AdviceStrategy LibraryPlanning

Planning Strategies

Sterling analyzes 32 Planning topics against every household.

TopicWhat it does
529 Plan to Roth IRA ConversionIdentify eligible 529 plans and recommend annual rollovers to the beneficiary's Roth IRA under SECURE Act 2.0.
529 Plans for the FamilyTake advantage of potential state income tax savings and tax free growth while saving for educaitonal goals.
529 State Matching GrantIdentify state 529 matching grant programs the household may be eligible for and recommend applying when income-eligible; no directives — the action is a state-specific application.
72(t) DistributionIdentify candidates for a 72(t) SEPP plan to bridge early-retirement income before age 59.5.
ABLE AccountEvaluate ABLE-account eligibility and funding for tax optimized contributions and growth.
Cash ReserveCheck the household's liquid cash against a 1–6 month band and, when short, set up a Cash Reserve checking account funded surplus-first, taxable-second.
Consolidate High-Interest DebtIdentify multiple high-interest debts that could be consolidated into a lower-rate instrument and frame the blended-rate improvement.
Deceased Spousal Social Security BenefitIdentify whether the client or spouse has a prior marriage that ended in the former spouse's death and may be eligible to claim Social Security survivor benefits.
Employee Retirement Contributions (Client)Maximize the client's elective deferral into their employer retirement plan, layering age-50 and SECURE 2.0 age 60–63 catch-ups.
Employee Retirement Contributions (Spouse)Evaluate the spouse's elective deferral into their employer plan and emit tiered transfer directives — base, age-50, and age 60-63 enhanced catch-up — to bring the spouse to the federal annual limit through retirement.
Ex-Spousal Social SecurityConfirm whether the client or spouse is eligible to claim Social Security on a living former spouse's record and would receive a larger benefit by doing so.
Excess CashEvaluate cash held above the six-month ceiling of the adequate reserve band and emit directives to invest the excess into a taxable brokerage account.
Flexible Spending Account (FSA)Recommend healthcare and dependent-care FSA elections sized to projected qualifying expenses, current-year only.
Health Insurance Through SpouseEvaluate whether the household should move family health coverage onto the spouse's W-2 employer plan when the other spouse is self-employed.
Hire the SpouseFlag the hire-the-spouse strategy for business-owner households where the spouse can legitimately work in the business.
HSA ContributionsMaximize HSA contributions for the household during their eligible years.
HSA DeferralConfirm whether the household has the cash flow to pay current medical expenses outside the HSA and to defer HSA reimbursements for decades to maximize tax-free compounding.
Inherited RMD RequirementsExplain the RMD obligations on inherited retirement accounts under SECURE 2.0 rules and the distribution-smoothing levers. Advisory-only — the engine already models the required schedule, so no directives are emitted.
IRMAA MonitoringMonitor household proximity to IRMAA brackets and flag income-management decisions in the 2-year lookback window.
Long-Term Care InsuranceEvaluate LTC insurance need against the household's self-insurance capacity and emit a purchaseInsurance directive sized to a recommended monthly benefit when the household sits in the middle wealth band.
Maximize Company MatchEnsure every working household member is contributing enough to capture the full employer match; emit per-earner transfer directives to bring contributions up to the match threshold.
Medicare Supplement PlanEvaluate Medigap vs Medicare Advantage tradeoffs for each Medicare-enrolled household member and recommend a supplement structure aligned with the household's health and travel profile.
Mega Backdoor Roth (Client)When the client's 401(k) permits after-tax contributions and in-plan Roth conversions, fill the §415(c) headroom and convert immediately to Roth; emit chained transfer directives sized to that headroom.
Mega Backdoor Roth (Spouse)When the spouse's 401(k) permits after-tax contributions and in-plan Roth conversions, fill the §415(c) headroom and convert immediately to Roth; emit chained transfer directives owned by the spouse, sized to that headroom.
NIIT MonitoringMonitor household proximity to the Net Investment Income Tax threshold and surface income-timing decisions.
Pay Off High-Interest-Rate DebtIdentify household consumer debt with an annual percentage rate above roughly 8% and recommend paying it off from available liquid assets, prioritizing the highest-rate balance first.
Premium Tax CreditIdentify Premium Tax Credit opportunities and income-management strategies for marketplace-insured households.
Qualified HSA Funding DistributionIdentify the once-per-lifetime IRA-to-HSA transfer opportunity and emit the funding directive when advantageous.
Refinance MortgageIdentify mortgage refinance opportunities based on rate comparison and break-even analysis, and replace the existing mortgage with a new lower-rate loan when net savings clear the break-even within expected time in home.
Rule of 55Flag household members eligible for the Rule of 55 penalty-free 401(k) withdrawal and recommend deferring rollovers when bridge income is needed.
Social Security TimingOptimize Social Security claiming ages for eligible household members to maximize lifetime (Net Legacy) value.
Unclaimed Property SearchRecommend that the household search state unclaimed-property databases for forgotten assets in every state they have lived in.

Related Resources

Newsletter

Insights on AI in wealth management

A short email when we publish something worth your time. Practical notes on AI, compliance, and running an advisory practice. No filler.

By subscribing you agree to receive the RK Sterling newsletter. Unsubscribe anytime.