Senior IT Specialist

Pumpkin promises uncompromising care to the cats & dogs we love unconditionally. By helping prevent future health risks and ensuring access to gold-standard veterinary medicine and individualized support when it matters most–we aim to enable $1/2B in life-extending and life-saving treatment over the next five years.

How we’re making this happen:

Premium Insurance: Best-in-class coverage to enable the best, most advanced treatments and therapies when it matters most – without compromise

Innovative Wellness Plans: Personalized preventive care products designed with vets to prevent, reduce, and detect health risks earlier to extend quality of life

5-Star Experience: Concierge service & experience powered by pet experts and industry-leading technology to make decisions and providing care stress-free & frictionless

Mission-Driven Culture: We put pets' best interests at the center of everything we do. We dream big and solve big problems. We embrace speed, agility, and fearlessness to jump the highest fences, dig new and bigger holes, and fight for the toys we believe in.

Pumpkin is looking for a highly skilled Senior IT Specialist to lead and manage our day-to-day IT operations, with a focus on ensuring the efficiency and security of our Apple-centric environment. In this role, you will oversee device management, support InfoSec initiatives, and drive SaaS and SSO integrations that are critical to the organization’s success. As the primary liaison for external vendors and internal teams, you will play a key role in maintaining our infrastructure, supporting employees, and implementing IT projects. Your expertise will have a direct and lasting impact on the productivity, security, and growth of Pumpkin, and enable us to significantly improve the lives of pets, their owners, and veterinarians!

This will be a hybrid position, with a minimum requirement of 3 days a week in the Columbus, OH office. Some travel will be required (~5%).

• Oversee all employee hardware management, including onboarding, offboarding, patch updates & security configurations, via a Mobile Device Management (MDM) System.
• Lead the integration and migration of SaaS applications, with an emphasis on SSO or Google OAuth implementation and alignment with security standards.
• Train and support employees across multiple locations on business applications and security practices, ensuring clear communication and understanding.
• Manage relationships with external vendors and service providers, ensuring SLA compliance and continuous improvement of MSP performance.
• Resolve Tier 2/3 IT support issues, including advanced troubleshooting, network configurations, and complex SaaS integrations.
• Manage and execute IT projects, such as office maintenance and software migrations, ensuring timely completion and effective delivery.

• 5+ years of experience in IT operations, with a focus on managing Apple (MacOS/iOS) and GSuite ecosystems.
• Expertise in managing MDM solutions (e.g., Mosyle, Jamf) for corporate environments
• Strong background in security and compliance, including experience with SEIM tools, SaaS integrations, and security protocols like SSO and MFA.
• Proven ability to manage vendor relationships and contractors, ensuring compliance with service-level agreements (SLAs) and optimizing performance.
• Experience with IT project management, including leading office moves, system migrations, and network upgrades.
• Effective communication skills, with the ability to proactively report on IT blockers, risks, and progress to management, ensuring transparency and alignment with business objectives.
• Strong soft skills like problem-solving and collaboration, especially in fast-paced environments where cross-functional teamwork and employee support are critical.

• Familiarity with cloud-based infrastructure (e.g., AWS) and cloud security practices, which will enhance the company’s tech stack and improve IT operations.
• Experience with automation tools (e.g., scripting, AppleScript, or PowerShell) to streamline IT processes, improve efficiencies, and reduce manual interventions.
• Solid understanding of Microsoft technologies to bridge Apple environments with cross-platform needs.

Benefits and Perks:

Comprehensive contributions to medical, dental and vision for colleagues and dependents.

Generous PTO and Paid Holidays

401k with company match.

The opportunity to join a team where every team member has the autonomy and support they need to boss their role and make empowered decisions.

Pet Friendly Offices, Stocked Kitchens, Team Workouts, Team Outings and much more!

Pumpkin's Core Values:

Pets Come First: Put what’s best for pets at the center of everything we do

Trust the Pack: Help families make empowered pet care decisions

Jump Fences: If there’s a will, there’s always a way over them

Share Toys: Be generous with our gifts and amazing things will happen

Dig New Holes: Challenge conventions to create the future of pet health care

Pumpkin is proud to be an affirmative action and equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, protected veteran status, or any other characteristic protected by federal, state or local laws.