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Vice President of Information Technology

May 23, 2026

Join a team that is redefining what a benefits company can be. At our companies, we deliver innovative ancillary benefits solutions (dental, vision, flex and more) to employers and individuals. Our mission is simple: make it easier for people to live healthier lives. We don’t just talk about putting people first. We prove it. Our service center ranks in the top 10% nationally, we’ve been recognized as a Best Place to Work, and we’ve been named one of the Healthiest 100 Workplaces in America four consecutive years. We move fast, think boldly and hold ourselves to a higher standard. We also invest in our people and foster a culture where your ideas are heard and your impact is real. If you want to do meaningful work with a team that delivers results and enjoys the journey along the way, we want to hear from you. Position Summary:We are seeking a Vice President of IT to lead enterprise technology, strategy and execution during a period of significant growth and transformation.This role reports to the Chief Financial Officer and carries full responsibility for technology, including platform development, infrastructure, cybersecurity, data strategy, and vendor management. You will lead a multi-year transformation that includes:<ul><li>Building new insurance platforms, products and digital experiences</li><li>Leveraging AI and automation to modernize operations and enhance service delivery</li><li>Migrating legacy systems to modern architecture</li><li>Establishing a scalable data and analytics foundation</li><li>Strengthening cybersecurity and compliance across the enterprise</li></ul>This is a highly visible role with direct impact on company growth, product expansion, and long-term scalability. Responsibilities:Strategy & Transformation<ul><li>Define and execute the enterprise technology roadmap aligned with business growth</li><li>Lead build vs. buy decisions across core platforms and systems</li><li>Partner with executive leadership to drive innovation, scalability, and competitive positioning</li><li>Define and lead the enterprise AI strategy, embedding automation, machine learning, and generative AI capabilities to improve efficiency, service quality, and decision-making across the organization</li></ul>Platforms, Security & Data<ul><li>Oversee development of insurance administration systems, portals, and digital experiences</li><li>Lead migration of legacy platforms to modern architecture</li><li>Serve as Security Officer, owning enterprise security, compliance, and audit programs (HIPAA, SOC, NIST and related frameworks)</li><li>Build and scale a modern data warehouse, reporting ecosystem, and governance framework</li><li>Deploy AI and automation across the enterprise to drive measurable efficiency and experience improvements.</li></ul>Vendors & Infrastructure<ul><li>Lead all external technology partnerships and development vendors with clear accountability to scope, timelines, and quality</li><li>Oversee enterprise infrastructure, systems performance, and reliability</li><li>Manage IT budgets, forecasting, and cost optimization across maintenance and capital expenditures</li></ul>Leadership<ul><li>Build and lead a high-performing IT organization aligned to current and future needs</li><li>Develop talent, close capability gaps, and create a culture of accountability and continuous improvement</li><li>Serve as a key partner across all business functions, translating technology into business impact</li></ul> Qualifications:Required<ul><li>10+ years of IT leadership experience, including senior/executive roles</li><li>Experience leading large-scale technology transformation or platform builds</li><li>Background in insurance, benefits administration, financial services, healthcare or another regulated industry</li><li>Strong experience with managing vendor-led development environments and holding partners accountable</li><li>Technical fluency across modern architecture (.NET, cloud, APIs, data platforms)</li><li>Proven leadership in cybersecurity, regulatory compliance and audit management</li><li>Experience implementing AI, automation, or advanced analytics solutions that drive measurable business outcomes</li></ul>Preferred<ul><li>Experience in insurance products, TPA or benefits administration environments</li><li>Background with legacy system modernization (e.g., AS400/RPG to .NET)</li><li>Experience building data platforms and analytics capabilities from the ground up</li><li>Experience developing and executing an enterprise AI strategy, including vendor evaluation and use case prioritization in regulated environments</li></ul> How We Take Care of Our People:“You” time: we offer paid vacation, sick time, holidays, floating holiday, your birthday off with pay, and paid volunteer time for you to give back to a non-profit of your choice.Top-notch health benefits: we offer best in class health, dental, vision, and supplemental plans.Competitive compensation package that includes an annual bonus and merit increase.401(k) plan with company match and additional contribution for those who are eligible.SupportLinc-24/7 365 Employee Assistance and Wellness program for you and everyone in your household.Career growth: Education/tuition assistance, corporate memberships, seminars, lunch and learns, etc.Named the top 2022, 2023, 2024, and 2025 Healthiest 100 Workplaces in America: Gym membership benefits. The Culture and Wellness Committees plan various fitness and healthy habits challenges, cooking demonstrations, mental health seminars, social and volunteer engagement opportunities, and more. Delta Dental of Kansas Has Been Recognized Nationally and Locally As:Named National Best Places to Work by Best Companies Group in 2023Named Best Company to Work for by Ingram’s Magazine in 2023Named the top 2022 Healthiest Employer by the Kansas City Business Journal in our company size category.Named a Best Place to Work by the Wichita Business Journal 2021 and 2022.Nationally selected as Best Places to Work in Insurance in 2021 and 2022Company of the Year for Insurance by the American Business Awards (Gold Award).2021 Innovation Award by the Wichita Business JournalHealthy Workplace Gold Award for excellence in employee engagement and community service2021 AM Best “Excellent” rating among over 16,000 insurance companies for business management, innovation, operating performance, and risk management. Total Comp Range $200k - $280k annually Delta Dental of Kansas is an equal opportunity employer.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...