Director, DevOps, Security, and IT

AgentSync

Quinte West

On-site

CAD 332,000 - 353,000

Full time

14 days+
Application generator

Turn this role into an interview — a resume and cover letter built around what this employer wants.

Get past ATS filters

Benefits offered by this job

Health Benefits
401(k) retirement savings plan
HSA employer contributions
Flexible PTO
12 paid holidays per year
12 weeks parental leave w/generous

Job summary

AgentSync is looking for a Director of DevOps, Security and IT to lead cloud infrastructure, security program, and IT foundations. You will set strategy, grow a high-performing team, and partner with Engineering, Product, Legal, and business leaders to deliver reliable, secure platforms.

Responsibilities include roadmapping, cost optimization, incident readiness, SOC 2 readiness, AI enablement, and vendor management across cloud, security, and IT domains.

Qualifications

  • Experience leading DevOps, security, and IT teams in startup or high-growth SaaS.
  • Hands-on production AWS experience with IaC and container platforms.
  • Proven track record delivering security programs and SOC 2 readiness.
  • Experience with budgeting and vendor management.

Responsibilities

  • Set strategy, roadmap, and goals for DevOps, Security, IT.
  • Hire, coach, and develop engineers; drive accountability.
  • Own AWS infra reliability, scalability, and cost efficiency.
  • Improve CI/CD and self-service for developers.
  • Lead incident response and disaster recovery readiness.
  • Oversee security program across cloud, identity, endpoints.
  • Lead AI enablement across Engineering and business teams.
  • Manage budgets and vendor relationships.

Skills

Leadership experience
Cloud infrastructure
Terraform / IaC
CI/CD pipelines
SOC 2 readiness
IT operations
AI enablement tools
Vendor management

Tools

Terraform
ECS / EKS
Kubernetes
IAM
Cost optimization tools

Job description

Overview

As the Director of DevOps, Security and IT, you will lead the teams that keep AgentSync running — the cloud infrastructure and delivery pipelines our product ships on, the security program that protects our customers’ data, and the identity, endpoint, and SaaS foundations every employee depends on. You will set the strategy and own the outcomes across all three functions in a fast-moving startup environment. You’ll grow and develop a team of engineers, partner closely with Engineering, Product, Legal, and the business, and set the standard for what reliable, secure, well-run infrastructure looks like at AgentSync.

What You’ll Do
  • Set the strategy, roadmap, and measurable goals for DevOps, Security, IT Operations, and AI enablement. Prioritize investments against business needs, risk, and team capacity, and communicate progress to leadership.
  • Lead, hire, and develop DevOps, Security, and IT engineers. Set clear expectations, coach for growth, and build a culture of accountability, service, and continuous improvement.
  • Own the reliability, scalability, and cost efficiency of our AWS infrastructure, including infrastructure as code, container platforms, networking, and capacity planning.
  • Improve CI/CD and developer self-service to help teams deliver software safely and quickly. Establish consistent testing, release, and rollback practices, and measure delivery performance.
  • Establish service-level objectives, observability, and sustainable on-call practices. Lead incident response and post-incident improvements, and validate backup, disaster recovery, and business continuity plans.
  • Own the security program across cloud infrastructure, identity, endpoints, and the software development lifecycle. Prioritize vulnerability remediation, patching, data loss prevention, threat detection, and response based on risk.
  • Lead SOC 2 readiness and customer security reviews with Legal and Compliance. Maintain effective controls and audit evidence, assess third-party risks, and drive remediation to completion.
  • Own IT service delivery, including employee onboarding and offboarding, identity and access management, device management, SaaS administration, and support. Improve service quality while enforcing least-privilege access and endpoint security.
  • Drive automation across infrastructure, security, and IT to reduce manual work, improve consistency, and free teams to focus on higher-value problems.
  • Lead AI enablement across Engineering and business teams. Identify valuable use cases, evaluate tools, run pilots, and scale AI coding assistants, knowledge tools, and workflow automation with clear owners and success criteria.
  • Partner with Legal, Compliance, and business leaders to establish AI usage policies and approval standards covering sensitive data, vendor data handling, access controls, and human review. Ensure AI integrations and agents have appropriate permissions, logging, and oversight.
  • Own infrastructure, security, IT, and AI tooling budgets and vendor relationships. Forecast spend, negotiate contracts, and manage licensing and utilization to align investment with business value.
  • Partner with Engineering, Product, Legal, and business teams to resolve dependencies and explain technical tradeoffs. Represent infrastructure and security practices in customer conversations and turn recurring needs into roadmap priorities.
What You’ll Bring
  • Significant experience leading DevOps, platform, infrastructure, security, or IT teams, with direct people management and responsibility spanning multiple functions. Experience in a startup or high-growth SaaS environment is strongly preferred.
  • Deep hands-on experience operating production AWS infrastructure, including Terraform or comparable infrastructure as code, ECS and EKS/Kubernetes, networking, identity and access management, and cloud cost optimization.
  • Experience owning CI/CD, developer platforms, observability, and service reliability for a SaaS product, including service-level objectives, on-call operations, incident management, and disaster recovery.
  • Experience building or leading a security program covering vulnerability management, cloud and identity security, endpoint protection, secure development, and incident response. Ability to prioritize controls and remediation based on business risk.
  • Strong working knowledge of SOC 2, with experience leading audit readiness, maintaining control evidence, and responding to customer security questionnaires and third-party reviews.
  • Experience leading IT operations, including identity lifecycle management, SSO and MFA, endpoint management, SaaS administration, employee support, and automated onboarding and offboarding.
  • Demonstrated experience evaluating, deploying, and driving adoption of generative AI tools across teams, such as coding assistants, enterprise knowledge tools, or AI-enabled workflows, with measurable improvements in productivity or service quality.
  • Practical experience integrating large language model APIs or AI automation platforms with existing systems. Ability to assess output quality, reliability, cost, and failure modes, and design appropriate human review and operational monitoring.
  • Experience establishing or implementing AI governance and security controls, including acceptable use, sensitive data protection, vendor data retention and training practices, and permissions for integrations or agents.
  • Experience delivering employee training and change management for new tools or processes, including gathering feedback and measuring adoption and business outcomes.
  • Experience owning budgets, forecasting cloud and SaaS spend, and negotiating vendor contracts while balancing cost, reliability, security, and employee needs.
  • A track record of hiring, mentoring, and developing engineers, setting priorities in ambiguous situations, and delivering cross-functional initiatives with clear ownership and measurable results.
  • Strong technical judgment and problem-solving skills, with the ability to move between strategy and hands-on troubleshooting. Clear written and verbal communication with executives, customers, and non-technical teams.
Location

