Tax Filing & Payments Specialist

atCheckRemoteUS flagUnited StatesFull-timeTaxMid-levelSenior$83.3k – $108k/year

Posted Aug 27

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of filing and payments for various agencies across numerous employers from start to finish.

• Prepare accounts in advance of filing.

• Execute original filings.

• Keep track of failed and overdue payments.

• Submit late originals and amendments when issues arise.

• File, pay, amend, and refile while updating filing specifications and systems in response to regulatory changes.

• Reconcile discrepancies and balance tax accounts.

• Investigate the root causes of complex escalations.

• Collaborate with Payroll Operations, R&D, and Revenue teams to resolve escalations.

• Identify friction points and convert them into actionable requirements.

• Leverage AI to enhance efficiency and experiment with replacing manual processes.

• Manage deadlines effectively, prioritize tasks, communicate proactively, and strive to meet improving SLAs.


⛳️ Requirements

• 3–5 years of experience in operations or a regulated environment.

• Proven ability to quickly adapt to a new function or domain.

• Comfortable managing an independent workload across various jurisdictions and deadlines.

• History of identifying broken processes and either fixing them or documenting them.

• A genuine interest in AI and internal tools; prior experience using AI to enhance work processes or a willingness to adopt it.

• Excellent written communication skills.

• Comfortable working with a product that is still under development.

• Must be eligible to work in the United States.

• Must indicate if work authorization sponsorship is needed in the United States.


🏝️ Benefits

• Equity.

• Flexible PTO and sick leave.

• Generous paid parental leave for all new parents.

• Flexible return-to-work options.

• 401k retirement plan.

• $100 monthly stipend for home internet and mobile phone expenses.

• Medical insurance.

• Dental insurance.

• Vision insurance.

• Short-term disability insurance.

• Long-term disability insurance.

• Basic life insurance coverage effective from the first day of employment.

• Team offsites, events, and hackathons.

• Annual 3-day company retreat.

• Meals on Tuesdays and Thursdays for in-office and hybrid employees.

• Regular happy hours, game nights, and other in-person events for in-office and hybrid employees.

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