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Pie Insurance

Tech-driven workers' comp for small businesses

Vendor Management & Sourcing Specialist

Full-Time
$100k - $125k+ Discretionary bonus
Mid, Senior
Bachelor's
Remote in USA
RemoteMust live and work in the United States; territories are excluded.
Operations & LogisticsProcurement & Sourcing

About the job

Requirements
  • A high school diploma or GED is required.
  • Four or more years of combined experience in vendor management, strategic sourcing, procurement, or a related role, with demonstrated competency in both sourcing execution and vendor relationship management.
  • Direct experience in workers’ compensation or commercial lines insurance is required, including understanding the claims lifecycle, vendor ecosystem, and cost drivers.
  • Demonstrated ability to independently execute sourcing activities, including RFx development, spend analysis, bid evaluation, and vendor selection.
  • Experience managing vendor relationships and performance, including stewardship meetings, scorecard tracking, and escalation management.
  • Exposure to contract review, commercial term analysis, and negotiation support.
Responsibilities
  • Lead end-to-end sourcing activities, including needs intake, market research, RFx development and management, bid evaluation, and preparation of vendor selection recommendation packages.
  • Conduct spend analysis and competitive benchmarking across the active vendor portfolio to identify cost optimization, consolidation, and renegotiation opportunities.
  • Prepare comparison matrices, commercial term analyses, and leadership-ready recommendation summaries to support data-based vendor decisions.
  • Support contract negotiations by conducting pre-negotiation research, identifying risk areas, retrieving historical contract data, and developing favorable position recommendations.
  • Review operational expense bills and flag invoice discrepancies, out-of-scope charges, and savings opportunities.
  • Maintain accurate and current spend records, pipeline data, and vendor information in the vendor tracking system.
  • Develop and refine sourcing templates, standard operating procedures, and playbooks to create repeatable, defensible sourcing processes.
  • Serve as the primary day-to-day point of contact for active Claims vendors, managing routine communications, requests, and issue triage.
  • Coordinate and prepare quarterly stewardship meetings with high-risk and claims-critical vendors, including agenda development, performance data compilation, and follow-up tracking.
  • Track vendor performance against scorecards, populate performance data, and flag gaps to the Senior Manager for action.
  • Maintain the Issues & Escalations log by documenting, routing, and tracking vendor issues through resolution.
  • Coordinate collection and verification of vendor onboarding documents, including W-9s, insurance certificates, compliance certifications, and NDAs.
  • Collaborate with Claims leadership and Legal to support vendor contract compliance, regulatory audit coordination, and billing guideline enforcement.
  • Support the defense counsel panel oversight program, including spend tracking by firm and stewardship meeting coordination.
Desired Qualifications
  • A bachelor's degree in business, finance, supply chain, or a related field is preferred.

About the company

Pie Insurance provides workers’ compensation insurance for small businesses. Its product uses data-driven technology to underwrite and price policies, delivering fast, online access with quotes in about three minutes. The platform processes, underwrites, and issues workers’ comp coverage, with nationwide availability across 38 states and Washington, D.C., offering potential savings of up to 30% and straightforward terms for small business owners.

Company Size

201-500

Company Stage

Series D

Total Funding

$620.3M

Headquarters

Denver, Colorado

Founded

2017

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Simplify's Take

What believers are saying

  • January 2026 milestones showed 55,000 policies in-force and continued geographic expansion.
  • Pie says 2026 priorities are responsible growth and deeper agent partnerships, strengthening retention.
  • More than $615 million funding and A.M. Best A rating support carrier credibility.

What critics are saying

  • May 2023 layoffs cut 14% after management said profitability required no additional investment.
  • Pie Development v. Pie Insurance keeps trade-secret claims alive around its founding.
  • If capital markets stay shut, Pie’s cash runway and growth stall before profitability.

What makes Pie Insurance unique

  • Pie’s 2026 agent network tops 5,000 agencies, embedding distribution others lack.
  • Its 2026 Connecticut expansion and 55,000 policies-in-force show scaled underwriting breadth.
  • Data science, AI pricing, and reinsurance specialization remain Pie’s core moat.

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Benefits

  • Competitive cash compensation
  • Equity
  • Comprehensive health plans
  • Generous PTO, including paid sick leave
  • Future focused 401k match
  • Generous parental & caregiver leave

Growth & Insights and Company News

Headcount

6 month growth

13%

1 year growth

3%

2 year growth

1%
Business Wire
Oct 13th, 2026
Newsroom | Business Wire

The global leader in press release distribution and regulatory disclosure. Public relations and investor relations professionals rely on Business Wire for broad-based and targeted market reach.

Yahoo Finance
Feb 8th, 2024
Pie Insurance Integrates with Ivans Download

Pie Insurance integrates with Ivans Download.

Business Wire
Nov 30th, 2023
Pie Insurance Secures $11 Million Series A Funding to Rapidly Expand SMB Workers’ Compensation Insurance Offering

Pie Insurance (www.pieinsurance.com) today announced the completion of an $11M Series A funding round. The round was led by Greycroft, and included pa

FF News
Oct 2nd, 2023
Pie Insurance Appoints Audra Foglietta As Chief Financial Officer

Pie Insurance (“Pie”), an insurtech company specializing in commercial insurance for small businesses, today announced the appointment of insurance executive Audra Foglietta as the company’s new chief financial officer (CFO). Foglietta joins Pie during a pivotal period of growth—Pie is the fastest growing workers’ comp insurer in the U.S.1, achieving a 271 percent increase in direct written premiums, surpassing the growth of all other insurers.Foglietta brings a wealth of financial leadership and strategic expertise to Pie, having spent more than twenty years at Chubb, the world’s largest publicly traded property and casualty insurance company. Most recently, Foglietta served as Chubb’s executive vice president and CFO of Global Operations and Technology, in addition to previously serving as CFO of Westchester Specialty, the company’s excess and surplus division. Foglietta has a proven track record of driving financial performance and operational efficiencies in the public insurance sector. Her expertise includes global business transformations, corporate finance, financial planning and analysis, business analytics and operations.“I’m honored to join Pie as its CFO and be part of an organization that is redefining the small commercial insurance landscape and growing at an impressive rate,” said Audra Foglietta, incoming CFO at Pie. “Pie’s commitment to technology and innovation combined with its dedication to serving the unique needs of small businesses resonated with me

Reinsurance News
Oct 2nd, 2023
Pie Insurance names Audra Foglietta Chief Financial Officer

Pie Insurance, an insurtech company specialising in commercial insurance for small businesses, has appointed Audra Foglietta as the new Chief Financial Officer.