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July 2, 2026

Vice P resident of Payer Sales (Property & Casualty)

Senior • On-site

Chicago, IL

About the Role

We're seeking a quota-carrying enterprise sales leader to drive new payer acquisition and strategic expansion across the Property & Casualty market, including Workers' Compensation and Auto casualty claims.

This role is responsible for selling Jopari's electronic billing clearinghouse (eBill) and digital payment platform (ProPay) to insurance carriers, TPAs, state funds, risk pools, and self-insured / self-administered employers. The VP will position these solutions as the infrastructure partner for electronic bill intake (837), remittance management (835), and multi-modal digital payments.

The ideal candidate has deep experience selling into P&C payer environments and a strong understanding of claims intake, bill review, EDI workflows, and payment operations.

What You'll Do

Enterprise New Business Development

  • Drive new logo acquisition and expansion across Workers' Compensation and Auto casualty payers.
  • Build pipeline through targeted prospecting, industry engagement, and strategic account planning.
  • Own complex, multi-stakeholder sales cycles from discovery through contract execution.
  • Maintain disciplined pipeline management and accurate revenue forecasting.

Solution Positioning & Deal Execution

  • Lead consultative discovery to understand payer claims workflows, cost structures, and modernization priorities.
  • Position eBill and ProPay as end-to-end infrastructure for electronic bill intake, EDI processing, remittance, and digital disbursement.
  • Engage senior decision-makers across Claims, Finance, and IT organizations.
  • Develop executive-level presentations focused on ROI, adoption growth, and operational impact.
  • Partner with Sales Engineering, Product, and Implementation teams for demonstrations and solution design.
  • Lead negotiations and contracting with internal stakeholders.

Cross-Functional Collaboration & Expansion

  • Partner with Customer Success to identify cross-sell and expansion opportunities.
  • Collaborate with Marketing and leadership on account-based initiatives.
  • Provide market feedback to support product development and go-to-market strategy.

Sales Process & CRM Discipline

  • Follow established sales processes, qualification frameworks, and governance standards.
  • Maintain CRM hygiene, including forecasting, reporting, and opportunity tracking.
  • Provide accurate pipeline visibility and deal updates to leadership.

What You Need

  • 5+ years of enterprise B2B sales experience.
  • Experience in Property & Casualty insurance, claims systems, clearinghouse, EDI, or digital payment solutions.
  • Success selling workflow-driven SaaS or platform solutions.
  • Knowledge of claims intake, bill review, adjudication, remittance (835), EDI (837), and payment operations.
  • Ability to engage senior executives across Claims, Finance, Operations, and IT.
  • Experience navigating multi-stakeholder enterprise buying cycles.
  • Strong CRM forecasting and pipeline management discipline using Salesforce or similar tools.

Nice to Have

  • Bachelor's degree preferred or equivalent experience.

Benefits

  • Performance-based bonuses.
  • Medical, dental, and vision coverage.
  • 401(k) with company match.
  • Paid time off and additional benefits.

Compensation range: $150,000—$165,000 USD.

EEO Note

Equal Opportunity Employer statement applies.

