# Tax Filing & Payments Associate

**Company:** [Check](https://hotfix.jobs/companies/check)
**Location:** Remote
**Role:** Finance & Accounting
**Salary:** $66k – $88k/yr
**Skills:** Payroll Operations, Tax Filing, Tax Payments, Account Reconciliation, Root Cause Analysis, AI, Internal Tooling, Written Communication, Service-Level Agreements
**Posted:** 2026-09-01

> Own tax filing and payment operations for assigned agencies and employers, reconcile accounts, investigate discrepancies, and document process friction. The role suits a proactive learner who communicates clearly, uses AI and internal tools, and can operate effectively amid ambiguity.

## Job Description

## Responsibilities
- Own tax filing and payments for a defined set of agencies and employers, with support from senior teammates.
- Prepare accounts ahead of filing, complete original filings, and monitor failed and late payments.
- Build toward independently handling late originals and amendments.
- File and pay under established workflows while learning how filing specifications and systems change with regulations.
- Balance tax accounts, reconcile discrepancies, and investigate escalation root causes with senior teammates.
- Partner across Payroll Operations, R&D, and Revenue.
- Log friction points and write clear documentation that enables the team to act on process issues.
- Use AI to make work faster and more accurate.
- Manage deadlines and blockers proactively while progressing toward independently meeting service-level agreements.

## Requirements and Preferred Qualifications
- Ability to learn new systems, tools, or subject matter quickly, even without directly relevant experience.
- Comfort owning a defined scope and asking for help early when needed.
- Ability to identify and communicate problems without formal authority to resolve them.
- Curiosity about AI and internal tooling, with experience experimenting with AI or willingness to learn.
- Strong written communication skills.
- Comfort working in a product that is still being built and operating with ambiguity during ramp-up.

## Compensation and Benefits
- Annual salary range: $65,875–$87,500 USD.
- Company-sponsored medical, dental, vision, short-term and long-term disability, and basic life insurance, effective on the first day.
- Stock options, flexible paid time off and sick leave, 16 weeks of paid parental leave, flexible return-to-work, nine annual holidays, a 401(k) plan, and a $100 monthly home internet and mobile phone stipend.

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**Canonical:** https://hotfix.jobs/jobs/e52b41c9-cfb8-4b7d-862a-5930a685706a