FAQ
How do I quickly review my benefits when I start a new job?
Start by looking backward: pull the last 12 months of doctor visits, prescriptions, dental work and surprise bills for you and your family. Then open your new employer’s enrollment guide and compare that real usage to each medical and dental option’s premiums, deductibles and networks. Focus first on keeping your current doctors in-network and on avoiding under-insuring against your typical costs. If you feel stuck, your HR/benefits team and your financial advisor can help you translate the booklet into concrete choices that fit your situation.
What’s the difference between an FSA and an HSA, and which might fit me as a high earner?
A health FSA is an employer-sponsored account where you contribute pretax dollars and typically must use most of the balance each year (with only limited carryover), but it doesn’t require a high-deductible health plan. An HSA requires enrollment in an HSA-eligible high-deductible plan and offers three potential tax benefits: pretax contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses, with no “use it or lose it” rule and full portability if you change jobs. High-earning professionals who can handle the higher deductible and who invest the HSA balance for the long term may get substantial tax-efficient growth, but those with heavy ongoing medical needs may prefer richer up-front coverage instead.
How much should I contribute to my 401(k) or 457 plan if I feel stretched?
A practical starting point is to at least contribute enough to capture your full employer match if one is offered, because that match is effectively a guaranteed return. From there, consider the “raise rule”: every time you receive a salary increase, direct part of it to your plan so your lifestyle doesn’t inflate and your savings rate slowly rises. Over time, even 1–2% incremental increases can have a meaningful impact, especially when combined with thoughtful investment choices. Exact contribution levels should be tailored to your cash flow, debt and goals, ideally as part of a broader financial plan.
Should I use pretax or Roth 401(k) contributions as a high earner?
Pretax contributions reduce your taxable income today and create tax-deferred growth, but all withdrawals will be taxed in retirement. Roth 401(k) contributions don’t give you a current deduction, yet qualified withdrawals are tax-free and Roth 401(k)s in employer plans are not subject to the income limits that affect Roth IRAs. Many executives choose a mix of both to build “tax diversification,” giving future flexibility to manage tax brackets and required minimum distributions. The right blend depends on your current and expected future tax rates, equity comp, and other assets.
How can I avoid nasty surprise medical bills when I have good insurance?
Most surprise bills come from using out-of-network providers or misunderstanding how deductibles and coinsurance work. Before scheduling procedures, confirm with both your insurer and the provider’s office that the doctor, facility and any ancillary providers (like anesthesiology) are in-network for your specific plan. The U.S. Department of Labor and EBSA offer consumer-friendly guides on using your health benefits and understanding protections such as the No Surprises Act. Keeping an emergency fund and using FSAs/HSAs where appropriate may also soften the impact of unexpected costs.
What’s one simple benefits habit that can meaningfully improve my long-term wealth?
Once a year, usually at open enrollment, block time to do a “benefits audit”: confirm your coverage still matches your family’s health needs, verify contributions to FSAs/HSAs and retirement plans, and increase your savings rate if cash flow allows. Think of this as a non-negotiable calendar event, like a board meeting for your household. Paired with small, automatic increases to your 401(k) or 457 savings and thoughtful use of tax-advantaged accounts, this habit can turn your benefits from a confusing packet into a core driver of your long-term net worth.