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Remote

Orlando, FL

🏢 Summary: Enterprise sales role responsible for driving new payer and health plan business for a fully integrated end-to-end healthcare payer platform, including claims infrastructure, clinical data exchange, electronic attachments, and modern payment rails. The position focuses on managing complex, long-cycle sales within commercial and government health plans while supporting regulatory compliance initiatives. This remote role requires deep payer relationships and experience selling clearinghouse and EDI solutions. 🗂️ Requirements: Bachelor's degree in Business, Sales, Marketing or related field, 5+ years of healthcare sales experience, Experience selling to health plans/payers, Experience selling clearinghouse and EDI solutions, Proven success selling complex enterprise-level solutions, Ability to manage long-cycle enterprise sales processes, Experience using CRM systems (Salesforce), Willingness to travel up to 30% 📃 Skills: Salesforce, CRM, EDI, ACH, CMS-0057-F, CMS-0053-F, MEDDICC, Challenger, Sandler, SPIN 🏢 Description: About the Role We are seeking a Regional Vice President of Payer Sales to join our growing enterprise sales organization. A Regional Vice President of Payer Sales builds and expands strategic relationships with commercial and government health plans, selling a fully integrated end-to-end payer platform — combining claims infrastructure, clinical data exchange, electronic attachments, and modern payment rails under one roof to improve operational efficiency and meet evolving regulatory requirements such as CMS-0057-F and CMS-0053-F. With the acquisition of Jopari Solutions, this role brings to market modern payment rails — including ACH, virtual credit cards, and checks — alongside deep payer integrations and one of the industry's broadest healthcare transaction networks, connecting 2.9 million providers and 60% of the nation's top commercial health plans. This is an enterprise sales role requiring deep health plan relationships and experience navigating complex payer procurement cycles. The ideal candidate brings a track record of closing strategic deals with commercial and government health plans, understands the interplay between clearinghouse operations, payment modernization, and compliance mandates, and is motivated by an early-mover opportunity in a major regulatory-driven sales cycle in healthcare. This is a remote position supporting a sales territory across the United States. What You'll Do - Drive new logo acquisition within the payer/health plan space, driving overall account strategy, execution, and revenue growth. - Manage complex, long-cycle sales opportunities from discovery through close. - Build a pipeline of qualified health plan prospects, while tracking all activity in CRM systems like Salesforce. - Collaborate cross-functionally with teams such as Account Management, Customer Success, Sales, Legal, and Compliance to support business objectives and drive seamless execution of sales initiatives. What You'll Need - Bachelor's degree in Business, Sales, Marketing, or a related field. - 5+ years of progressive sales experience within healthcare, with specific experience in selling to health plans/payers, clearinghouse, and EDI solutions. - Proven track record of success selling complex, enterprise-level solutions. - Exceptional communicator with the ability to build strong relationships and collaborate effectively across cross-functional teams. Nice to Have - Established and active sales network within the health plan/payer, clearinghouse, and EDI ecosystem. - Sales-related certifications or formal sales training (e.g., MEDDICC, Challenger, Sandler, SPIN, or similar). Travel Requirements - Up to 30% travel, including client meetings, team gatherings, company events, and industry tradeshows. Compensation and Benefits Compensation may vary based on individual skills, experience, and location. In addition to base pay, employees may be eligible for performance-based bonuses and a comprehensive benefits package, including medical, dental, and vision coverage, 401(k) with company match, and paid time off. Salary Range: $145,000—$175,000 USD. EEO Note The company is an Equal Opportunity Employer and does not discriminate on the basis of any protected classification under federal, state, or local law.

Technology

Office Ally

Regional Vice President of Payer Sales

Senior

Remote

Nashville, TN

🏢 Summary: Enterprise sales leadership role responsible for driving new payer/health plan acquisition and selling an integrated end-to-end payer platform combining claims infrastructure, clinical data exchange, electronic attachments, and modern payment rails. The position focuses on managing complex, long-cycle healthcare sales, ensuring regulatory alignment, and expanding strategic relationships across commercial and government health plans nationwide. This is a remote role with national territory coverage and up to 30% travel. 🗂️ Requirements: Bachelor's degree in Business, Sales, Marketing or related field, 5+ years healthcare sales experience, Experience selling to health plans/payers, Experience selling clearinghouse and EDI solutions, Proven success selling complex enterprise-level solutions, Ability to manage long-cycle enterprise sales processes, Experience using CRM systems, Ability to travel up to 30% 📃 Skills: Salesforce, CRM, EDI, ACH, CMS-0057-F, CMS-0053-F, MEDDICC, Challenger, Sandler, SPIN 🏢 Description: About the Role We are seeking a Regional Vice President of Payer Sales to join our growing enterprise sales organization. The Regional Vice President of Payer Sales builds and expands strategic relationships with commercial and government health plans, selling a fully integrated end-to-end payer platform — combining claims infrastructure, clinical data exchange, electronic attachments, and modern payment rails — to improve operational efficiency and meet evolving regulatory requirements such as CMS-0057-F and CMS-0053-F. With the acquisition of Jopari Solutions, this role brings to market modern payment rails — including ACH, virtual credit cards, and checks — alongside deep payer integrations and one of the industry's broadest healthcare transaction networks. This is an enterprise sales role requiring deep health plan relationships and experience navigating complex payer procurement cycles. This is a remote position supporting a sales territory across the United States. What You'll Do - Drive new logo acquisition within the payer/health plan space, driving overall account strategy, execution, and revenue growth. - Manage complex, long-cycle sales opportunities from discovery through close. - Build a pipeline of qualified health plan prospects, while tracking all activity in CRM systems like Salesforce. - Collaborate cross-functionally with Account Management, Customer Success, Sales, Legal, and Compliance to support business objectives and seamless sales execution. What You'll Need - Bachelor's degree in Business, Sales, Marketing, or a related field. - 5+ years of progressive sales experience within healthcare, including experience selling to health plans/payers, clearinghouse, and EDI solutions. - Proven track record of success selling complex, enterprise-level solutions. - Strong communication skills and ability to build relationships across cross-functional teams. Nice to Have - Established and active sales network within the health plan/payer, clearinghouse, and EDI ecosystem. - Sales-related certifications or formal sales training (e.g., MEDDICC, Challenger, Sandler, SPIN, or similar). Travel Requirements - Up to 30% travel, including client meetings, team gatherings, company events, and industry tradeshows. - Travel typically scheduled in advance and supported by the company. Compensation and Benefits - Base salary range: $145,000—$175,000 USD. - Eligibility for performance-based bonuses. - Comprehensive benefits package including medical, dental, and vision coverage. - 401(k) with company match. - Paid time off and additional benefits. EEO Note Office Ally is an Equal Opportunity Employer and does not discriminate on the basis of any classification protected by federal, state, or local law.

