May Financial Check-In: 5 Things to Review Before Q2 Ends

May Financial Check-In: 5 Things to Review Before Q2 Ends

Get ready for the end of Q2 with these 5 key financial check-in tips to review your budget, savings, investments, and more this May.

May Financial Check-In: 5 Things to Review Before Q2 Ends

As May wraps up and the second quarter of the year nears its end, it’s the ideal time to conduct a thorough financial check-in. Many people focus heavily on financial planning at the start of the year and then again when tax season rolls around—but stopping midway through the year to assess your financial health can make a huge difference.

Whether you manage your personal finances, run a small business, or juggle freelance income streams, this mid-year review lets you catch problems early, adjust your strategies, and set yourself up for a stronger finish in Q3 and Q4. Ignoring this step can mean missed opportunities, surprises during tax time, or falling short on your financial goals.

This blog breaks down five crucial things to review before Q2 ends, with practical advice and resources to help you take control of your money and keep your financial plans on track.

1. Review Your Year-to-Date Income and Expenses

Tracking your year-to-date (YTD) income and expenses is the cornerstone of any financial check-in. You can’t improve what you don’t measure, and understanding your cash flow patterns is essential to effective budgeting and tax planning.

Why This Matters

When you review your income and expenses so far this year, you can:

  • Identify any unexpected expense spikes or income shortfalls.

  • Pinpoint recurring costs you might be able to reduce or eliminate.

  • See if your spending aligns with your budget.

  • Prepare accurate financial statements if you’re a business owner.

How to Do It Effectively

  • Use Accounting Software: Tools like QuickBooks, FreshBooks, or even Excel spreadsheets can help you generate accurate reports quickly.

  • Categorize Your Expenses: Group them into fixed (rent, subscriptions) and variable (travel, meals) to spot trends.

  • Review Receipts and Bank Statements: Make sure all transactions are recorded and nothing is missing or miscategorized.

  • Analyze Profit and Loss (P&L) Statements: For business owners, this is essential to understand profitability.

Common Issues to Watch For

  • Overspending in discretionary categories (dining out, entertainment).

  • Recurring charges for unused services or subscriptions.

  • Income dips caused by late client payments or reduced sales.

By doing this review, you can identify where to cut back or find new revenue sources, keeping your finances healthy going forward.

2. Check Tax Withholdings and Estimated Payments

One of the biggest financial pitfalls people encounter is incorrect tax withholdings or failing to make accurate estimated tax payments. May is an excellent month to check your tax standing before Q2 estimated payments are due (typically June 15).

For Self-Employed and Small Business Owners

If you’re self-employed, a freelancer, or a business owner, estimated taxes are your responsibility and must be paid quarterly.

  • Calculate Your Estimated Tax: Use your YTD income to estimate your total tax liability for the year, including income tax and self-employment tax.

  • Make Adjustments: If your income has increased or decreased significantly since last quarter, update your calculations.

  • Pay On Time: Avoid penalties and interest by paying by the IRS deadlines, either electronically or by mail.

For W-2 Employees

If you work for an employer, your withholding amounts might need adjustment.

  • Update Your W-4: If you’ve experienced life changes like marriage, children, or additional income, submit a new W-4 to your employer.

Why You Can’t Afford to Ignore This

Underpaying can trigger penalties, while overpaying means you lose potential cash flow throughout the year. Accurate tax payments help avoid stress and cash crunches during tax season.

3. Revisit Financial Goals and Budget Allocations

Financial goals are living targets, not set-it-and-forget-it items. As the year progresses, your priorities, income, and expenses evolve, and your goals should, too.

Common Mid-Year Goal Reviews Include:

  • Emergency Savings: Have you built up your target 3–6 months of expenses?

  • Debt Reduction: Are you on track to pay down credit cards, student loans, or mortgages?

  • Major Purchases: Will your budget still allow for planned expenses like a car, home improvement, or vacation?

  • Retirement Savings: Are you contributing enough to meet your retirement timeline?

Adjusting Your Budget

If you’re off track, tweak your budget by:

  • Cutting discretionary spending.

  • Increasing income through side jobs or asking for a raise.

  • Reprioritizing savings buckets to focus on the most urgent goals.

Use the SMART Method

Make your goals:

  • Specific

  • Measurable

  • Achievable

  • Relevant

  • Time-bound

Example: Instead of "Save more," say, "Save $1,500 by December 31 by putting aside $125 monthly."

4. Audit Retirement and Investment Accounts

Market volatility, changes in your income, or shifts in life circumstances may require you to adjust your retirement and investment strategies.

What to Review:

  • Contribution Levels: Are you maximizing employer 401(k) matches or contributing enough to IRAs?

  • Asset Allocation: Does your portfolio still fit your risk tolerance and timeline?

  • Fees and Expenses: Are you paying unnecessary fees? Look for lower-cost alternatives.

  • Investment Performance: Compare to benchmarks but avoid overreacting to short-term volatility.

Adjusting Your Strategy

If your portfolio is too risky or too conservative, rebalance your assets. Rebalancing keeps your investments aligned with your goals and reduces risk.

Tax-Advantaged Accounts

Contribute to tax-advantaged accounts like Roth IRAs, HSAs, or 529 plans if applicable. These can provide tax savings and help you reach goals faster.

