Get smart with

self-employment taxes 

iPSE is excited to partner with Keeper Tax, the #1 tax filing software for Indpendent Workers, to provide iPSE members with discounted tax filing services and access to expense tracking specific to the needs of Independent Workers. 


Keeping you safe from Mistakes

Being an Independent Worker provides many freedoms that you may not receive with traditional employment. However, with that freedom, comes great tax responsibility.

Taxes can be a challenge and mistakes in filing your taxes can cost you hundreds or thousands of dollars – this is why iPSE has partnered with Keeper Tax to provide a discount on the Keeper Tax filing service as well as access to the Keeper Tax Monthly Expense Tracking Service.

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Tax Filing Service

Keeper Tax Tax Filing Service may fetch a tax savings for you worth $800 - $2,400, simply by scanning your bank and credit card statements for tax deductible expenses.  You can then directly file taxes with Keeper Tax using their tax filing service.  Keeper Tax is designed to be simple and fun. 


Keeper Tax also provides a monthly Expense Tracking Service plan.


iPSE members click here to begin using the Keeper Tax filing service at a special rate for iPSE members and to learn more about the Expense Tracking services provided by Keeper Tax.

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Tax Calculator
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  How much of my paychecks will go to taxes?
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How much will
I owe at tax time


Frequently Asked Questions

What are quarterly Taxes

Quarterly tax payments are a way for the IRS to make sure you are withholding income when an employer isn’t doing it for you. It requires paying part of your trades four times a year, instead of all at once on April 15th.

What’s the penalty for not paying quarterly?

If you wait until the end of the year to file taxes, you will have to pay a penalty, In 2019, that penalty was around 5% of your total tax payment, plus inflation. In total, that’s about 7% interest.

Should I track expenses for part time 1099 work?

Keeper Tax suggests to always track 1099 work expenses, even if you only work part-time. Click here to learn more

How do I make quarterly taxes payments?

You can pay online with direct deposit. For federal taxes, you can pay online here. Most states also allow you to pay online – you will need to create an account on the state revenue service website. Keeper Tax will also file quarterly taxes for you. iPSE members receive a special rate for this service.

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MeMD provides access to online medical consultations with physicians, nurse practitioners, and physician assistants who can write prescriptions when medically necessary and permitted by state law. MeMD also provides access to online counseling or talk therapy with behavioral health providers; however, therapists cannot write prescriptions. MeMD is not an online pharmacy, and medications cannot be purchased or dispensed from MeMD directly. MeMD is not a replacement for your primary care physician or annual doctor’s office visit. Subject to state regulations, MeMD is available nationwide with providers licensed to practice in your state who use video and/or audio technology $0 medical (urgent care) visits are capped at three per individual, per month. Each medical (urgent care) visit above the cap will be charged at MeMD’s then-current standard medical (urgent care) visit fee rate, which will be collected at the time of service. $0 therapy visits are capped at five per individual, per month. Each therapy visit above the cap will be charged at MeMD’s then-current standard therapy visit fee rate, which will be collected at the time of service.

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