Boss forgot to deduct premiums for my insurance

Bringing this matter up to my boss might feel awkward now, as it could make me appear irresponsible. I recently enrolled in insurance through my job in the third week of March. Since I work for a small company without an HR department, my boss, who also serves as the controller and handles payroll, is the point person for such matters. Yesterday, when I contacted Fidelity to inquire about how an HSA works, they informed me that I needed to provide my routing and account numbers. As I attempted to update this information on my portal, I noticed that my pay stubs since enrolling haven't reflected any deductions for premiums. It seems my boss may have inadvertently overlooked deducting the premiums from my paycheck.

Now, I feel apprehensive about bringing this issue to my boss's attention. I typically don't scrutinize my bank account; instead, I mentally calculate my finances when I receive my pay. How should I broach this topic with my boss, and would it reflect poorly on me for not addressing it sooner? Additionally, how would we handle the premiums for the past weeks? If anyone has encountered a similar situation, I would appreciate hearing about your experiences.

submitted by /u/Muslim_conservative
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