Technology

Office Ally

Regional Vice President of Payer Sales

Senior

Remote

Lehi, UT

🏢 Summary: Enterprise sales leadership role focused on selling an integrated end-to-end payer platform to commercial and government health plans, combining claims infrastructure, clinical data exchange, electronic attachments, and modern payment rails. The position drives new business acquisition, manages complex long-cycle sales, and supports regulatory readiness initiatives such as CMS-0057-F and CMS-0053-F. This remote role covers a U.S. territory and requires deep expertise in healthcare payer, clearinghouse, and EDI solutions. 🗂️ Requirements: Bachelor's degree in Business, Sales, Marketing, or related field, 5+ years of progressive healthcare sales experience, Experience selling to health plans/payers, Experience selling clearinghouse and EDI solutions, Proven success selling complex enterprise-level solutions, Ability to manage long-cycle enterprise sales processes, Experience using CRM systems (e.g., Salesforce), Ability to travel up to 30% 📃 Skills: Salesforce, EDI, CRM, ACH, CMS-0057-F, CMS-0053-F 🏢 Description: About the Role We are seeking a Regional Vice President of Payer Sales to join our growing enterprise sales organization. A Regional Vice President of Payer Sales builds and expands strategic relationships with commercial and government health plans, selling a fully integrated end-to-end payer platform — combining claims infrastructure, clinical data exchange, electronic attachments, and modern payment rails — to improve operational efficiency and meet evolving regulatory requirements such as CMS-0057-F and CMS-0053-F. With the acquisition of Jopari Solutions, this role brings to market modern payment rails — including ACH, virtual credit cards, and checks — alongside deep payer integrations and one of the industry's broadest healthcare transaction networks. This is an enterprise sales role requiring deep health plan relationships and experience navigating complex payer procurement cycles. The ideal candidate brings a track record of closing strategic deals with commercial and government health plans and understands clearinghouse operations, payment modernization, and compliance mandates. This is a remote position supporting a sales territory across the United States. What You'll Do - Drive new logo acquisition within the payer/health plan space, driving overall account strategy, execution, and revenue growth. - Manage complex, long-cycle sales opportunities from discovery through close. - Build a pipeline of qualified health plan prospects, while tracking all activity in CRM systems like Salesforce. - Collaborate cross-functionally with Account Management, Customer Success, Sales, Legal, and Compliance teams to support business objectives and execute sales initiatives. What You'll Need - Bachelor's degree in Business, Sales, Marketing, or a related field. - 5+ years of progressive sales experience within healthcare, including experience selling to health plans/payers, clearinghouse, and EDI solutions. - Proven track record of success selling complex, enterprise-level solutions. - Exceptional communication skills and ability to build strong cross-functional relationships. Nice to Have - Established and active sales network within the health plan/payer, clearinghouse, and EDI ecosystem. - Sales-related certifications or formal sales training (e.g., MEDDICC, Challenger, Sandler, SPIN, or similar). Travel Requirements - Up to 30% travel for client meetings, team gatherings, company events, and industry tradeshows. Compensation and Benefits Compensation may vary based on skills, experience, and location. In addition to base pay, employees may be eligible for performance-based bonuses and a comprehensive benefits package, including medical, dental, and vision coverage, 401(k) with company match, and paid time off. Pay Range: $145,000—$175,000 USD

