As the year draws to a close, it’s a natural moment to pause, reflect, and think intentionally about what comes next.
At VIP Wealth Advisors, we believe the most powerful financial decisions are made before a new year begins, not after it’s already underway. Thoughtful, proactive planning creates clarity, confidence, and momentum that carries forward well beyond January.
This 2026 Financial Planning Checklist is designed to help you enter 2026 well-positioned, not with a list of last-minute tasks, but with strategic moves that set the foundation for stronger outcomes across taxes, investing, retirement, and long-term planning.
Below are the Top 10 financial planning moves we are actively discussing with clients right now as we prepare for the year ahead. Each is meant to help you start 2026 with intention, alignment, and a clear sense of direction.
If you only read one section of this checklist, start here.
High-income professionals should begin planning for 2026 before January by coordinating retirement contributions, Roth strategies, equity compensation decisions, and tax planning. New Roth-only catch-up rules and tighter AMT thresholds increase the cost of delayed or uncoordinated decisions.
For 2026, the IRS increased retirement contribution limits again, creating more tax-advantaged room for disciplined savers:
Rather than waiting until bonuses are paid or midyear cash flow improves, the strongest outcomes come from designing contributions now so January paychecks and bonus elections are already optimized.
Catch-up contributions remain a powerful lever, especially as retirement approaches:
The right approach depends on tax brackets, liquidity, and timing. Planning this intentionally allows these dollars to support a long-term strategy rather than simply increasing savings by default.
Beginning in 2026, individuals with prior-year wages above $150,000 must make 401(k) catch-up contributions into the Roth (after-tax) bucket rather than the pre-tax bucket.
This change does not eliminate the value of catch-up contributions, but it does shift tax timing. Planning ahead helps ensure this rule aligns with your broader tax strategy rather than working against it.
With higher contribution limits and evolving tax dynamics, 2026 is an ideal time to reassess Roth conversion strategies.
Staged conversions, when appropriately coordinated, can reduce lifetime taxes, improve retirement flexibility, and help manage future required distributions. The goal is precision, not blanket conversions.
Health Savings Accounts remain one of the most potent and underutilized planning tools available.
When integrated into a broader investment strategy, HSAs can serve as a highly tax-efficient long-term asset, not just a health care spending account.
Markets move, personal circumstances change, and portfolios drift.
As we head into 2026, this is an ideal time to review:
When investment and tax planning work together, the impact is often greater than either in isolation.
Strong financial outcomes often come from structure rather than complexity.
Minor adjustments made early in the year can meaningfully improve outcomes over time.
Estate and gift planning thresholds continue to rise in 2026, creating expanded planning flexibility:
These limits create opportunities for thoughtful wealth transfer, trust funding, and family support when coordinated with an overall estate plan.
Charitable strategies are most effective when aligned with tax planning and long-term objectives.
Whether through donor-advised funds, appreciated assets, or multi-year giving strategies, planning enables generosity to align with financial goals.
For many VIP clients, equity compensation accounts for a meaningful portion of their total wealth.
Equity compensation decisions should never be made in isolation. Modeling exercises, sales, and holding periods in advance allow us to manage taxes, diversify risk, and avoid unintended outcomes in high-income years.
High-income earners should focus on contribution timing, Roth vs pre-tax decisions, coordinated tax and investment planning, and proactive equity compensation modeling rather than last-minute moves.
Beginning in 2026, high earners above the wage threshold must make catch-up contributions on a Roth basis. This shifts tax timing and requires coordination with broader tax and conversion strategies.
Not always. The right strategy depends on tax brackets, liquidity needs, equity compensation, and future income expectations. Optimization often beats simple maximization.
Lower AMT phaseout thresholds make ISO exercises more likely to trigger AMT. Modeling exercises and potential dispositions ahead of time helps avoid unintended tax outcomes.
The ideal time is before the year begins. Early planning allows payroll elections, investment positioning, and tax strategies to work throughout the year rather than retroactively.
The checklist is the easy part. Applying it to your taxes, equity compensation, and cash flow is where real planning begins.