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Retiring When You’re Self-employed

Today, millions of Americans participate in the gig economy. Instead of traditional 9 to 5 job roles, many are now setting their own hours and determining how much or how little they want to work. Jobs in the gig economy take many forms and can look drastically different from worker to worker. However, all share the same thing in common: they are all responsible for their own retirement planning.

Retirement Accounts

Just because you don’t have an employer to set up your retirement account and match your contributions doesn’t mean you can’t access the same tax benefits that traditional workers do. In fact, you have many options. As an independent contractor you can open a traditional or Roth IRA, as well as a traditional or Roth solo 401(k). Judicious use of these accounts gives you the opportunity to save as much as full-time employees, giving you access to tax-advantaged savings that grow over the long term.

Taxes

When you work for yourself, you don’t have an employer taking taxes out of your paycheck or paying part of your employment taxes. Here are some tips for filing taxes as a gig worker:

  • Pay estimated taxes quarterly. If you anticipate owing more than $1,000 in taxes, the IRS expects that you’ll pay your taxes throughout the year. If you don’t pay your quarterly taxes, expect to be charged for late payments.
  • Set aside tax money regularly. If you want to avoid scrambling to cover your tax bill at the end of the year, open a bank account where you can deposit a portion of every check that comes in. Consider saving a little more than this year’s self-employment tax rate for 15.3%. Any extra you save can be put toward next year’s taxes.
  • Take advantage of deductions. If you work for yourself, there are likely many expenses that you can deduct to lower your tax liability. However, it is important to consider the long-term ramifications of large deductions. Social Security benefits are calculated based on your 35 highest-earning years. So, the more you deduct now, the lower your money benefits may be later.

Gig workers generally set their own schedules, which can be an advantage when it comes time to retire. Rather than taking an all-or-nothing approach to retirement, consider a retirement style that allows you to take on work occasionally.

Connect with an advisor in your area to find out if your retirement is on track.

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Within Ten Years of Retirement

Risk Management:
How prepared is your portfolio for a market downturn?

I haven’t thought about what a big market drop would do to my savings.

I know a downturn would hurt, but I’d probably recover over time.

I’ve already adjusted my investments, so a downturn won’t derail me.

Optimization of Income:
How clearly do you know the income you’ll need in retirement?

I’m not sure what I’ll need or where it will come from.

I have a ballpark number, but no detailed plan.

I’ve calculated my income needs and know exactly how I’ll fund it.

Unexpected Expenses:
If something happened to you tomorrow, how prepared would your dependents be?

They’d be financially lost without me.

They’d manage for a little while, but eventually struggle.

They’d be more financially secure because I’ve planned ahead.

Tax Efficiency:
How well do you understand the taxes you’ll pay on retirement accounts?

I have no clue how retirement withdrawals are taxed.

I know the basics, but I’m not sure how it affects me.

I fully understand and have strategies in place to help minimize taxes.

Estate Planning:
How prepared are you with wills, directives, and estate plans?

I don’t have anything written down.

I’ve started, but my plan is incomplete or outdated.

I have a complete and current estate plan in place.

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Risk Management: How prepared is your portfolio fora market downturn?
Optimization of Income: How clearly do you know the income you’ll need in retirement?
Unexpected Expenses: If something happened to you tomorrow, how prepared would your dependents be?
Tax Efficiency: How well do you understand the taxes you’ll pay on retirement accounts?
Estate Planning: How prepared are you with wills, directives, and estate plans?
Thank you for taking our risk assessment quiz! Please fill out this form, so we can help tailor a more risk-free retirement plan suited for your needs.

At Retirement Age

Risk Management:
How would a market swing affect your lifestyle right now?

It could force me to delay or change my plans.

I might need to tighten my budget for a while.

It wouldn’t change my retirement lifestyle.

Optimization of Income:
How certain are you about your retirement income sources?

I don’t really know where the money will consistently come from.

I know the main sources, but I haven’t planned how to use them.

