IT Operations Engineer II (Remote, US)

                                             

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Openly is rebuilding insurance from the ground up. We are re-envisioning and enhancing every aspect of the customer experience.  Doing this requires a rapidly growing team of exceptional, curious, empathetic people with a wide range of skill sets, spanning technology, data science, product, marketing, sales, service, claims handling, finance, etc.

Now is the perfect time to join the journey. Here’s why

• It’s working. We’re in multiple states and on our way to operating countrywide.  We have thousands of agents selling our product and millions of dollars of annual customer premiums.
• We’re well-positioned for continued growth and innovation. Openly is supported by some of the world’s leading investors, including Google’s “Gradient” AI-focused fund, Allianz X, Eden Global Partners, Advance Venture Partners, Obvious Ventures, Clocktower Technology Ventures, and Point Judith Capital.
• It’s not too late! Despite this traction and stability, we’re still early enough in the journey that there’s time to make a real difference during Openly’s formative period.

If you’d like to understand more about Openly’s mission, consider checking out this video (https://vimeo.com/267654520) from a company pitch we gave several years ago at Techstars. 

Job Details 

We are looking for a proactive IT Operations Engineer II to oversee and optimize our IT environment, with a strong emphasis on automation, user management, security configurations, and tool integrations. You will collaborate with IT leadership to design, implement, and maintain effective workflows across various platforms, including Okta, Google Workspace, Slack, Zoom, Jira, and Notion. 

As a level II engineer, you will take on more complex projects, mentor junior team members, and help drive strategic improvements within IT Operations. Your contributions will enable a secure, efficient, and scalable environment that supports our organization’s growth.

Key Responsibilities 

• Administer and manage our IT applications (e.g., Okta, Google Workspace, Slack, Zoom, Jira, Notion) to ensure secure configurations and efficient user access.
• Design and implement integrations, workflows, and automations to streamline processes and improve efficiency.
• Utilize Python, or no code solutions to automate repetitive tasks. 
• Utilize Terraform to administer Openly’s IT Infrastructure.
• Collaborate with cross-functional teams to identify opportunities for automation and process improvement.
• Configure Jira projects, custom fields, permissions, and workflows to align with evolving business requirements.
• Maintain access controls, enforce security policies, and ensure data integrity within our technology stack.
• Collaborate with IT leadership to define project requirements, scope, timelines, and success metrics.
• Lead and coordinate medium-to-large IT projects, leveraging project management methodologies and tools.
• Mentor junior IT team members, sharing best practices and fostering a culture of continuous learning.
• Document and maintain clear, comprehensive guidelines and procedures of our environment.
• Participate in IT support escalations, addressing complex end-user issues and providing advanced troubleshooting.
• Proactively identify potential issues, implement monitoring solutions, and coordinate preventive actions.
• Maintain effective communication with stakeholders regarding incident status, impact, and resolution progress.
• Monitor application performance, troubleshoot issues, and implement enhancements to maintain high availability and optimal user experience.

 

Requirements

• Experienced IT Professional: 4-6 years of hands-on IT experience, with a Bachelor's degree in a related field or equivalent experience.
• Core Systems & Cloud Proficiency: Expertise in Okta, Google Workspace, and public cloud infrastructure (GCP, AWS).
• Strong Scripting & Automation: Proficient in Python (or similar) scripting and infrastructure-as-code tools like Terraform.
• API & Problem-Solving Skills: Ability to build applications using APIs and adept at troubleshooting complex technical issues.
• Effective Communication & Adaptability: Excellent communication skills and the ability to adapt to changing requirements in a fast-paced environment.

#LI-CB

Compensation & Benefits: 

The target salary range represents the budgeted salary range for this position.  Actual compensation for this position will be determined based on the successful candidate's experience and skills. We are committed to providing a compensation package that not only reflects the responsibilities and requirements of the role, but also the unique expertise that the chosen candidate will bring to our team.

Target Salary Range$95,840—$134,775 USD

The full salary range shows the min to max salary range for this position.  Actual compensation will be commensurate with experience and qualifications and determined based on various factors including the candidate's qualifications, skills, and experience.

Full Salary Range$89,850—$149,750 USD

Benefits & Perks

• Remote-First Culture - We supported #remotelife long before it was a given. We'll keep promoting it.
• Competitive Salary & Equity
• Comprehensive Medical, Dental, and Vision Plan Offerings
• Life and disability coverage including voluntary options
• Competitive PTO - 20 days and 11 paid holidays (including floating holidays)  per year under the Company’s vacation and holiday policies.
• Parental Leave - up to 8 weeks (320 hours) of paid parental leave based on meeting eligibility requirements
  (Birthing parents may be eligible for additional leave through STD)
• 401K Company Contribution - Openly contributes 3% of the employee's gross income, even if the employee does not contribute.
• Work-from-home stipend - We provide a $1,500 allowance to spend on setting up your home workplace
• Annual Professional Development Fund: Each employee has $2,000 in professional development (PD) funds to spend on activities or resources annually. We want each Openly employee to achieve personal and professional success and to feel supported, confident, and informed about improving their efficiency and productivity.
• Be Well Program - Employees receive $50 per month to use towards your overall well-being
• Paid Volunteer Service Hours
• Referral Program and Reward

Depending on position, Employees generally are eligible for cash incentive compensation, including commissions for sales eligible roles. In all cases, eligibility for compensation and benefits is subject to applicable plan and policy terms in effect from time to time.

U.S. Citizens, Green Card Holders, and those authorized to work in the U.S. for any employer and currently residing in the US will be considered.

Openly is committed to equal employment opportunity and non-discrimination for all employees and qualified applicants without regard to a person's race, color, sex, gender identity or expression, age, religion, national origin, ancestry, ethnicity, disability, veteran status, genetic information, sexual orientation, marital status, or any characteristic protected under applicable law. Openly is an E-Verify Employer in the United States. Openly will make reasonable accommodations for qualified individuals with known disabilities under applicable law.

 

We strive to provide an exceptional applicant and candidate journey when you engage with us. In an effort to respond to applicants in a timely manner, we leverage AI to organize applications and resumes based on required and applicable skills and experience. To allow our applicants to drive their initial interview experience with us, we may leverage an AI-supported scheduling tool so you can choose when to meet with our team. While AI assists with efficiency, all hiring decisions are made by our team members. Rest assured, your data is protected according to privacy laws and company policies. Contact our recruitment team with any questions about our AI-assisted hiring process.