Senior Manager, Strategic Initiatives

About Openly

Openly is rebuilding insurance from the ground up. The company is re-envisioning and enhancing every aspect of the customer experience in the insurance industry. This mission requires a rapidly growing team of exceptional, curious, and empathetic people with diverse skill sets spanning technology, data science, product, marketing, sales, service, claims handling, and finance.

Openly was founded to address a clear market gap: consumers deserve premium insurance made simple, with complete coverage at competitive prices. The company leverages cutting-edge data and technology to deliver customizable policies and competitive pricing while maintaining a focus on exceptional customer service and claims handling.

The Role: Senior Manager, Strategic Initiatives

As Senior Manager of Strategic Initiatives at Openly, you will drive forward-thinking strategies that accelerate company growth and operational excellence. This is a leadership position ideal for a strategic thinker who thrives in a fast-paced, innovative environment and wants to make a tangible impact on a transformative insurance technology company.

In this role, you will be responsible for identifying, evaluating, and executing strategic initiatives that align with Openly's vision of modernizing the insurance landscape. You will collaborate across departments—from product and engineering to marketing and customer service—to develop and implement initiatives that drive measurable business results.

Key Responsibilities

• Lead the identification and evaluation of strategic opportunities that support company growth and competitive differentiation
• Develop comprehensive business cases and implementation roadmaps for approved initiatives
• Oversee cross-functional project teams to ensure successful execution of strategic projects
• Monitor key performance indicators and adjust strategies based on market conditions and company priorities
• Partner with senior leadership to align initiatives with overall company objectives and resource constraints
• Drive innovation by exploring emerging technologies, market trends, and business models relevant to insurance technology
• Communicate progress, insights, and recommendations to executive leadership and stakeholders

What We're Looking For

• 7+ years of experience in strategic planning, business development, operations, or consulting roles
• Proven track record of successfully identifying, planning, and executing business initiatives
• Strong analytical and problem-solving skills with ability to synthesize complex information
• Excellent cross-functional leadership and stakeholder management abilities
• Experience in the insurance, fintech, or related regulated industries preferred
• Comfort with ambiguity and ability to thrive in a rapidly evolving startup environment
• Exceptional communication skills, both written and verbal
• MBA or equivalent advanced business experience preferred

The Openly Difference

Openly distinguishes itself through three core differentiators:

• The Price Difference: Using cutting-edge data and technology, Openly provides customizable, competitive prices to protect customers' most valuable assets.
• The Policy Difference: Coverages are truly customizable to meet individual protection needs, for both standard coverages and optional add-ons.
• The Experience Difference: From tailored claims handling to highly responsive customer service, Openly is focused on making the home insurance purchasing process a better overall experience.

Why Join Openly

At Openly, people are just as important as product. The company prioritizes collaboration, communication, and work-life balance as essential components of its culture. Openly believes that a great company results from shared values, mutual respect, and genuine care for employee wellbeing. As a remote-first organization, Openly attracts top talent globally while maintaining a strong, connected team culture.

This position offers the opportunity to work at the intersection of technology and insurance, helping to reshape an industry and improve customer experiences at scale. You'll work alongside talented, mission-driven colleagues in a company recognized for innovation and customer-centric design.

💰 Compensation not publicly listed. Market estimate for similar roles: from $80K, varying by experience and location.