3 Step Mid-Year Money Check-In: How to Measure Your Progress and Adjust Your Goals
Have you checked-in on your money? As summer winds down and quarter three kicks into gear, it’s the perfect time to pause and take stock of your finances.
A mid-year financial check-in can help you course-correct, celebrate wins, and align your current efforts with your long-term goals. Whether that’s retiring early, buying a home, funding your kids’ education, or simply feeling financially secure.
This isn’t just about looking back. It’s about getting clarity on what you want your money to do for you over the next year, three years, and five years and setting the right actions in motion to make that happen.
Let’s discuss …
- how to do a smart, strategic mid-year financial analysis
- plus tax tips tailored to professionals and entrepreneurs,
- and age-specific money milestones to strive for in your 30s through 60s.
Step 1: Review the Financial Goals You Set in January
Pull out your goals list or vision board. Yes, that one you made in January when you were feeling optimistic and the year was wide open to every opportunity. Assess your progress in three main areas:
- 12-month goals – These are the goals you set to accomplish for this year, e.g., pay off $5,000 in credit card debt, save $10,000 for a house, invest $3,000 in a Roth IRA, build a $2,500 emergency fund.
- 3-year goals – These are long-term goals that you planned to accomplish in three years. Only did goals for this year? Take time now to create 3-year goals, e.g., buy a new home, build a 6-month emergency fund, start a business or career change, pay off student loans.
- 5-year goals – These are long-term goals you plan to achieve in five years. If you didn’t make 5-year goals then take time now to write them down, e.g., reach a $100,000 net worth, launch a business, max out annual retirement contributions each year, take a sabbatical, invest in real estate.
Ask yourself:
- What have I completed?
- What’s in progress?
- What needs to be revised or removed?
- Are these goals still aligned with the life I want?
Step 2: Track Your Numbers
Your financial story is in your numbers. You have to calculate financial status indicators to assess your progress and get true clarity on what your financial status is. Here are a few financial indicators to review:
- Net worth (assets minus liabilities)
- Total debt balance (and your payoff progress)
- Monthly cash flow (income minus expenses for that month)
- Savings rate (% of income saved)
- Investment rate (% of income invested)
- Retirement account balances (401(k), IRA, SEP, etc.)
Compare these current numbers to where you were in January and last year. Even small progress is still progress, but if you’re stuck or backsliding, it’s a red flag to adjust.
Step 3: Reframe Your Goals by Decade
Here’s what strong money goals typically look like at different life stages. These are general guidelines. Use them to assess and consider what you should work toward for your financial situation. Remember, personal finance is personal.
In Your 30s:
- Pay off consumer and student debt.
- Build a 3–6 month emergency fund. You may need to build a 9-12 month emergency fund depending on the economic climate and your job industry.
- Start (or increase) retirement investing. Aim for 15% of your income.
- Start or expand a non-retirement investing portfolio.
- Make a strategic career change to increase income or get into a desired industry.
- Learn to manage and optimize cash flow.
In Your 40s:
- Max out retirement accounts annually.
- Pay down mortgage or increase home equity.
- Fund children’s college savings.
- Build passive income streams.
- Plan for long-term care insurance.
- Consider wealth preservation tactics.
In Your 50s:
- Make catch-up contributions to retirement accounts.
- Pay off debt aggressively, especially high interest debt.
- Reevaluate retirement goals and timeline.
- Assess non-retirement investment portfolio.
- Explore second career or business launch.
- Assess wealth preservation tactics.
In Your 60s:
- Finalize retirement budget and health care plans.
- Shift investment portfolio to preserve capital.
- Delay Social Security for higher payout (if feasible).
- Plan for RMDs (Required Minimum Distributions).
- Focus on estate planning, generational wealth planning, and legacy giving.
Your current financial situation and goals determine what your next steps should be. For example, if you’re behind on saving, paying off debt, or have a negative or low net worth, this is the time to strategize. Can you boost your income, reduce expenses, or delay retirement to build more security?
Mid-Year Tax Moves: Professional vs. Entrepreneur
Whether you’re an employee or run your own business, August to December is prime time for proactive tax planning.
For Professionals (W-2 Employees):
- Max out 401(k)/403(b) – Contribute pre-tax dollars to reduce your taxable income.
- Open an IRA (Traditional or Roth) – Even if you have a retirement account through your job.
- Use your HSA – Increased tax benefit if you have a high-deductible health plan.
- Adjust withholdings – If you received a large refund or owed last year, use the IRS calculator to tweak your W-4.
- Deduct charitable contributions – Make strategic donations before year-end.
For Entrepreneurs:
- Pay estimated quarterly taxes – Avoid penalties by staying current.
- Deduct business expenses – Track mileage, subscriptions, home office, and more. Take time each week or month to update your records.
- Fund a SEP IRA or Solo 401(k) – Huge tax-deferred contribution potential.
- Hire family members – Reduce taxable income and shift income to lower brackets.
- Meet with a tax pro – August/September is the perfect time to plan, when you have time to take action, not April.
Every Financial Decision Impacts Your Future
The money moves you make (or don’t make) today determine your level of financial freedom years from now. Don’t wait until December, or worse, next year, to adjust. A mid-year financial analysis gives you the ability to see what adjustments you need to stay on track with your financial goals and the time to be able to take action.
If you’re ready to simplify your strategy and make smart, lasting financial moves, pre-order my upcoming book Wealth Is Simple to Elevate. It’s your roadmap to mastering cash flow, building wealth, and making money decisions that support your best life.
Pre-order now and start transforming your finances before the year ends with awesome bonuses.
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