Software & License Compliance Specialist Contractor

Software Renewals & License Compliance Specialist Contractor

Job Category: Finance

Requisition Number: CONSU
002803

• Posted :
  May 18, 2026
• Full-Time
• Remote

Showing 1 location

CAI Software builds digital work execution platforms and software solutions that help manufacturing businesses operate with greater clarity and control. Our people bring structure to complexity by replacing fragmented, paper-based processes with connected digital workflows that improve visibility, compliance, and decision-making in real industrial environments. With 45+ years of experience and a presence across 10+ countries, CAI combines deep industry understanding with practical technology.

Our team consists of ~800 employees worldwide who work across 15 core industries and support 5,000+ customers, guided by sound judgment, long-term thinking, and outcomes that endure.

CAI Business Units and the Markets We Serve

CAI Software is organized into three business units - Graphic Communications, Process Manufacturing, and Discrete Manufacturing – aligned to the markets we serve. This structure allows our teams to stay close to customer needs while operating with the scale and support of a global software company.

This role is part of our Shared Services
team which includes the functions that support CAI business units. This model enables deep industry focus at the BU level while benefiting from the scale, expertise, and stability of one unified organization—allowing CAI Software to deliver specialized solutions

As a Software Renewals & License Compliance Specialist Contractor at CAI Software, you will be responsible for recovering revenue from past-due and lapsed software renewals while also identifying and pursuing software compliance opportunities across our customer base. This is a hybrid role that combines traditional renewal recovery with a compliance-driven approach to revenue protection.

You will own the end-to-end process of re-engaging customers whose maintenance, term, or SaaS contracts expired without renewal—primarily focusing on accounts that lapsed in the prior fiscal year and were not actively pursued at the time of expiration. In parallel, you will collaborate closely with Sales and Customer Success to identify cases where customers may be over-deploying or under-licensed on CAI software, and drive those conversations toward compliant resolution and incremental revenue capture.

This role requires a unique blend of tenacity, diplomacy, and analytical rigor. You will need to approach sensitive customer situations with professionalism—balancing the urgency of past-due recovery with a consultative approach that preserves long-term customer relationships.

• Own the recovery pipeline for lapsed and expired renewals, with a primary focus on contracts that went past due in the prior fiscal year
• Research account history, contract terms, and prior engagement activity to build an informed outreach strategy for each lapsed account
• Execute multi-channel outreach campaigns (phone, email, escalation) to re-engage customers and drive contract reinstatement or back-dated renewal agreements
• Negotiate renewal terms for lapsed contracts, including handling objections around gaps in coverage, retroactive pricing, and reinstatement fees
• Collaborate with Legal, Deals Desk, and Finance to structure recovery agreements that are commercially sound and executable
• Track and report on recovery pipeline status, conversion rates, and recovered ARR on a weekly basis

• Partner with Sales and Customer Success to identify accounts where software usage exceeds licensed entitlements
• Analyze deployment data, license records, and usage reports to build compliance cases with clear, defensible documentation
• Lead compliance outreach conversations with customers, presenting findings professionally and guiding accounts toward compliant licensing and true-up agreements
• Develop and refine compliance playbooks, escalation workflows, and communication templates in partnership with leadership
• Coordinate with Legal on escalation strategy for non-responsive accounts or disputes…