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 DifferenceWe 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.
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, & InclusionWe 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
We're looking for a Principal HR Business Partner to join our team. In this role, you'll act as a strategic partner to functional and executive leaders, aligning people systems with company goals and values. You will lead the execution of integrated People Plans and drive initiatives in leader enablement, organizational development, and change management. This is a chance to use your expertise to solve complex business challenges, from process improvement to exploring AI-driven solutions for HR.
This role is ideal for a self-motivated, high-energy individual who can thrive in a fast-paced environment while maintaining attention to detail and a strategic focus. You should be comfortable navigating ambiguity, influencing leaders at all levels, and delivering results in a dynamic, performance-driven culture.
Key Responsibilities
- Act as a thought partner to functional and executive leaders, ensuring alignment with company strategy, culture, and values.
- Partner cross‑functionally to ensure leadership and people systems are consistent, scalable, and aligned enterprise‑wide.
- Lead the execution of integrated People Plans for each supported function, ensuring talent, structure, and capability needs are met for both current and future growth.
- Design and deliver cascaded communications, storytelling frameworks, and manager enablement tools for functional adoption.
- Execute on leadership operating systems and models; run Director‑level capability building.
- Develop and deploy change management playbooks and communications for supported function and cross‑functional transformations.
- Facilitate process improvement sprints to drive operational efficiency, scalability, and cross‑team collaboration.
- Establish an HR AI Test Lab to explore and pilot AI‑driven solutions for people processes and leadership enablement.
- Oversee and continuously improve performance management processes—training leaders to deliver feedback and drive results.
- Partner with members of the PaC team to design and implement scalable, data‑driven people solutions.
- Utilize data to identify, inform and validate success of people actions and programs.
- Assess supported function development needs, make evidence‑based recommendations, and implement tailored solutions.
- Collaborate on compensation strategy for supported functions, ensuring competitiveness and equity in partnership with Total Rewards.
- Analyze advanced people analytics and AI insights to inform and influence leaders to take meaningful action and track program effectiveness.
- Anticipate and mitigate people‑related risks, ensuring compliance with applicable employment laws across supported functions.
- MBA or advanced degree in Human Resources, Organizational Development, or related field preferred, with 8–10+ years of progressive HR/OD experience, including at least 5+ years operating at a senior strategic HRBP level or equivalent.
- Background supporting technology teams at a mid stage software/technology company with fewer than 1,000 employees. Experience in insurance, financial or related industries is a plus.
- Proven track record in leader enablement, organizational development, and change management for fast‑growing or transformation‑focused organizations.
- Strong experience in process design, operational improvement, employee relations and cross‑functional problem‑solving in complex or highly regulated environments.
- Experience enabling leadership effectiveness at scale and across all levels.
- Comfort with and curiosity to experiment and apply AI in HR, organizational and leadership contexts.
- Demonstrated ability to influence leaders at all levels, challenge assumptions, and deliver results.
- Deep knowledge of federal and state employment laws and ability to proactively mitigate people-related risks.
- Proven success and comfort in navigating ambiguity, competing priorities, and multi-phase transformation initiatives.
- Exceptional communication skills—able to adapt style, distill complex ideas, and inspire action.
- Implement repeatable and scalable PaC program enhancements, and associated change management playbooks that increase speed to adoption for strategic initiatives.
- Embed AI‑enabled and automated workflows into leadership and PaC practices, unlocking time, insights, and personalization.
- Drive measurable improvements in leadership effectiveness, employee engagement, and operational efficiency.
- Act as a trusted, future‑focused strategic partner to the business.
Compensation & Benefits:
The target salary range represents the budgeted salary range for this position. Actual compensation for this position will be determined based on the successful candidate's experience and skills. We are committed to providing a compensation package that not only reflects the responsibilities and requirements of the role, but also the unique expertise that the chosen candidate will bring to our team.
The full salary range shows the min to max salary range for this position. Actual compensation will be commensurate with experience and qualifications and determined based on various factors including the candidate's qualifications, skills, and experience.
Benefits & Perks
- Remote-First Culture - We supported #remotelife long before it was a given. We'll keep promoting it.
- Competitive Salary & Equity
- Comprehensive Medical, Dental, and Vision Plan Offerings
- Life and disability coverage including voluntary options
- Parental Leave - up to 8 weeks (320 hours) of paid parental leave based on meeting eligibility requirements
(Birthing parents may be eligible for additional leave through STD) - 401K Company Contribution - Openly contributes 3% of the employee's gross income, even if the employee does not contribute.
- Work-from-home stipend - We provide a $1,500 allowance to spend on setting up your home workplace
- Annual Professional Development Fund: Each employee has $2,000 in professional development (PD) funds to spend on activities or resources annually. We want each Openly employee to achieve personal and professional success and to feel supported, confident, and informed about improving their efficiency and productivity.
- Be Well Program - Employees receive $50 per month to use towards your overall well-being
- Paid Volunteer Service Hours
- Referral Program and Reward
Depending on position, Employees generally are eligible for cash incentive compensation, including commissions for sales eligible roles. In all cases, eligibility for compensation and benefits is subject to applicable plan and policy terms in effect from time to time.
U.S. Citizens, Green Card Holders, and those authorized to work in the U.S. for any employer and currently residing in the US will be considered.
Openly is committed to equal employment opportunity and non-discrimination for all employees and qualified applicants without regard to a person's race, color, sex, gender identity or expression, age, religion, national origin, ancestry, ethnicity, disability, veteran status, genetic information, sexual orientation, marital status, or any characteristic protected under applicable law. Openly is an E-Verify Employer in the United States. Openly will make reasonable accommodations for qualified individuals with known disabilities under applicable law.
We strive to provide an exceptional applicant and candidate journey when you engage with us. In an effort to respond to applicants in a timely manner, we leverage AI to organize applications and resumes based on required and applicable skills and experience. To allow our applicants to drive their initial interview experience with us, we may leverage an AI-supported scheduling tool so you can choose when to meet with our team. While AI assists with efficiency, all hiring decisions are made by our team members. Rest assured, your data is protected according to privacy laws and company policies. Contact our recruitment team with any questions about our AI-assisted hiring process.
Top Skills
Openly Boston, Massachusetts, USA Office
131 Dartmouth St, Boston, MA, United States, 02116
Similar Jobs at Openly
What you need to know about the Boston Tech Scene
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
