Why Your Auto-Reimbursement Timing Matters: The 25th Rule


Auto-reimbursements run on a steady monthly schedule. When you know how the timing works, it’s much easier to understand exactly when you can expect payments to land.


How the cycle works:

  • On the 25th of each month, StretchDollar pulls the funds from the employer’s connected bank account
  • Those funds are sent out to employee bank accounts around the 1st of the following month

What this means for you:

If you're an employee setting up AR:

  • If you finish your setup and your admin approves it before the 25th, your first payment should arrive around the 1st of next month
  • If setup or approval happens after the 25th, your first payment won’t arrive until the 1st of the month after that.

    Example:

    Setup completed October 27 → your first payment arrives December 1, not November 1


    If you're missing a reimbursement for any month, you can submit a One-Time Reimbursement to your admin.


If you're an admin:

  • Approving employee reimbursements before the 25th helps ensure they’re included in the current cycle
  • Reimbursements approved after the 25th will be queued for the next cycle
Did this answer your question? Thanks for the feedback There was a problem submitting your feedback. Please try again later.