Director of TechOps

Who We Are:

Outlook Amusements is a leading e-commerce company dedicated to connecting individuals with expert guidance through our flagship brand, California Psychics. For over 30 years, we’ve empowered people to gain clarity and direction in their lives through personalized psychic readings from top-rated, professional advisors.

What We’re Looking For:

We are looking for an experienced and highly skilled Director of TechOps that will be reporting to the CTO, to oversee and manage our internal IT infrastructure, outsourced Helpdesk, DevOps operations & practices and will own the uptime and maintenance of our production, DR, and development environments. The ideal candidate will lead a team of 4 professionals, ensuring the stability, security, and efficiency of our IT operations. This role requires a strategic thinker with strong hands-on abilities, technical expertise, and a commitment to continuous improvement.

What You Will Need:

• Education: Bachelor’s degree in Computer Science, Information Technology, or a related field. Master’s degree preferred.
• Experience: 7+ years of experience in IT infrastructure, DevOps, or related fields, with at least 3 years in a leadership role overseeing cross-functional TechOps teams.
• AWS Expertise: Proven experience managing AWS services such as EC2, S3, RDS, Lambda, CloudFormation, ELB, Elastic Beanstalk, WAF, IAM, and VPC. Strong understanding of high-availability web architectures and scalable solutions in AWS.
• DevOps Tools: Advanced knowledge of CI/CD pipelines and tools like Azure Pipeline, Bitbucket, Jenkins, GitHub Actions, and AWS Code Pipeline. Experience in managing and deploying with Infrastructure as Code (IaC) tools like CloudFormation and Terraform is a must.
• IT Infrastructure: Strong knowledge of IT policies, systems administration, and networking (e.g., Active Directory, DNS, VPNs, and Firewalls). Experience developing and implementing IT governance policies and security best practices.
• Containers and Orchestration: Expertise in Docker and Kubernetes, including deploying, managing, and optimizing containerized applications and services.
• Database Administration: Hands-on experience with SQL Server and maintaining database infrastructure. Familiarity with NoSQL databases (e.g., DynamoDB) is an advantage.
• Disaster Recovery: Demonstrated success in disaster recovery planning, execution, and testing, ensuring robust business continuity strategies.
• Team Leadership: Excellent leadership and team management skills with the ability to mentor technical teams, foster collaboration, and drive results.
• Monitoring and Alerting: Experience with monitoring tools such as Datadog, CloudWatch, or similar platforms. Ability to develop and manage logging and alerting solutions.
• Communication Skills: Excellent communication and interpersonal abilities to collaborate effectively with cross-functional teams and present strategies and reports to leadership.

Bonus Points for:

• Familiarity with migrating legacy systems to modern architectures, including cloud-native or hybrid solutions.

What You Will Do:

• Leadership and Management:
  • Lead and mentor a team of IT and DevOps professionals, fostering a collaborative and innovative work environment.
  • Develop and implement strategic plans for IT infrastructure and DevOps in alignment with company goals.
  • Collaborate with the CTO and other senior leaders to drive IT initiatives and improvements.
• IT Infrastructure and Helpdesk:
  • Oversee the maintenance and enhancement of internal organizational IT infrastructure, including servers, networking, and systems.
  • Manage the IT helpdesk to ensure timely and effective resolution of technical issues for employees.
• DevOps and CI/CD:
  • Develop, implement, and manage DevOps practices to streamline the software development lifecycle.
  • Oversee the setup, configuration, and maintenance of CI/CD pipelines to ensure efficient code deployment and integration.
• Production and Development Environments:
  • Ensure the stability, security, and scalability of production and development environments.
  • Coordinate environment setup and maintenance, including server and infrastructure management.
• Systems Monitoring and Uptime:
  • Implement and manage systems monitoring solutions to ensure high availability and performance of IT systems.
  • Proactively identify and address potential issues to minimize downtime.
  • Own and manage incident response processes and procedures and handling, using cross functional teams, to meet uptime goals.
• Security and Compliance:
  • Implement, manage, and enforce security policies and procedures to protect the company’s IT infrastructure and data.
  • Ensure compliance with industry standards and regulatory requirements for IT security.
  • Oversee security audits, vulnerability assessments, and penetration testing.
  • Collaborate with teams to integrate security best practices into DevOps processes (DevSecOps).
• Software Licensing and Procurement:
  • Manage the procurement and renewal of software licenses, ensuring compliance with licensing agreements.
  • Optimize software licensing costs and usage.
• Disaster Recovery:
  • Develop and maintain disaster recovery plans to ensure business continuity in case of IT system failures or data loss.
  • Regularly test and update disaster recovery procedures.

What You Get:

At Outlook Amusements, we foster a collaborative and supportive virtual environment where your success is our success. From day one, you'll feel welcomed by a team that’s deeply committed to helping you thrive. We take business seriously, focus on delivering exceptional service to our customers, and make room for fun along the way!

The starting annual base pay for this position is $150,000 - $190,000 per year. The actual base pay offered may vary based on candidate’s job-related knowledge, skills, experience, and geographic location.

In addition to the base pay, this position may be eligible for a discretionary annual bonus as part of the compensation package.

Outlook Amusements offers a robust benefits package including company subsidized Medical, Dental, and Vision plans, 401K with an employer match, Life Insurance, Paid Time Off and more!

Outlook Amusements Inc. is an Equal Opportunity Employer. We do not discriminate on the basis of race, color, religion, sex, national origin, age, disability, sexual orientation, or any other characteristic protected by applicable state or federal civil rights laws.