Our ideal candidate will live within 25 miles of our office in Denver, CO. Other states we’re able to consider candidates in CA, CO, CT, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NY, OR, TN, TX, UT, and WA. We are not hiring or able to consider candidates in the New York metro, Seattle metro, or Bay Area.

Total Compensation

$235K-$250K base salary

Quarterly company bonus program

Equity in the form of stock options

Health Benefits

Medical - Multiple Cigna plans to choose from, with up to 100% employer paid premiums for you and up to 80% for your dependents

Dental - Multiple Cigna plans with up to 80% employer paid premiums for you and your dependents

Vision - 80% paid premium plan for you and your dependents

Employee Assistance Plan, Life & AD&D Insurance

Financial Benefits

401(k) retirement savings plan

HSA employer contributions

Other Benefits

Flexible PTO

12 paid holidays per year

12 weeks parental leave w/generous return to work stipend

Candidates: AgentSync Recruiting & Talent teams will only communicate with you using @agentsync.io email addresses.

We are not able to consider candidates who require a work visa now or in the future.

E-Verify: AgentSync participates in the federal E-Verify program. As required, we will verify the identity and employment eligibility of all newly hired employees through E-Verify.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Mid Market Account Executive
Mid Market Account Executive

AgentSync • Quinte West

Hybrid
CAD 100,000 - 110,000
Medical insurance
Dental insurance
Vision insurance
+4
Staff FullStack Engineer, Secures AI
Staff FullStack Engineer, Secures AI

Okta • Toronto

Hybrid
CAD 160,000 - 220,000
Health, dental, and vision insurance
RRSP with match
Paid leave
Sr. Product Manager - Agentic Security
Sr. Product Manager - Agentic Security

Okta • Toronto

On-site
CAD 146,000 - 218,000
Staff Software Engineer, Essentials (Calgary)
Staff Software Engineer, Essentials (Calgary)

Appletreeatl • Calgary

On-site
CAD 180,000 - 200,000
Remote-First workplace
Competitive pay
Equity option
Manager, Engineering, SecureAI
Manager, Engineering, SecureAI

Okta • Toronto

Hybrid
CAD 168,000 - 231,000
Health insurance
Dental coverage
Vision insurance
+2
Principal Software Engineer, Privileged Access Management
Principal Software Engineer, Privileged Access Management

Saviynt • Vancouver

On-site
CAD 225,384 - 352,162
Discretionary bonus plan
Competitive total rewards
Software Engineer, Applied AI/Product
Software Engineer, Applied AI/Product

Indigo • Toronto

On-site
CAD 167,000 - 250,000
Medical insurance
Dental and vision insurance
Unlimited PTO
+4
Software Development Engineer (Agent Factory)
Software Development Engineer (Agent Factory)

Workday, Inc. • Vancouver

On-site
CAD 112,000 - 168,000
Visa sponsorship
Relocation assistance
Staff Fullstack Engineer - AI Acceleration
Staff Fullstack Engineer - AI Acceleration

Okta • Toronto

On-site
CAD 160,000 - 220,000
Equity
Bonus
Health, dental and vision insurance
+4
Senior Software Engineer
Senior Software Engineer

BuildOps, Inc. • Toronto

Hybrid
CAD 209,000 - 278,000
Equity grant
Benefits package
Flexible PTO