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.
The Openly DifferenceWe created Openly because we saw an evident gap in the market for premium insurance made simple. Consumers deserve more complete coverage at competitive prices.
- The Price Difference: Using cutting-edge data and technology, we provide you with customizable, competitive prices to protect your most valuable assets.
- The Policy Difference: Coverages are truly customizable to meet your individual protection needs, for both standard coverages and optional add-ons.
- The Experience Difference: From tailored claims handling to highly responsive customer service, we are focused on making the home insurance purchasing process a better overall experience.
At Openly, our people are just as important as our product. For us, collaboration, communication, and work-life balance are more than nice-to-haves— they’re the must-haves that make us who we are. We believe a great company is the result of a shared set of values, so we look for these qualities in every candidate we hire.
- Integrity
- Empathy
- Teamwork
- Curiosity
- Urgency
We've designed our hiring process with you, the candidate, in mind. At every step, you have the chance to present your strengths and learn more about what makes Openly a great place to work.
We're committed to Diversity, Equity, & InclusionWe embrace individuality and believe diverse teams are winning teams. Our commitment to inclusion across race, gender, age, religion, identity, and experience drives us forward every day.
We are looking for a proactive IT Operations Engineer II to oversee and optimize our IT environment. As an IT Operations Engineer II, you will be a key driver in optimizing our entire IT ecosystem. With a high degree of ownership, you will not only administer our core technologies but also lead projects, improve processes, and become a subject matter expert in our technology stack. You will be responsible for owning independent IT projects from technical design through to launch, ensuring our IT systems are scalable, secure, and efficient.
This position is ideal for a proactive problem-solver who can balance independent work with collaborative guidance and effectively mentor junior team members.
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 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.
- Education: A Bachelor's degree in Information Technology, Computer Science, or a related field, or relevant certifications.
- Experience: 4-6 years of experience in IT Engineering, Systems Administration, DevOps, or a related role.
- Advanced proficiency with Okta, Google Workspace, Jira, and other SaaS applications.
- Proficient in Python or similar languages (e.g., Bash, Javascript).
- Experience with Terraform or other infrastructure-as-code frameworks.
- Experience with version control systems (Github, Git, etc.)
- Experience with public cloud infrastructure (e.g. GCP, AWS)
- Ability to build applications and tools that provide and/or use APIs
- Ability to troubleshoot complex technical issues across a variety of systems and platforms.
- Strategic Thinking: Oftentimes thinks about team practices and processes and discusses improvements with the team.
- Effective Communication: Communicates effectively, clearly, concisely in written and verbal form. Does so both with the team and others in the company, taking the audience into account. Actively listens to others and ensures they are understood. Pays attention to nonverbal communication.
- Innovation: Identifies opportunities for internal process improvement. Communicates and implements innovative solutions in collaboration with IT leadership. Participates in the evaluation and integration of new IT tools and technologies.
- Dealing with Ambiguity: Handles and communicates to leadership any risk, change, and uncertainty within their personal scope of work effectively.
- Architecture: Provides recommendations on systems designed for future scaling. Collaborates in architectural discussions with IT Leadership. Plans for potential 2nd order problems. Collaborates in monitoring work on their team based on the organization's observability philosophy.
- Mentorship: Mentors their teammates in an open, respectful, flexible, empathetic manner. Seeks out mentoring opportunities specifically to create team redundancy and backfill ability.
#LI-CB
Compensation & Benefits:
Below is 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.
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.
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
- 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.
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What We Do
Openly is proud to offer innovative, comprehensive homeowners insurance, wrapped in modern convenience. We arm agents with the tools necessary to serve up a world class customer experience.
Why Work With Us
As a diverse and inclusive team, we honor our legal and ethical obligation -regardless of who's watching- as we strive to understand others' perspectives. We're always asking questions so we can make a positive impact and solve problems efficiently. Breaking industry barriers and setting new standards requires comfort in ambiguity. #OpenlyLife
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Openly Offices
Remote Workspace
Employees work remotely.
