Luke Bailey, thank you for the explanation as I have not taken Trusts and Estates. So, if you will entertain me, I am going to attempt to put out there (at the expense of highlighting my ignorance even further) some additional thoughts to make sure I'm understanding (or not) what you're saying in conjunction with the "Maldonado letter."
The "settlor" is the one who makes and contributes to the plan. Once the money is there, the fiduciary is the one who protects the plan, even from the "settlor" as you pointed out. (Definitely familiar with the "Fi" as I am a former Marine from 2002-2006...Semper Fi!).
So, (in considering the "Maldonado letter"), is it possible that an employer's discriminatory practices or operations that resulted in unequal wages could make the employer responsible (as a "settlor" function) to "bear the cost in the normal course of such employer's [discriminatory] business or operations," and therefore the employer must contribute to the plan in the event of a discrimination award that resulted in the employer owing an employee unpaid benefits that were paid directly to the plan.
But, if it was a matter of the employer paying the employee directly (not the plan) for monies owed due to discrimination award because of unequal wages, then this could raise an issue with the plan fiduciary and whether monies owed, which is paid from the plan (not the employer or "settlor"), are a "reasonable administrative expense under 403(c)(1) and 404(a)(1)(A) of ERISA." I suppose, just to follow through on this thought: on one hand, this would not be a reasonable administrative expense because it is a payment being made for the employer's benefit when the employer should be bearing the cost given they were the one to discriminate; on the other hand, this would be a reasonable administrative expense because the payment is being provided for the benefit of the participants and beneficiaries.
Am I understanding the distinction between settlor and fiduciary duties and the different aspects that would be raised in those situations regarding a discrimination award/backpay scenario?