amanda22

Given actual earnings and the 1,000-hour requirement, a constantly updated balance could create more confusion than value. I’d probably look for a recordkeeper that can give participants online access to an estimated or periodically updated balance while keeping the actual annual crediting process unchanged. That gets the CEO most of what he wants without rebuilding a process that already works.

Yes, the dual HDHP coverage itself shouldn’t be the problem as long as both plans are actually HSA-qualified and neither person has other disqualifying coverage.

Every extra payroll option creates some admin, and if only a couple of people use it, I’m not sure there’s much benefit to the company or employees.

That’s the kind of work I’d happily let AI prepare if every answer links back to the source. I’d still want a human checking anything used to justify outreach, especially if the AI is inferring that a company might be unhappy with an advisor or recordkeeper.