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Manager of , SMB

Job in Regina, Saskatchewan, S4M, Canada
Listing for: ashby
Full Time position
Listed on 2026-10-07
Job specializations:
  • Management
    Operations Management, Client Relationship Management
Salary/Wage Range or Industry Benchmark: 120000 - 180000 CAD Yearly CAD 120000.00 180000.00 YEAR
Job Description & How to Apply Below
Position: Manager of Renewals, SMB

Hi, I’m Alex, Head of Contract Management (Renewals)  Contract Management team plays a critical role in helping customers navigate renewal and commercial conversations thoughtfully, strategically, and with a high degree of trust. We are building a team that takes pride in delivering exceptional customer experiences while also protecting the long-term health of the business, and I am excited to be hiring a Manager of Contract Management (Renewals) to help scale and evolve this function.

In this role, you’ll lead and develop a team of Startup Contract Managers responsible for guiding customers through renewals, pricing conversations, negotiations, and long-term partnership planning. A key part of this role is helping the team navigate increasingly complex commercial conversations while building scalable processes, operational rigor, and repeatable frameworks that elevate both the customer experience and the effectiveness of the Contract Management organization.

You’ll partner closely with leaders across Customer Success, Sales, Rev Ops, Product, Legal, Finance, and Support to help shape how Ashby approaches renewals and long-term customer growth as we continue to scale upmarket.

About the Role

As the Manager of Contract Management, you’ll lead a team of global Startup Contract Managers responsible for renewal strategy, customer retention, and commercial partnership management across Ashby’s customer base. You’ll act as a coach, operator, and strategic thought partner — helping the team grow their commercial acumen, negotiation capabilities, and customer judgment while also building scalable systems and processes that allow the organization to operate effectively at scale.

In this role, you will:

  • Lead and coach a team of 6 Startup Contract Managers (4 in America and 2 in EMEA) responsible for renewals, contract negotiations, and commercial partnership conversations. These individuals do high volume - about
  • Up-level team performance through thoughtful coaching, operational discipline, and skill development across negotiation strategy, forecasting, customer communication, and stakeholder management
  • Help build scalable renewal processes, systems, and operational workflows that improve efficiency while preserving a high-touch customer experience
  • Partner cross-functionally with Customer Success, Sales, Product, Finance, Legal, Support, and Rev Ops to align on customer strategy and commercial outcomes
  • Drive consistency in renewal execution, forecasting accuracy, CRM hygiene, and pricing governance across the team
  • Support the team in navigating complex negotiations involving procurement, legal, executive stakeholders, pricing transitions, and multi-product commercial conversations
  • Translate successful negotiation strategies and customer patterns into repeatable frameworks, playbooks, and enablement materials for the broader organization
  • Help shape the long-term vision and operational strategy for the Contract Management function as Ashby continues to scale
Role Requirements
Team Leadership & Coaching

You have experience leading and developing high-performing customer-facing teams in a b2b SaaS environment. You know how to foster a culture centered around empathy, accountability, creativity, and transparency, while helping individuals grow through thoughtful coaching and continuous feedback.

Commercial Acumen & Negotiation Strategy

You have deep experience managing or overseeing complex renewals, pricing conversations, and contract negotiations. You understand how to balance customer partnership with commercial integrity, and can coach teams through nuanced negotiation scenarios with confidence and sound judgment.

Renewal Strategy & Forecasting

You understand how to proactively manage renewal risk, expansion…

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