2025 Mid-Year Financial Checklist
/2025 Mid-Year Financial Checklist
What Should You Be Looking At This June?
June marks the halfway point of the year — a natural time to pause, reflect, and ensure your financial life is aligned with your broader goals. For high-net-worth individuals and families, this isn’t just about balancing a budget — it’s about strategic adjustments in light of market shifts, potential tax policy changes, and evolving planning opportunities.
As we move through an election year, with potential legislative changes on the horizon and continued market uncertainty, it’s more important than ever to stay nimble and aligned with a long-term strategy. A thoughtful mid-year financial check-in helps ensure your plan stays resilient and your progress remains on track.
✔ 2025 MID-YEAR FINANCIAL CHECKLIST
🧾 Cash Flow & Budgeting
Review income vs. spending across all categories.
Identify any overages in discretionary or lifestyle expenses.
Adjust your cash flow strategy based on upcoming goals or known changes (e.g., tuition, travel, charitable giving).
💼 Income Shifts
Account for any income changes YTD (e.g., bonuses, business distributions, investment income).
Plan ahead for Q3/Q4 income events or liquidity needs.
💳 Debt Management
Review all liabilities — including margin loans, real estate, or business debt.
Assess your effective interest rates in the current environment.
Evaluate tax-efficient strategies to reduce or restructure debt where applicable.
📈 Investment Strategy
Assess portfolio performance relative to your long-term goals — not just the market.
Reconfirm asset allocation based on your risk tolerance and time horizon.
Explore whether it’s time to realize gains/losses for tax or rebalancing reasons.
Consider increasing contributions to retirement or taxable investment accounts.
🏦 Savings & Liquidity Planning
Review your emergency fund — is it right-sized given your lifestyle and risk exposure?
Ensure excess cash is working for you (e.g., in high-yield or tax-efficient vehicles).
Reassess saving targets for short-term needs vs. long-term goals.
Confirm you're maximizing employer-sponsored benefits (401(k), HSA, deferred comp).
📋 Tax Strategy Checkpoint
Review year-to-date income and tax withholdings or estimates.
Model potential changes based on potential 2025 legislation or sunsetting tax provisions.
Explore Roth conversion opportunities.
Strategically plan charitable giving — including donor-advised funds or appreciated assets.
🛡️ Insurance & Risk Management
Review all personal and business coverage: life, disability, property, liability, umbrella.
Adjust policies to reflect any major life changes or asset acquisitions.
Revisit your family’s long-term care and estate liquidity planning needs.
📚 Estate Planning & Legacy Review
Revisit estate documents to ensure they reflect your current intentions.
Check beneficiary designations on retirement accounts and insurance.
Confirm titling on real estate or investment accounts aligns with your estate plan.
Discuss wealth transfer strategies, including annual gifting or family trusts.
🗂️ Organization & Documentation
Secure and organize financial documents — physical and digital.
Use a secure portal or vault to share relevant documents with your advisory team.
Review your personal financial statement and net worth snapshot.
🤝 Schedule a Strategy Session
Touch base with your Advisor to:
Update your financial plan with any new goals, risks, or opportunities.
Discuss market outlooks and how they relate to your specific strategy.
Coordinate with your CPA, attorney, or other key professionals if needed.
Staying Proactive in a Year of Possibility
With the uncertainty of 2025 — from the upcoming election to potential tax reform — your financial plan should be built for both resilience and opportunity. A mid-year review isn’t just a check-in. It’s a strategic pulse-check to keep your plan evolving with you.
At Gilbert & Cook, we’re here to help you navigate transitions and create confidence through clarity. If anything has changed in your world — or if the world itself feels like it’s shifting — now is the time to revisit the roadmap for your family's abundant future.