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Openly

Senior IT Support Specialist (Remote, US)

Posted 9 Days Ago
Easy Apply
Remote
Hiring Remotely in United States
Senior level
Easy Apply
Remote
Hiring Remotely in United States
Senior level
The Senior IT Support Specialist will manage applications, troubleshoot complex technical issues, and provide exceptional customer service. Responsibilities include user management, security configurations, and collaborating on technical discussions and best practices. The role requires proficiency in MDM for macOS and Windows, Google Workspace, and scripting for automation.
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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 Openly. Here’s why:

  • Established success, rapid expansion. Openly thrives in 24 states, powered by thousands of satisfied independent agents and policyholders, and continues to expand its reach across the country.
  • Strategic growth backed by leaders in 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.
  • Help shape Openly’s future. With a strong foundation, Openly offers unparalleled opportunities to directly influence our trajectory and make a significant impact as we continue to scale and revolutionize the insurance industry.

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 seeking a highly motivated and skilled Sr IT Specialist to join our dynamic IT team. The ideal candidate should possess 5+ years of experience in IT roles, with a strong knack for troubleshooting technical issues and exceptional customer service skills. The role requires a proactive individual who excels at time management and can work effectively both independently and as part of a team.

Key Responsibilities:

  • Administer and manage our applications, including user management, security configurations, application settings, and integrations.
  • Collaborate with IT Leadership to define and implement best practices, standards, and policies around all applications company-wide.
  • Design and implement integrations, workflows and automations to streamline processes, improve efficiency, and enhance user experience within our technology stack
  • Provide subject matter expertise, mentorship, and support to individuals on your team.
  • Provide technical support on escalated, complex issues for end users, addressing hardware, software, and network issues promptly and effectively.
  • Collaborate with team members and other departments to escalate complex issues to higher level support or appropriate personnel.
  • Deliver exceptional customer service by effectively communicating technical solutions in a clear and understandable manner to nontechnical users.
  • Contribute to the development and improvement of IT processes and procedures to enhance overall efficiency and effectiveness.
  • Collaborate on technical discussions with your team.
  • Contribute to important architectural and technical decisions
  • Prioritize and manage tasks effectively to meet established service level agreements (SLAs) and project deadlines.
  • Provide support to both macOS and Windows environments.

Requirements: 

  • Extensive IT Experience: 5+ years of proven technical experience in IT, with a strong foundation in hardware, software, and network troubleshooting.
  • MDM & OS Proficiency: Expertise in Mobile Device Management (MDM) for macOS and Windows, coupled with deep knowledge of both operating systems.
  • Google Workspace & Okta Expertise: Proficient in Google Workspace applications and Okta, demonstrating ability to manage and support core business tools.
  • Automation & Scripting Skills: Knowledge of automation and scripting, including Python or no-code solutions, for efficient problem-solving and process improvement.
  • Customer-Focused Problem Solver: Excellent customer service and communication skills, combined with strong problem-solving abilities and experience with ticketing systems.
  • Location [Remote]: EST or CST with the ability to work EST hours.

#LI-CB1

#LI-AH1

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

$77,520$109,012.50 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

$63,960$121,125 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.

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