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Senior Delivery Manager

Remote / Online - Candidates ideally in
Regina, Saskatchewan, S4M, Canada
Listing for: Cytora
Remote/Work from Home position
Listed on 2026-08-23
Job specializations:
  • IT/Tech
    Data Analyst, AI Engineer (Applied/Software), Business Systems & Technology Analysis
Salary/Wage Range or Industry Benchmark: 130000 - 140000 CAD Yearly CAD 130000.00 140000.00 YEAR
Job Description & How to Apply Below

Shape the Industry and Your Career

At Cytora, now an Applied Systems company, our AI-powered platform is reshaping how insurers and brokers connect, decide, and grow across the global insurance ecosystem. We move fast, think big, and build things that matter. If you’re energized by meaningful innovation and want to shape what’s next in Insurtech, this is where that work happens.

Role at a Glance

Role: Delivery Manager

Team: Customer Success

Location: [Dallas / Chicago / Atlanta / Toronto / Lincoln / Remote]

This role is aligned to our hub locations. While we’re especially interested in candidates in or near these areas, we welcome applications from outside of these locations as well.

Position Overview

We’re looking for a Delivery Manager to join our Customer Success Team and help drive meaningful outcomes at the intersection of AI and insurance. You’ll collaborate with people who bring diverse perspectives, challenge each other to think bigger, and move together toward shared goals. Here, you’ll have real ownership, real problems to solve, and a team that’s genuinely invested in your growth.

What

You’ll Do
  • Agile and Lean Practices:
    Champions best practices, coaches teams, and visualizes organizational work.
  • Communication:
    Effectively communicates across technical and non-technical boundaries, building trust and authenticity.
  • Delivery Momentum:
    Optimizes team flow, addresses issues, and builds agile capabilities within the team.
  • Planning:
    Leads continual planning processes, extending beyond product delivery to post-launch support and benefits realization.
  • Team Dynamics and

    Collaboration:

    Identifies and rectifies issues in team dynamics, engages in effective feedback, and connects day-to-day work with the product vision.
  • Lifecycle Perspective:
    Understands and contributes to different phases of product delivery, working with Customer Success and Product Lead for continuous improvement.
  • Team Management:
    Effectively manages a business analyst and a Customer Engineer.
What We’re Looking For

If this role sounds like the right next move, we’d love to hear from you. You might bring:

  • Proven experience in Agile project management, demonstrating successful implementation of methodologies.
  • Excellent problem-solving and critical-thinking skills, addressing challenges proactively.
  • Track record of managing multiple projects simultaneously, ensuring timely delivery.
  • Effective collaboration with stakeholders at all levels.
  • Strong understanding of technology and its applications, especially in AI/Data Science products.
  • Continuous learning mindset, staying abreast of industry trends in Agile practices.
  • Adaptability to a fast-paced and evolving work environment.
Bonus points if you also have:
  • Multilingual skills:
    Ability to write and speak multiple languages.
  • Remote working experience:
    Successful remote working experiences.
  • Agile Certification: CSM, TKP, KMP, or KCP.
  • Industry experience:
    Distributed teams, AI/Data Science products.
  • Insurance Industry Knowledge:
    Familiarity with the insurance industry.

Our targeted starting base salary in Canada for this position ranges from $130,000 CAD to $140,000 CAD
. To determine a new team member’s starting pay, we consider a variety of factors, including someone’s depth, breadth, and variety of experience, skills, and responsibilities. Depending on the role, team members may also be eligible to participate in additional compensation plans such as bonus and commission.

Why Cytora

We’re building the future of insurance and we’re doing it together. At Cytora, now an Applied Systems company, we’re driven by a shared mission to transform the industry through AI-powered solutions that deliver smarter decisions, stronger connections, and better outcomes.

We build a culture that sees you

not just your output. You’re a teammate and you matter here. We draw on the full range of our team’s backgrounds and experiences because that diversity is what makes our thinking stronger and our products better.

We believe flexibility fuels performance.

Whether remote, hybrid, or in-office, we empower our teams to work in ways that work best for them.

Here’s what you can expect when you join us:

  • Competitive salary + OTE(for applicable…
Position Requirements
10+ Years work experience
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