Pie Insurance Jobs Hiring Now
Pie Insurance is hiring for 14 open roles on Migrate Mate as of August 31, 2026, concentrated in business operations and business analysis, with listed salaries up to about $295,000. Migrate Mate updates Pie Insurance's live openings daily. Pie Insurance is a workers' compensation insurance company serving small businesses across the United States.
Find Pie Insurance JobsOverview
Pie Insurance hiring data on Migrate Mate, as of August 31, 2026.
- Open jobs
- 14
- Top team
- Business Operations
- Seniority
- Manager level or above
- Work type
- 100% remote or hybrid
- Top location
- Denver
- Salary range
- $70,000–$295,000
Listed salaries for Pie Insurance roles on Migrate Mate range from about $70,000 to $295,000 per year across 14 open roles, as of August 31, 2026. Some roles list hourly contract rates.
Open Roles at Pie Insurance
Showing 14 of 14+ Pie Insurance jobs





























As the Team Lead, Collections, you own the end-to-end process for past-due receivable collections — installment payments, short-rated policies, claim deductibles, audit surcharge fees, and additional premium from mid-term endorsements or end-of-policy audits. You are accountable for Pie's overall bad debt recovery rate and for driving collection, litigation, and settlement outcomes against internal targets. You lead a team of individual contributors alongside BPO and offshore partners, set the strategy for how every dollar of exposure gets pursued, and continuously find upstream improvements that reduce Pie's exposure before receivables ever reach collections.
You set and enforce service-level agreements across the collection lifecycle and are accountable for the performance of your team, your vendors, and your BPO and offshore partners against defined KPIs. You partner with Accounting to establish and maintain allowance processes and month-end financial close recommendations and documentation. You are the decision-maker for collection referrals and vendor preference, and you make sure collection progress is visible and tracked across Pie's systems and vendor systems. This is a role for someone who wants to own a function, build it, and be measured on results.
How You'll Do It
Own recovery outcomes across every policy in collections
- Own Pie's bad debt recovery rate. You're accountable for driving collection success against internal collection-rate and recovery targets, and for the outcomes of litigation and settlement.
- Set and enforce service-level agreements across the full collection lifecycle — from receivable handoff and outreach cadence through referral timing and final closeout — and hold your team, vendors, and BPO and offshore partners accountable to those SLAs and KPIs.
- Own and continuously improve the collection assignment process and vendor preference lists, including placement for unpaid installment invoices, surcharge fees, and final invoices following audit close.
- Prioritize collection effort on a risk basis, focusing attention on the large and jumbo balances that drive the majority of exposure.
- Make sure every call, letter, and text complies with the FDCPA, Regulation F, the TCPA, and applicable state debt-collection laws. Partner with Compliance and Legal on consent, opt-out, and disclosure requirements.
- Serve as the top-level point of contact for collection issues, complaints, and escalations, acting as subject matter expert and business stakeholder advocate within Pie.
- Partner with Product and Engineering to build the systems and automations that streamline collections — automated ordering, tracking data, KPI reporting, and automated action triggers and process steps.
- Track and drive continuous improvement for bad debt allowance processes, in partnership with Accounting.
- Coordinate dispute resolution cross-functionally and identify upstream process improvements that reduce bad debt exposure.
- Ensure timely closeout for all receivables at the end of collections or litigation.
- Partner cross-functionally to ensure trackability, visibility, and assignment inclusion for policy and collection-handling data — the source that powers Collections KPI tracking and management.
- Monitor collection progress and make or propose escalation approvals based on defined debt-amount thresholds.
Manage collection vendors and litigation
- Partner with Legal to drive litigation and settlement strategy and outcomes, and establish fast-track referral criteria for high-risk accounts — explicit refusal to pay, payment-plan default, or flight risk — so accounts are pursued before they age out of viability.
- Manage litigation decisions, billing, documentation, and judgment readiness.
- Create and maintain vendor scorecards covering recovery rates, timeliness, and other key data points.
- Partner with vendors to design and implement quality improvements based on scorecard findings.
- Review and update vendor guidelines regularly, and communicate any changes, additions, or deletions to vendor partners in a timely manner.
- Manage vendor billing.
- Serve as the primary point of contact for vendors on escalations and approval requests.
- Research, propose, and vet potential new vendor partners.
Lead and grow the collections team
- Lead, develop, and manage the performance of the collections team, including BPO and offshore resources — setting clear benchmarks, coaching to them, and actively managing underperformance through improvement plans up to and including off-boarding.
- Develop and maintain SOPs for collections processes to ensure timely handling, dispute management, and proper receivable closeouts.
- Establish benchmarks and KPIs for the team and individual contributors, and manage business performance and productivity.
- Drive process improvement and optimization of existing processes through Agile methodology.
- Manage onboarding, ongoing training and development, and offboarding for team members. Coordinate training strategy and identify growth areas in partnership with Enablement and Learning and Organizational Development.
- Serve as an escalation point for complex customer inquiries, questions, and disputes, and skillfully handle follow-up.
The Right Stuff
- A high school diploma or GED is required. An Associate's or Bachelor's degree is preferred.
- 3+ years of team leadership or people management experience, including managing performance, required.
- 1+ year of Premium Audit experience preferred.
- Experience in commercial insurance preferred.
- 2+ years of vendor management experience required.
- 1+ year of experience managing BPO or offshore teams preferred.
