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How to Plan Retirement as an Independent Worker

Posted on October 07, 2025
Jane Smith
Career & Resume Expert
Jane Smith
Career & Resume Expert

How to Plan Retirement as an Independent Worker

Planning for retirement can feel like a distant dream when you’re juggling gigs, contracts, and the unpredictable cash flow of self‑employment. Yet, retirement planning is not a luxury—it’s a necessity for every independent worker who wants financial freedom later in life. This guide walks you through a step‑by‑step process, complete checklists, real‑world examples, and actionable tips that you can start using today. We’ll also show how Resumly’s AI tools can streamline the job‑search side of your freelance career, freeing up more time to invest in your future.


Understanding the Unique Challenges

Independent workers face three core challenges that differ from traditional employees:

  1. Irregular Income – Paychecks come in waves, making budgeting harder.
  2. No Employer‑Sponsored Benefits – No 401(k) match, health insurance, or pension.
  3. Tax Complexity – You’re responsible for quarterly estimated taxes and self‑employment tax.

According to a 2023 survey by the Freelancers Union, 63% of freelancers say they lack a solid retirement plan. This statistic underscores the urgency of taking control now.


Step 1: Assess Your Current Financial Picture

Before you can build a retirement strategy, you need a clear snapshot of where you stand.

Checklist

  • Calculate Net Monthly Income – After taxes, business expenses, and health insurance.
  • List All Debts – Credit cards, student loans, business loans.
  • Identify Existing Savings – Emergency fund, brokerage accounts, IRAs.
  • Determine Your Tax Bracket – Use the IRS tax tables for the current year.

Pro tip: Use Resumly’s free AI Career Clock to visualize your earnings timeline and spot seasonal dips.


Step 2: Set Realistic Retirement Goals

Your retirement goal should be specific, measurable, and time‑bound.

  • Target Retirement Age: 60, 65, or 70?
  • Desired Lifestyle: Modest (30% of current income) vs. comfortable (70% of current income).
  • Estimated Annual Expenses: Factor in housing, healthcare, travel, and inflation (average 3% per year).

Example: Sarah, a graphic designer earning $70k/year on average, aims to retire at 65 with a modest lifestyle. She calculates she’ll need roughly $1.2 million in today’s dollars (source: Fidelity Retirement Calculator).


Step 3: Build an Emergency Fund

An emergency fund is the safety net that prevents you from dipping into retirement savings during lean months.

  • Goal: 3–6 months of living expenses.
  • Where to Keep It: High‑yield savings account (e.g., Ally, Marcus).
  • Automation: Set up a recurring transfer each payday.

Do: Keep the fund liquid and separate from investment accounts. Don’t: Use it for discretionary purchases.


Step 4: Choose the Right Retirement Accounts

Independent workers have several tax‑advantaged options:

Account Type Contribution Limits (2025) Tax Treatment Ideal For
SEP IRA Up to 25% of net earnings, max $66,000 Tax‑deferred High‑earning freelancers
Solo 401(k) Employee $22,500 + employer up to 25% of net earnings (max $66,000) Tax‑deferred or Roth Those who want both pre‑ and post‑tax options
Roth IRA $6,500 (plus $1,000 catch‑up) After‑tax growth Younger freelancers expecting higher future tax rates
Traditional IRA $6,500 Tax‑deductible contributions Those who need immediate tax relief

Action: Open an account with a low‑cost provider (Vanguard, Fidelity) and set up automatic monthly contributions.


Step 5: Craft an Investment Strategy

Your investment plan should balance growth with risk tolerance.

Core Principles

  • Diversify: Mix U.S. stocks, international stocks, bonds, and REITs.
  • Low‑Cost Index Funds: Aim for expense ratios <0.10%.
  • Rebalance Annually: Keep your asset allocation aligned with your target.

Sample Portfolio for a 35‑year‑old freelancer:

  • 70% Total Stock Market Index (e.g., VTI)
  • 20% International Stock Index (e.g., VXUS)
  • 10% Bond Index (e.g., BND)

Do: Use dollar‑cost averaging to smooth market volatility. Don’t: Chase hot stocks or try to time the market.


Step 6: Optimize Your Taxes

Tax efficiency can dramatically boost retirement savings.

