Senior Renewals Specialist

Redwood Software

About The Position

As a Senior Renewals Specialist, you will be responsible for owning the full renewal lifecycle for Redwood’s largest and most strategic customers. You will lead high-touch renewal engagements that require intervention and ensure a clear, seamless path to continued partnership. Your role will involve navigating complex deal structures, building trust with senior stakeholders, mitigating renewal risk, and delivering frictionless experiences that support retention, expansion, and long-term customer relationships.

Requirements

5+ years of experience in renewals, account management, or customer success within a technology company.
Experience managing multiple renewal opportunities concurrently in a high-velocity environment while maintaining strong attention to detail.
Familiarity with Salesforce or another CRM, with the ability to quickly learn new sales automation tools.
Strong problem-solving skills and a demonstrated ability to navigate complex customer and internal challenges.
Excellent organizational skills with the ability to prioritize and manage dozens of opportunities simultaneously.
Excellent written and verbal communication skills, with the ability to communicate complex information clearly and effectively.
Demonstrated reliability, responsibility, and exceptional attention to detail.
Bachelor’s degree or equivalent experience required.
Business proficiency in English required.

Responsibilities

Own the end-to-end renewal process for high-value accounts and manage a high volume of customer renewals through the sales cycle.
Identify upsell and cross-sell opportunities throughout the renewal process to maximize revenue.
Proactively identify renewal risks, engage stakeholders across customer organizations, and develop creative solutions to unblock deals.
Prepare and deliver accurate quotes and contracts, including transactions involving complex pricing structures or custom terms.
Manage price negotiations and navigate procurement processes for larger enterprise deals.
Act as the point of escalation when renewals encounter obstacles, including pricing exceptions, contract negotiations, and procurement delays.
Coordinate with Sales, Finance, Legal, Customer Operations, and other cross-functional teams to resolve renewal challenges.
Forecast renewals, analyze account health trends, and develop proactive strategies to support retention and growth across the assigned book of business.
Track and analyze customer churn, renewal delays, and objections, providing actionable customer feedback to Product and Engineering teams.
Collaborate closely with Finance, Order Administration, and other internal teams to align on account strategy and streamline the renewal process.
Manage a high volume of customer communications across email and calls while maintaining accuracy, responsiveness, and attention to detail.
Engage confidently with senior decision-makers using clear, concise, and consultative communication to build trust and accelerate decision-making.