and the balance the following year, only up to that $20,000 anyway, meaning it'll take years and years before I catch up.
Is that all true, and am I missing something? Given this, it seems a much better deal to just take the deduction and get the tax benefit right now rather than use my HSA and stretch things out for years.