Application Guide

How to Apply for Payroll, Tax and Compliance Administrator

at RoadRunner Recycling

🏢 About RoadRunner Recycling

RoadRunner Recycling is revolutionizing sustainable waste management by providing tech-driven, cost-saving solutions for businesses, positioning itself at the intersection of environmental impact and operational efficiency. The company's remote-first culture and focus on scalable systems make it an ideal environment for professionals who want to contribute to both business growth and sustainability initiatives.

About This Role

This Payroll, Tax and Compliance Administrator role is central to RoadRunner's financial operations, managing complex multi-state payroll with 100% accuracy while serving as the company's tax compliance expert using Rippling's platform. The position directly impacts employee financial wellness through 401(k) administration and ensures the company maintains 'gold standard' status during audits as the organization scales rapidly.

💡 A Day in the Life

A typical day involves managing semi-monthly payroll cycles across multiple states, configuring Rippling's tax engine for new jurisdictions or regulatory changes, and resolving employee inquiries about 401(k) contributions or loans. You'll collaborate with Finance on reconciliation items while proactively auditing payroll workflows to ensure scalability as RoadRunner continues its rapid growth.

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Interview Prep

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🎯 Who RoadRunner Recycling Is Looking For

  • Has 5+ years of hands-on experience with multi-state payroll tax complexities, specifically with semi-monthly cycles, commissions, bonuses, and garnishments across various jurisdictions
  • Demonstrates proven ability to identify patterns and discrepancies in payroll data before they escalate, with experience auditing and refining payroll workflows for scalability
  • Thrives in fast-paced, ambiguous environments typical of growing tech companies and can make compliant decisions with incomplete information
  • Possesses specific experience with Rippling's tax engine and automated workflows, or similar modern payroll platforms, and understands how to configure them for regulatory changes

📝 Tips for Applying to RoadRunner Recycling

1

Quantify your multi-state payroll experience by specifying the number of states you've managed and the complexity of payroll cycles (semi-monthly vs. bi-weekly)

2

Highlight any experience with Rippling specifically, or if not available, detail your experience with other modern payroll platforms and how you've configured automated workflows

3

Provide concrete examples of how you've caught payroll discrepancies before they became issues, using specific metrics or scenarios

4

Demonstrate your understanding of sustainability by connecting how efficient payroll/compliance operations support RoadRunner's environmental mission

5

Showcase your experience with year-end processes, W-2 distribution, and audit preparation specifically for growing companies

✉️ What to Emphasize in Your Cover Letter

["Your specific experience with multi-state payroll tax complexities and how you've managed jurisdictional registrations and notices", "Examples of how you've refined payroll workflows for scalability in a growing company environment", 'Your approach to making compliant decisions in ambiguous situations common in fast-paced tech companies', 'Any experience with financial wellness programs or 401(k) administration that goes beyond basic plan management']

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🔍 Research Before Applying

To stand out, make sure you've researched:

  • → RoadRunner's specific sustainability initiatives and how their tech-driven solutions differ from traditional waste management
  • → The company's growth trajectory and funding history to understand their scaling needs
  • → Rippling's specific features for payroll tax management and automated workflows
  • → Recent regulatory changes in multi-state payroll compliance, particularly in states where RoadRunner likely operates

💬 Prepare for These Interview Topics

Based on this role, you may be asked about:

1 Walk me through how you would handle a multi-state tax registration for a new jurisdiction in Rippling
2 Describe a time you identified a payroll discrepancy before it became a larger issue - what patterns did you notice?
3 How have you configured automated workflows in previous payroll systems to adapt to regulatory changes like FLSA updates?
4 What specific steps would you take to prepare for a 401(k) or Workers' Comp audit at a growing company like RoadRunner?
5 How do you balance precision in payroll execution with the need for scalable processes in a fast-growing environment?
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⚠️ Common Mistakes to Avoid

  • Applying with only single-state payroll experience when the role explicitly requires multi-state expertise
  • Failing to demonstrate experience with modern payroll platforms like Rippling, Workday, or similar systems
  • Providing generic answers about 'attention to detail' without specific examples of catching payroll discrepancies or improving processes

📅 Application Timeline

This position is open until filled. However, we recommend applying as soon as possible as roles at mission-driven organizations tend to fill quickly.

Typical hiring timeline:

1

Application Review

1-2 weeks

2

Initial Screening

Phone call or written assessment

3

Interviews

1-2 rounds, usually virtual

✓

Offer

Congratulations!

Ready to Apply?

Good luck with your application to RoadRunner Recycling!

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