Senior Delivery Manager

Socket.dev; Toronto; Hybrid; CAD 130,000 - 140,000; Full time

Benefits offered by this job

Flexible working options

Professional development budget

Annual company retreats

Remote/Hybrid options

Job summary

Senior Delivery Manager at Cytora (Applied Systems) leads the Customer Success Team within the US Delivery group, focusing on AI-enabled insurance outcomes. You’ll coach teams, optimize delivery momentum, and align planning with post-launch benefits realization while collaborating with Customer Success and Product Lead for continuous improvement.

You’ll partner with stakeholders at all levels, drive agile capabilities, and manage a small team including a business analyst and a Customer Engineer

Qualifications

• Proven experience in Agile project management.
• Excellent problem-solving and critical-thinking skills.
• Track record of managing multiple projects simultaneously.
• Effective collaboration with stakeholders at all levels.
• Strong understanding of technology and its applications, especially in AI/Data Science products.

Responsibilities

• Champions Agile and Lean practices, coaches teams.
• Communicates across technical and non-technical boundaries to build trust.
• Optimizes team flow and agile capabilities.
• Leads continual planning including post-launch support and benefits realization.
• Manages team dynamics and connects day-to-day work with product vision.
• Works with Customer Success and Product Lead for continuous improvement.
• Manages a business analyst and a Customer Engineer.

Skills

Agile PM

Stakeholder collaboration

Problem solving

Multi-project management

AI/Data Science understanding

Adaptability

Communication

Job description

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.

The Role at a Glance

Role: Senior Delivery Manager

Team: US Delivery

Location: [ Toronto / 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 Senior 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:

• 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 roles)

• Flexible working and remote options

• Professional development budget & conference access

• Annual company retreats

• A mission‑driven culture that puts people first

Learn more about the people behind our products at https://www.cytora.com/about-careers.

Your Security Matters: Our candidates’ personal information and online safety are top of mind. Applied communicates with candidates only via a secure @cytora.com / @appliedsystems.com email address or through our official careers portal. Recruiters will never request payments or ask for financial account or sensitive personal information like Social Security numbers.

AI Utilization

We leverage AI tools to streamline parts of our recruitment workflow (such as resume parsing and interview scheduling). However, candidate screening, interviews, and final decisions are always conducted by real humans.

EEO Statement

Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don’t discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sex, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law.