- 1+ year of experience with data analysis and an understanding of workers' comp operational practices required. A strong understanding of Pie's products and systems is required.
- LEAN Certification preferred
- Working knowledge of debt-collection regulations — the FDCPA, Regulation F, and the TCPA — and applicable state laws required.
- Communicate clearly and convincingly in writing and out loud, present your own views, and make requests directly and openly. You close the loop, and you give and receive feedback with empathy. You bring professional maturity, customer empathy, and an owner's attitude. You can build bad debt allowance formulations complete with financial close documentation and back-testable, documented assumptions.
- Analyze and solve simple to complex problems independently and use data to make informed decisions. You design win-win solutions with creativity and good judgment, challenge the status quo, and apply agile thinking — testing ideas, iterating on findings, and refining before you launch the full solution.
- Learn from mistakes, aim to be better tomorrow than today, and raise the performance bar. You seek to understand, stay open to new information and change, and question assumptions while applying new context.
- Demonstrate interpersonal awareness — considering the needs of others, building collaborative relationships, and respecting individual and cultural differences. You gain cooperation by delivering results and building buy-in.
- Comfortable with G-Suite tools, Salesforce, collaboration tools (Slack preferred), and basic office machines.
- Take responsibility for your own tasks, deliverables, and timelines with strong self-direction.
- Intermediate data reporting and analytic skills — enough to pull vendor scorecard data, analyze it, and bring recommendations to vendor partners and the Premium Audit team.
- Intermediate organizational skills to track progress against vendor expectations and pivot between platforms frequently.
The use of AI in Application Review: To support a fair, efficient, and consistent hiring process, we use AI-powered tools to assist in the initial screening of applications. These tools help us identify qualifications and prior work experiences that align with the requirements of the role. We may also use AI assistant video tools during interviews to support note-taking and candidate evaluation. All AI-powered outputs are still subject to human oversight and decision-making at multiple stages of the process. By submitting your application, you acknowledge and consent to Pie utilizing these AI technologies to assist in our evaluation process.
Compensation & Benefits
- Competitive cash compensation
- Comprehensive health plans
- Generous PTO
- Future focused 401k match
- Generous parental and caregiver leave
- Our core values are more than just a poster on the wall; they're tangibly reflected in our work
Making every part of working with us "Easy as Pie" - including our offer process. When we find someone we'd like as a Pie-oneer (a member of our team), we move quickly to put together a fair offer based on your skills, experience, location, and compensation expectations.
Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.
Location Information
Unless otherwise specified, this role is remote. Remote team members must live and work in the United States (territories excluded) and have access to reliable, high-speed internet.
Additional Information
Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, military service status, citizenship, or other protected characteristic.
Pie Insurance participates in the E-Verify program. Please click here, here and here for more information.
Pie Insurance is committed to protecting your personal data. Please review our Privacy Policy.
Safety First: Pie Insurance is committed to your security during the recruitment process. We will never ask you for credit card information or ask you to purchase any equipment during our interview or onboarding process.
Pie Named to 2025 America's Best Startup Employers
Pie Insurance 2025 State of Workplace Safety Report
Job Roles at Pie Insurance
Working at Pie Insurance
Pie Insurance's 14 open roles are manager level or above, and about 100% are remote or hybrid. The most active teams are business operations, business analysis, and program management. Pie Insurance is a workers' compensation insurance company that provides coverage to small businesses. Its open roles span claims, underwriting, actuarial, premium audit, data engineering, finance, and people operations functions. Most Pie Insurance roles are based in Denver.
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Browse jobs by rolePie Insurance Jobs: Frequently Asked Questions
How many jobs is Pie Insurance hiring for right now?
Pie Insurance is hiring for 14 open roles on Migrate Mate as of August 31, 2026, updated daily, concentrated in business operations and business analysis. Roles span claims, underwriting, actuarial, premium audit, finance, and people operations. Migrate Mate pulls Pie Insurance's listings continuously so the count reflects what is actively open.
What kinds of roles does Pie Insurance hire for?
The most active teams are business operations, business analysis, and program management. Pie Insurance hires across workers' compensation claims, underwriting, premium audit, actuarial, data engineering, accounting, internal controls, and people operations. Positions range from individual contributors to senior analysts, managers, and director-level leaders, and most postings are manager level or above.
Are Pie Insurance jobs remote or in-person?
Mostly remote. About 100% of Pie Insurance's open roles on Migrate Mate are remote or hybrid as of August 31, 2026, with the rest based in Denver. Each Pie Insurance listing shows its work location so you can filter before applying.
How do I apply to a job at Pie Insurance?
Find a Pie Insurance role on Migrate Mate, then follow the listing through to Pie Insurance's own careers page to submit your application. Pie Insurance manages its hiring process directly, including screening, interviews, and offers. Migrate Mate keeps Pie Insurance's listings current so you can browse what is open today.
What do Pie Insurance jobs pay?
Listed salaries for Pie Insurance roles on Migrate Mate range from about $70,000 to $295,000 per year as of August 31, 2026, with most postings at manager level or above. Some roles list hourly contract rates. Exact pay is set by Pie Insurance and shown on each listing.
Does Pie Insurance hire entry-level?
Most of Pie Insurance's open roles on Migrate Mate are manager level or above as of August 31, 2026. Entry-level openings are limited. Check individual Pie Insurance listings for stated experience requirements.
Where is Pie Insurance hiring?
Most Pie Insurance roles are based in Denver, and about 100% offer remote or hybrid work as of August 31, 2026. Migrate Mate shows the location on each listing.