  • Deduct Business Expenses: Home office, software, travel.
  • Contribute to Retirement Accounts: Reduces taxable income.
  • Consider a Health Savings Account (HSA): Triple‑tax advantage if you have a high‑deductible plan.
  • Quarterly Estimated Taxes: Avoid penalties by paying on time.

Resource: Resumly’s free ATS Resume Checker can help you craft a tax‑friendly freelance profile that highlights deductible skills.


Step 7: Automate Savings & Track Progress

Automation removes the guesswork.

  1. Set Up Automatic Transfers to your SEP IRA or Solo 401(k) right after each client payment.
  2. Use a Budgeting App (YNAB, Mint) to monitor cash flow.
  3. Review Quarterly – Adjust contributions if income spikes or dips.
  4. Leverage Resumly’s Job‑Search Tools – While your retirement accounts grow, let Resumly’s AI Resume Builder and Job Search Keywords find higher‑paying gigs, accelerating your savings rate.

Step 8: Review and Adjust Annually

Retirement planning is a living document.

  • Annual Check‑In: Re‑evaluate income, expenses, and goals.
  • Life Changes: Marriage, children, health issues may require adjustments.
  • Market Shifts: If your portfolio deviates >5% from target, rebalance.

Mini‑Conclusion: By revisiting your plan each year, you ensure that you’re consistently on track to plan retirement as an independent worker.


Quick Reference Checklist

  • Calculate net monthly income and tax bracket.
  • Set a clear retirement age and lifestyle goal.
  • Build a 3‑6 month emergency fund.
  • Open a SEP IRA or Solo 401(k).
  • Automate monthly contributions.
  • Choose a diversified, low‑cost portfolio.
  • Implement tax‑saving strategies (deductions, HSA).
  • Use Resumly tools to boost income and free up cash for retirement.
  • Review and rebalance annually.

Do’s and Don’ts

Do Don’t
Start early – compounding works best over decades. Ignore tax implications – they can erode returns.
Automate contributions – “pay yourself first.” Rely on a single client – diversify income streams.
Keep fees low – high fees kill growth. Withdraw early – penalties and lost growth.
Rebalance annually to maintain risk level. Chase market hype – stick to your plan.

Frequently Asked Questions

1. Can I contribute to both a SEP IRA and a Roth IRA? Yes. The SEP IRA contribution limit is based on net earnings, and you can still contribute up to $6,500 to a Roth IRA if you meet the income thresholds.

2. How much should I save each month for retirement? A common rule is to save 15% of your gross income. If that feels impossible, start with 5% and increase gradually.

3. What if my income fluctuates dramatically month‑to‑month? Base contributions on a rolling 12‑month average of net income, then adjust up or down as needed.

4. Are there penalties for withdrawing from a Solo 401(k) before 59½? Yes, typically a 10% early‑withdrawal penalty plus ordinary income tax, unless you qualify for a hardship exception.

5. How does inflation affect my retirement goal? Inflation erodes purchasing power. Use a 3%‑4% inflation assumption when calculating future expenses.

6. Should I invest in real estate as an independent worker? Real estate can diversify your portfolio, but it requires capital and management time. Consider REITs if you want exposure without the hassle.

7. How can Resumly help me earn more to fund retirement? Resumly’s AI Cover Letter and Interview Practice tools boost your win rate on high‑paying contracts, directly increasing the cash you can allocate to retirement accounts.

8. What’s the best way to track my retirement progress? Use a spreadsheet or a dedicated app like Personal Capital. Regularly compare your actual savings to the target curve based on your retirement age.


Final Thoughts

Planning retirement as an independent worker may require extra discipline, but the payoff is a financially secure future on your own terms. By assessing your finances, setting clear goals, leveraging tax‑advantaged accounts, investing wisely, and automating the process, you create a robust roadmap that adapts to the ebb and flow of freelance life.

Ready to accelerate your earnings while you build that retirement nest egg? Try Resumly’s AI Resume Builder and explore the Career Guide for more strategies on growing your freelance business.

Start today, stay consistent, and watch your retirement savings grow—one gig at a time.

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How to Plan Retirement as an Independent Worker - Resumly