I’ve mapped out all income streams and how they work together.

Unexpected Expenses:
How prepared are you for long-term care costs?

I haven’t planned for them.

I’ve thought about them, but I haven’t secured coverage.

I have protection and funding strategies in place.

Tax Efficiency:
How well do you understand taxes on your withdrawals and RMDs?

I don’t understand them at all.

I have a general idea, but not a detailed strategy.

I fully understand and have a tax-efficient plan.

Estate Planning:
How prepared is your estate plan?

I don’t have one.

I’ve started, but it’s incomplete.

I have a complete, updated plan in place.

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Risk Management: How would a market swing affect your lifestyle right now?
Optimization of Income: How certain are you about your retirement income sources?
Unexpected Expenses: How prepared areyou for long-term care costs?
Tax Efficiency: How well do you understand taxes on your withdrawals and RMDs?
Estate Planning: How prepared is your estate plan?
Thank you for taking our risk assessment quiz! Please fill out this form, so we can help tailor a more risk-free retirement plan suited for your needs.

ALREADY RETIRED

Risk Management:
How do you feel about market volatility?

It makes me anxious that I’ll run out of money.

It worries me sometimes, but not always.

I feel secure no matter what the market does

Optimization of Income:
How secure do you feel about sustaining your income?

I’m worried I’ll outlive my money.

I think I’ll be okay, but I’m not fully certain.

I’m confident my income will last.

Unexpected Expenses:
If you faced a major medical expense today, what would happen?

It would devastate my finances.

It would hurt, but I could manage.

I’d be covered without stress.

Tax Efficiency:
How prepared are you for taxes on withdrawals, RMDs, and Medicare penalties?

I haven’t planned for them at all.

I know about them, but I don’t have a strategy.

I’ve implemented tax strategies to help reduce their impact.

Estate Planning:
How updated is your estate plan?

I don’t have one.

It exists, but it needs updates.

It’s current and clearly protectsmy wishes.

"*" indicates required fields

Risk Management: How do you feel about market volatility?
Optimization of Income: How secure do you feel about sustaining your income?
Unexpected Expenses: If you faced a major medical expense today, what would happen?
Tax Efficiency: How prepared are you for taxes on withdrawals, RMDs, and Medicare penalties?
Estate Planning: How updated is your estate plan?
Thank you for taking our risk assessment quiz! Please fill out this form, so we can help tailor a more risk-free retirement plan suited for your needs.

Retirement Readiness Self-Assessment Survey

____ RISK MANAGEMENT

My retirement accounts have been stress-tested for various market conditions.

My investments are safeguardedagainst market crashes.

Fear won’t stop me from enjoying retirement when the market drops.

My current investments match my risk tolerance.

____ OPTIMIZATION OF INCOME

I know how much income I need to support my retirement goals.

I know how much I can spend without touching my principal.

I have calculated inflation into my need for retirement income.

I don’t fear running out of money because I have a solid income plan.

____UNEXPECTED EXPENSES

If I were not here tomorrow,my dependents would be fine financially.

I’m prepared for the cost of future medical events.

I can handle long-term care expenses without running out of money.

My current investment strategy will keep up with rising medical costs.

____ TAX EFFICIENCY

I understand how retirement accounts are taxed,and I’m paying the minimum.

I have a plan to help minimize taxes on RMDs from my 401(k)s and IRAs.

I have implemented a conversion strategy to help maximize my tax savings.

I have a plan in place to help minimize IRMAA penalties.

____ ESTATE PLANNING

My estate plan establishes proper distribution of my assets.

My estate will not have to payprobate fees.

I have POAs for healthcare, medical,and a living directive.

I’m protected from anyone contesting my last wishes.

"*" indicates required fields

____ RISK MANAGEMENT
_____ OPTIMIZATION OF INCOME
_____ UNEXPECTED EXPENSES
_____ TAX EFFICIENCY
____ ESTATE PLANNING