5. Evaluate Your Cash Flow and Emergency Fund

Why Cash Flow Is King

Good cash flow management means your income reliably covers your expenses, leaving room for savings and unexpected costs.

How to Assess Cash Flow:

  • Track monthly inflows and outflows carefully.

  • Identify timing gaps where bills exceed income.

  • Find ways to accelerate receivables or delay payables without penalties.

Emergency Fund Check

  • Have you built a buffer equal to 3–6 months of essential expenses?

  • Is your emergency fund accessible in a liquid, low-risk account?

  • If not, prioritize contributions this quarter.

📅 Scenario: How a Mid-Year Financial Check-In Helped Sarah Get Back on Track

Sarah is a freelance graphic designer who started 2025 with big plans: growing her client base, saving for a down payment on a home, and paying off some credit card debt. Like many freelancers, her income fluctuates month to month, and she wasn’t always consistent about tracking expenses or estimated tax payments.

By late May, Sarah realized she was feeling stressed about money and unsure if she was saving enough or setting aside enough for taxes. She decided to do a thorough mid-year financial check-in before Q2 ended.

Step 1: Reviewing Year-to-Date Income and Expenses

Sarah pulled her bank statements and invoices and used accounting software to generate a report. She discovered she had underestimated how much she was spending on software subscriptions and dining out. Additionally, her income had been less steady than expected in Q1.

Step 2: Checking Tax Withholdings and Estimated Payments

Using the IRS Estimated Tax Payment Calculator, Sarah estimated her tax liability for the year and realized she hadn’t paid enough in quarterly taxes. She made a catch-up payment to avoid penalties and set reminders for upcoming deadlines.

Step 3: Revisiting Financial Goals

Sarah reviewed her goal to save $10,000 for a home down payment by year-end. After adjusting for her fluctuating income and expenses, she set a new monthly savings target and decided to temporarily pause non-essential spending like dining out.

Step 4: Auditing Retirement and Investment Accounts

She checked her IRA contributions and realized she could increase her monthly deposit to take advantage of tax benefits and boost retirement savings. She also adjusted her portfolio to be a bit more conservative after reading about market volatility.

Step 5: Evaluating Cash Flow and Emergency Fund

Sarah realized her emergency fund only covered about one month of expenses, so she prioritized building it up to three months’ worth by automating monthly transfers to a high-yield savings account.

✅ Outcome:

By the end of June, Sarah had a clear financial picture, adjusted her spending, and felt more confident about her finances. This mid-year check-in helped her avoid a large tax bill in April 2026, reduce stress, and stay focused on her homeownership goal.

📌 Bonus Tip: Prepare for Q3 and Year-End Planning

After this check-in, start thinking ahead:

  • Forecast income and expenses for Q3.

  • Schedule consultations with financial advisors or accountants.

  • Plan tax-saving strategies like retirement contributions, charitable donations, or deferring income.

  • Use insights from your mid-year review to set realistic targets for the rest of the year.

Conclusion

A May financial check-in isn’t just about numbers; it’s about gaining clarity and control. This proactive step helps you avoid surprises, maximize tax savings, and make progress toward your financial dreams. Whether it’s adjusting your budget, recalculating tax payments, or reviewing your investment portfolio, these five areas will keep your finances healthy and aligned.

If you want help navigating your mid-year financial review or planning for the rest of 2025, contact us at Vincere Tax. Our experts provide personalized advice tailored to your unique financial situation.

Frequently Asked Questions (FAQs)

1. Why is it important to do a financial check-in mid-year?

A mid-year financial check-in helps you evaluate your progress toward your financial goals, catch any issues early, adjust your budget or tax withholdings, and prepare for the rest of the year. It ensures you stay on track and avoid surprises during tax season.

2. How do I calculate my estimated taxes if I’m self-employed?

To calculate estimated taxes, review your year-to-date income and expenses to estimate your total annual profit. Then use IRS resources like the Estimated Tax for Individuals (Form 1040-ES) to figure out your quarterly payments.

3. What should I look for when reviewing my retirement portfolio?

Check if your asset allocation matches your risk tolerance and retirement timeline, ensure you’re contributing enough to maximize employer matches, and review fees. Rebalance your portfolio if necessary to maintain your desired risk level.

4. How much should I have in my emergency fund?

Financial experts typically recommend saving 3 to 6 months’ worth of essential living expenses in an easily accessible account to cover unexpected emergencies like job loss or medical bills.

5. What are the signs that my tax withholdings might need adjustment?

If you’ve had major life changes (marriage, new job, extra income), noticed a large tax refund or tax bill last year, or your income has changed significantly, it’s a good idea to review and possibly adjust your tax withholdings using the IRS Tax Withholding Estimator.

I hope this information was helpful! If you have any questions, feel free to reach out to us here. I’d be happy to chat with you. 

Vincere Tax can help you with the tax implications of business taxes, stocks, bonds, ETFs, cryptocurrency, rental property income, and other investments. 

Being audited is comparable to being struck by lightning. You don't want to practice pole vaulting in a thunderstorm just because it's unlikely. Making sure your books are accurate and your taxes are filed on time is one of the best ways to keep your head down during tax season. Check out Vincere's take on tax season!

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This post is just for informational purposes and is not meant to be legal, business, or tax advice. Regarding the matters discussed in this post, each individual should consult his or her own attorney, business advisor, or tax advisor. Vincere accepts no responsibility for actions taken in reliance on the information contained in this document.

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