Navigating the Impact of Remote Work on ACA, 1099, and W2 Filing in the Post-COVID Era

In the wake of the COVID-19 pandemic, businesses across the globe have been propelled towards a new normal: remote work. This shift has had far-reaching implications, extending even into the realm of tax obligations and health insurance compliance. As we continue to adapt to these changes in 2023, it is crucial for businesses to understand the implications of remote work on Affordable Care Act (ACA) compliance, 1099, and W2 filings.

Remote Work and Its Influence on 1099 and W2 Filings

As more employees continue to work from home, many businesses have seen an increase in their engagement with 1099 contractors as opposed to traditional W2 employees. This trend presents a change in the way businesses must approach tax filings and reporting. Furthermore, if employees are working remotely across various states, businesses may need to consider those states’ tax regulations. Simply put, an employee’s location can greatly affect a company’s tax obligations and procedures.

State Taxes and Remote Employees

Tax obligations extend beyond federal filings and delve into state-level regulations. If a business’s employee operates from a state other than the company is headquarters, there could be additional tax obligations. This is particularly relevant for state income tax withholding for W2 employees. Understanding ‘nexus’ rules and their implications for remote employees is critical to ensure compliance and avoid penalties.

ACA Compliance and Health Insurance Options

The shift towards remote work does not absolve businesses from their responsibility to provide health insurance to employees, in compliance with the ACA. However, the logistics can be challenging, especially if a business’s health insurance provider does not operate in the state where the remote employee resides. Businesses may need to adjust their health insurance offerings accordingly. This could involve sourcing a new insurance provider, offering a stipend for employees to purchase their own insurance, or utilizing a Professional Employer Organization (PEO) to manage benefits.

Employee Classification

With the surge in remote work, the line between 1099 contractors and W2 employees can become blurred. Businesses must adhere to IRS guidelines regarding worker classification. Misclassification can lead to significant penalties and jeopardize a business’s financial stability.

Work from Home Expenses

Businesses must understand how these are treated for tax purposes if they provide reimbursements for home office expenses. While some reimbursements may be deductible business expenses, others may need to be reported as taxable income, creating an additional layer of complexity.


As the landscape of work continues to evolve in 2023, so do the complexities around ACA compliance, 1099, and W2 filings for remote employees. The shift towards remote work has made these areas more intricate and important than ever. Businesses must remain vigilant and informed about the ongoing changes and implications to navigate this new normal successfully.

Keep in mind that tax laws and regulations are dynamic, with changes and amendments introduced frequently. Therefore, staying updated with the latest developments in tax codes and legal decisions is imperative. It is also advisable for businesses to seek professional tax advice to fully comprehend the specific tax implications and regulatory requirements related to their unique circumstances.

Learn more about filing deadlines to ensure you’re tax-compliant!

BoomTax, The Boom Post, and its affiliates do not provide tax, legal or accounting advice. This material has been prepared for informational purposes only, and is not intended to provide, and should not be relied on for, tax, legal or accounting advice. You should consult your own tax, legal and accounting advisors prior to engaging in any transaction.

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