Technology

Office Ally

Regional Vice President of Payer Sales

Senior

Remote

Houston, TX

🏢 Summary: Enterprise sales role focused on selling an integrated end-to-end payer platform to commercial and government health plans, combining claims infrastructure, clinical data exchange, electronic attachments, and modern payment solutions. The position drives new business acquisition, manages complex sales cycles, and supports regulatory compliance initiatives such as CMS-0057-F and CMS-0053-F. This remote role covers a U.S. territory and emphasizes strategic relationship building within the healthcare payer ecosystem. 🗂️ Requirements: Bachelor's degree in Business, Sales, Marketing or related field, 5+ years healthcare sales experience, Experience selling to health plans/payers, Experience selling clearinghouse and EDI solutions, Proven success selling complex enterprise solutions, Ability to manage long-cycle enterprise sales processes, Experience using CRM systems, Willingness to travel up to 30% 📃 Skills: Salesforce, EDI, CRM, ACH, CMS-0057-F, CMS-0053-F, MEDDICC, Challenger, Sandler, SPIN 🏢 Description: About the Role We are seeking a Regional Vice President of Payer Sales to join our growing enterprise sales organization. A Regional Vice President of Payer Sales builds and expands strategic relationships with commercial and government health plans, selling a fully integrated end-to-end payer platform — combining claims infrastructure, clinical data exchange, electronic attachments, and modern payment rails under one roof to improve operational efficiency and meet evolving regulatory requirements such as CMS-0057-F and CMS-0053-F. This role brings to market modern payment rails — including ACH, virtual credit cards, and checks — alongside deep payer integrations and a broad healthcare transaction network, connecting 2.9 million providers and 60% of the nation's top commercial health plans. This is an enterprise sales role requiring deep health plan relationships and experience navigating complex payer procurement cycles. The ideal candidate brings a track record of closing strategic deals with commercial and government health plans, understands the interplay between clearinghouse operations, payment modernization, and compliance mandates, and is motivated by an early-mover opportunity in a significant regulatory-driven sales cycle in healthcare. This is a remote position supporting a sales territory across the United States. What You'll Do - Drive new logo acquisition within the payer/health plan space, driving overall account strategy, execution, and revenue growth. - Manage complex, long-cycle sales opportunities from discovery through close. - Build a pipeline of qualified health plan prospects, while tracking all activity in CRM systems like Salesforce. - Collaborate cross-functionally with teams such as Account Management, Customer Success, Sales, Legal, and Compliance to support business objectives and drive seamless execution of sales initiatives. What You'll Need - Bachelor's degree in Business, Sales, Marketing, or a related field. - 5+ years of progressive sales experience within healthcare, with specific experience in selling to health plans/payers, clearinghouse, and EDI solutions. - Proven track record of success selling complex, enterprise-level solutions. - Exceptional communicator with the ability to build strong relationships and collaborate effectively across cross-functional teams. Nice to Have - Established and active sales network within the health plan/payer, clearinghouse, and EDI ecosystem. - Sales-related certifications or formal sales training (e.g., MEDDICC, Challenger, Sandler, SPIN, or similar). Travel Requirements This role requires up to 30% travel, which may include client meetings, team gatherings, or company events, and attendance at industry tradeshows. Travel will typically be scheduled in advance and supported by the company. Pay Transparency Compensation for this position may vary based on individual skills, experience, and location. In addition to base pay, employees may be eligible for performance-based bonuses and a comprehensive benefits package, including medical, dental, and vision coverage, 401(k) with company match, paid time off, and other benefits. Actual compensation will be determined considering the candidate's qualifications, relevant experience, and internal equity. $145,000—$175,000 USD EEO Note The employer is an Equal Opportunity Employer and does not discriminate against any employee or applicant on the basis of age, color, disability, gender, national origin, race, religion, sexual orientation, veteran status, or any classification protected by federal, state, or local law.