Director, Strategic Program Executive
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Who We Are
Insurity empowers insurance organizations to quickly capitalize on new opportunities by delivering the world’s most configurable, cloud-native, easy-to-use, and intuitively analytical insurance software. Just as importantly, we empower our people—providing the tools, support, and opportunities they need to grow and succeed.
We don’t just make bold promises—we deliver results. As the largest cloud-based software provider for the Property & Casualty market, Insurity is trusted by 22 of the top 25 P&C carriers and 7 of the top 10 wholesale brokers in the MGA space. Behind that trust is a team that delivers exceptional value and deep industry expertise.
While our technology sets us apart, it’s our people who truly make the difference. At Insurity, you’ll collaborate with some of the most creative and knowledgeable minds in insurance tech—in a culture that fosters innovation, teamwork, and continuous learning. Our award-winning onboarding experience welcomes and supports you from the moment you accept our offer.
Ready to grow your career with an industry leader? Apply today—we’re excited to welcome you. #UatInsurity
Insurity’s Next Director, Strategic Program Executive
We are seeking a Director, Strategic Program Executive as a central role supporting and expanding our relationship with one of Insurity’s major and valued clients. This is a high-visibility, client-facing, leadership role that blends strategic account management, program oversight, and consultative advisory.
As the primary executive partner for this client, you will be responsible for ensuring client success, driving retention and growth, and aligning Insurity’s solutions with the client’s business objectives. You will act as a trusted advisor, navigating complex stakeholder landscapes and ensuring that Insurity consistently delivers value.
What Our Director, Strategic Program Executive Will Do
Client & Partner Relationship Management:
- Serve as the primary point of contact and executive liaison.
- Build and maintain strong, trust-based relationships with client and internal stakeholders at all levels, including executives.
- Proactively manage client needs, expectations, and escalations to ensure long-term satisfaction and success.
Program Oversight & Advisory
- Act as a consultant to the client, providing guidance on best practices for leveraging Insurity’s software and services.
- Stay informed of key initiatives, ensuring milestones, KPIs, and SLAs are consistently communicated.
- Provide insight and leadership to resolve challenges, ensuring a seamless client experience.
Performance Monitoring and Reporting:
- Track and report on account health, revenue growth, client satisfaction, and other key metrics.
- Deliver regular business reviews to Insurity leadership and client stakeholders.
- Use data and client feedback to drive continuous improvement.
Market Insights and Competitive Analysis:
- Stay current with industry trends, competitor strategies, and evolving needs in the P&C Intermediary and Excess & Surplus (E&S) market.
- Share actionable insights with both Insurity and the client to inform strategy and innovation.
Strategic Planning & Account Growth:
- Develop and execute a strategic account plan that aligns with customer’s business goals and objectives.
- Identify new opportunities for collaboration, expansion, and innovation within the account.
- Partner cross-functionally with Sales, Product, Professional Services, Customer Success and Product Support to deliver maximum client impact.
Who We’re Looking For
- Industry Expertise: Deep knowledge of the P&C insurance market, ideally with exposure to Intermediary and/or Excess & Surplus (E&S) segments.
- Experience: 7–10 years in strategic account management, client partner, or business development roles, preferably within insurance technology or enterprise software.
- Track Record: Proven ability to manage and grow complex, high-value accounts with measurable results.
- Skills: Exceptional communication, negotiation, and presentation skills; strong executive presence.
- Strategic Mindset: Ability to align client needs with organizational solutions, identify growth opportunities, and think consultatively.
- Collaboration: Comfortable working cross-functionally across sales, product, services, and leadership teams.
- Organization: Skilled at managing multiple priorities in a fast-paced environment.
- Travel: Willingness to travel as needed for key client meetings (primarily Chicago).
Where: This role can be performed based in a Chicago, IL office with flexibility to work from home.
What’s In It For U
Work Where You Thrive
Find the work environment that supports your best—whether that’s remote, in-office, or hybrid—depending on your role and location. Our Flex First Workforce approach offers many fully remote opportunities, while some teams follow hybrid or in-office schedules to stay connected and collaborative.
Find the work environment that supports your best—whether that’s remote, in-office, or hybrid—depending on your role and location. Our Flex First Workforce approach offers many fully remote opportunities, while some teams follow hybrid or in-office schedules to stay connected and collaborative.
Take Time When You Need It
We trust our team to manage their time with our Open PTO Policy, empowering you to recharge when it matters most.
We trust our team to manage their time with our Open PTO Policy, empowering you to recharge when it matters most.
Benefits That Start on Day One
Enjoy comprehensive health coverage and employer-matched retirement savings right from your first day—because we know how important these are to you.
Enjoy comprehensive health coverage and employer-matched retirement savings right from your first day—because we know how important these are to you.
Living Our Values Every Day
Our core values are more than words on a wall—they guide how we hire, grow, and retain the very best talent.
Our core values are more than words on a wall—they guide how we hire, grow, and retain the very best talent.
Award-Winning Onboarding
From your first day to your first anniversary, our onboarding program is designed to set you up for success and help you make an immediate impact.
From your first day to your first anniversary, our onboarding program is designed to set you up for success and help you make an immediate impact.
Grow Your Career from Within
We believe in promoting from within. In fact, over 20% of our open roles are filled by internal candidates.
We believe in promoting from within. In fact, over 20% of our open roles are filled by internal candidates.
Mentorship That Matters
Our mentorship program connects you with experienced leaders who are committed to helping you grow both personally and professionally.
Our mentorship program connects you with experienced leaders who are committed to helping you grow both personally and professionally.
Stay Connected with Coffee for Two
Our unique internal networking program helps you build meaningful connections across teams and departments—one virtual coffee chat at a time.
Our unique internal networking program helps you build meaningful connections across teams and departments—one virtual coffee chat at a time.
Keep Learning, Always
Fuel your growth with full access to LinkedIn Learning and Kaplan—because continuous development is key to success.
Fuel your growth with full access to LinkedIn Learning and Kaplan—because continuous development is key to success.
Invest in Your Future—And Your Family’s
Through our partnership with the University of Arizona Global Campus, you and your family can access discounted tuition and pursue educational goals affordably.
Through our partnership with the University of Arizona Global Campus, you and your family can access discounted tuition and pursue educational goals affordably.
Earn When You Refer
Love where you work? Invite others to join us! Our Employee Referral Bonus program rewards you for bringing great people on board.
Love where you work? Invite others to join us! Our Employee Referral Bonus program rewards you for bringing great people on board.
We have five Core Values at Insurity; one of which is to Act with Integrity. Providing pay transparency helps you make the best decision for you. We continuously analyze and update our salary ranges for our roles according to market trends to not only ensure our employees are paid fairly, but also help close gender, race, and disability wage gaps. Along with the benefits listed above, the salary range for this role is $120,000 to $215,000, commensurate with experience.
Languages for Québec candidates: The knowledge of French is required for positions permanently located in Quebec. The English language is required for this position in order to communicate with clients, partners, and colleagues, who are strictly located outside of Québec. French-language training will be offered to candidates who do not have a good knowledge of French.
Insurity is proud to be an Equal Opportunity Employer
We are dedicated to creating an exceptional work environment for all our employees by extending a culture of diversity, equity, inclusion, and belonging into the very fabric of our organization. We embrace differences and diversity of identity, experience, and thought, and actively strive for inclusive behaviors across our company.
We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application and/or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.
Thank you for your interest in Insurity! Please understand that due to the volume of applicants we receive, only selected candidates will be contacted.
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