Quick Answer: Fidelity is one of Crates' supported HSA admins, which means you can submit reimbursements from Letters and reimbursements: Add a receipt, then Continue reimbursement. Alternatively, you can transfer funds through Fidelity's portal. Either way, keep your itemized receipt and LMN on file for tax purposes.
About Fidelity
Fidelity is one of the most popular HSA admins — no account fees, excellent investment options, and a straightforward reimbursement process.
Option 1: Reimburse Through Crates (Recommended)
Fidelity is one of Crates' 8 supported admins, so you can submit reimbursements from Letters and reimbursements:
Log in and open Letters and reimbursements
Switch to Receipts and reimbursements (on a phone, Receipts)
Add a receipt for the product. Files can be JPEG, PNG, GIF, or PDF, up to 4 MB each
When you are ready, the receipt shows Continue reimbursement
The first request asks only for missing administrator details, then saves them on Profile under Reimbursement details. One of those details is Account establishment date: the date your HSA or FSA account was established. If you are not sure of it, your administrator can tell you. Later requests reuse them. You still draw a signature each time.
Every request asks Amount you are claiming and Date of purchase. A range form asks Service starts and Service ends.
Crates fills and sends the claim to Fidelity when the account type matches. The administrator decides the payout and timing. Administrators do not share payout updates with Crates.
Our in-house claims team reviews and finalizes the submission to Fidelity.
Processing time: Varies by admin, typically a few business days after submission.
Option 2: Reimburse Directly Through Fidelity
You can also submit directly through Fidelity:
Log into your Fidelity HSA at fidelity.com
Navigate to your HSA account
Select "Reimburse Myself" or initiate a transfer to your bank account
Enter the amount of your qualified medical expense
Self-certify that the expense is a qualified medical expense
Submit the transfer
Processing time: 1-3 business days for ACH transfers.
Why Fidelity Is Different
Unlike FSA admins, Fidelity (and most HSA admins) does not require you to submit documentation to withdraw funds. The process is essentially:
Decide you want to reimburse a qualified expense
Transfer the money
Keep your documentation on file
⚠️ But You MUST Keep Records
Just because Fidelity doesn't ask for proof doesn't mean you don't need it. The IRS can audit you up to 10 years after a transaction. You are responsible for:
Keeping your itemized receipts for all purchases reimbursed from your HSA
Keeping your LMN from Crates
Filing IRS Form 8889 with your annual tax return
Being prepared to show documentation if the IRS audits your HSA
Keep records indefinitely or at least 10 years. Letters stay on Letters and reimbursements. You can store a receipt with a paid plan, or while an issued letter is still unexpired.
Fidelity HSA Benefits
No account fees — No monthly maintenance, no opening, no closing fees
$0 minimum to invest — Start investing your HSA funds immediately
Wide investment options — Access to Fidelity's full range of mutual funds and ETFs
Strong mobile app — Manage your HSA on the go
Fidelity Tips
Invest your HSA — Only 9% of HSA holders invest their funds. With Fidelity's no-fee, no-minimum approach, there's no reason not to let your money grow
Use the delayed reimbursement strategy — Pay medical expenses out of pocket now, invest your HSA, and reimburse yourself years later when the investments have grown. Credit card rewards + compound interest = a double win
Store receipts in Crates. Add a receipt on Letters and reimbursements so your LMN and receipt are in one place, ready whenever you need them
Common Questions
Do I need to submit my LMN to Fidelity? Not if you're transferring funds directly. Fidelity doesn't review your documentation upfront. But you MUST keep it on file — the IRS can audit you up to 10 years after a transaction.
Can I reimburse old expenses? Yes! There's no time limit for HSA reimbursement. As long as the expense occurred after your HSA was opened and you have documentation, you can reimburse anytime.
Should I use my Fidelity HSA debit card or reimburse later? For wellness purchases, reimbursing later is usually better — the card will likely decline at most wellness retailers anyway (MCC codes). Plus, leaving money invested longer means more tax-free growth.
What if I accidentally used my HSA for a non-medical expense? Submit a "Fidelity HSA Return of Mistaken Distribution" form to return the funds before tax time.
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