Director, People Strategy & Enablement (Remote, US)

Why Openly

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 Difference

We 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.

Welcome to your next adventure.

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, & Inclusion

We 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.

Job Details

As the Director of People Strategy and Enablement, you'll be a pivotal senior leader on our People & Culture team. Reporting directly to the VP of People and Culture, you will be the architect of a thriving, high-performance remote work environment. You will lead and mentor a talented team across People Solutions, Organizational Effectiveness, and Communications, shaping the strategies that empower our leaders, engage our employees, and drive our business objectives forward.

This isn't just a role about running People programs; it's about building the operating system for our company's culture and growth.

How You'll Make an Impact

• Shape Our Narrative: You will design and execute a multi-channel internal communications strategy that ensures every employee feels connected, informed, and aligned with our company's mission and priorities. You'll leverage modern tools, including AI, to create compelling content and measure its effectiveness.
• Build High-Performing Teams: You will act as a trusted advisor to our leadership team, helping them build more effective and cohesive units. You'll implement our leadership model and use data from engagement surveys and 360s to drive meaningful change and organizational health.
• Drive Strategic People Solutions: You will lead our HR Business Partners to translate business goals into actionable people strategies. This includes everything from strategic workforce planning and building career paths to managing employee relations and evolving our performance management frameworks.
• Champion a Thriving Remote Culture: You will spearhead key employee experience programs, including DEI initiatives and coaching, to foster a collaborative and inclusive remote-first environment.

What You'll Bring to the Table

• Extensive HR Leadership Experience: You have 7-10 years of progressive experience across organizational effectiveness, HR business partnering, and talent management, preferably within a fast-paced tech or insurtech company.
• Strategic Vision: You possess a demonstrated history of developing and implementing talent strategies from inception, effectively addressing and foreseeing the evolving needs of a growing organization.
• Masterful Stakeholder Management: You excel at building trust and influencing outcomes with partners at all levels, from individual contributors to the executive team. You are an experienced and empathetic peo