Product Operations & Delivery Lead

At Hi Marley, we’re not just a technology company—we’re on a mission to revolutionize the insurance industry with our conversational platform that makes communication simple, efficient, and delightful. Built for carriers, powered by SMS, and designed by insurance experts, Hi Marley connects people through seamless, friendly conversations that save time, money, and hassle. Our platform helps insurance carriers strengthen customer relationships while streamlining operations. With a focus on collaboration, coaching, and powerful analytics, we deliver the insights insurance teams need when they need them—creating a smooth, frictionless experience for customers along the way.

We are seeking a Product Operations & Delivery Lead to drive cross-functional delivery across Hi Marley’s product and technical teams. This role blends operational rigor with hands-on program leadership, ensuring seamless execution of initiatives that span infrastructure, tooling, product workflows, discovery processes, and customer-facing programs.

This is an exciting opportunity for someone who thrives on structure and delivery excellence, is fluent in tools like Jira, and can operate at both the systems and execution level. As we scale and move upmarket, you will help evolve our product development process and operating rhythm while ensuring that complex programs are delivered on time and with clarity across the organization.Teamwork and shared enthusiasm is a core part of our culture, which is why this role involves joining us in the Boston office for two days each week.

What You’ll Do:

• Product Operations & Process Leadership

• Establish and maintain rigor across the product development lifecycle — from ticket hygiene and epic definition to PRFAQs and product briefs — ensuring clarity and consistency in how work is defined, prioritized, and delivered.

• Design and implement scalable systems for collecting, organizing, and prioritizing feedback from customers, GTM, and internal stakeholders, turning insights into actionable roadmap inputs.

• Partner with Product, Engineering, and Design to optimize workflows and decision-making processes, enabling faster, more predictable outcomes.

• Cross-Functional Product Delivery

• Lead complex, cross-team initiatives with clear ownership of scope, milestones, risks, and communications.

• Own and evolve the release calendar and delivery cadence, balancing team velocity with go-to-market readiness and ensuring smooth, well-coordinated launches.

• Build and maintain visibility into progress, dependencies, and risks through tools like Jira and Confluence, driving alignment across teams and stakeholders.

• Launch Readiness & Cross-Functional Coordination: Partner with Product Managers, Engineering Leads, Product Marketing and Enablement to align product releases with GTM milestones and internal communications.

• Continuous Improvement & Governance

• Facilitate planning ceremonies, retrospectives, and governance rituals that keep teams aligned and accountable.

• Identify and address bottlenecks, process gaps, or inefficiencies, fostering a culture of continuous improvement and operational excellence.

What We’re Looking For:

• Product Operations Expertise: 6-8+ years supporting or leading cross-functional programs in SaaS, platform, or product environments. Proven track record of delivering complex, multi-team projects on time and with clarity.

• Program & Delivery Leadership: Ability to independently coordinate and execute cross-functional initiatives, with strong skills in prioritization, stakeholder communication, and risk management. You thrive in ambiguous environments and take initiative to bring structure and momentum.

• Curiosity & Initiative: A self-starter who proactively asks questions, seeks to understand context, and isn’t afraid to challenge assumptions. You come back with informed recommendations, not just status updates.

• Tooling Fluency: Hands-on experience configuring and managing Jira, Confluence, and similar tools to improve visibility, reporting, and delivery effectiveness.

• Process-Minded & Detail-Oriented: Passionate about creating and evolving workflows, playbooks, and systems that enable predictability, accountability, and continuous improvement.

• Release & Workflow Experience: Experience managing product release cycles and contributing to the definition of operational playbooks, delivery practices, and launch readiness processes.

Compensation, Benefits & Perks: At Hi Marley, we are committed to fair and transparent pay practices. The annual base salary for this role is expected to fall within the range of [$144,000–$195,000], depending on experience, skills, qualifications, and location. Offers are determined based on these factors as well as internal peer equity. It’s most common for new hires to start near the midpoint of the range, allowing room for growth as employees develop in their role.

In addition to base pay, we offer a comprehensive total rewards package that supports both your wellbeing and professional growth, including:

• Equity grants for all employees

• A 4% matching 401(k) program

• Medical, dental, vision, disability, and life insurance coverage for employees working 30+ hours per week

• Monthly wellness stipend

• Paid parental leave

• A flexible vacation policy - we all work hard and take time when we need it

Who We Are:
At Hi Marley, our culture is built on three core values that every employee embodies:

• Max Courage – We encourage our team, our customers, and their customers to dream big, try new ideas, and maximize impact by measuring risk.

• Be Humble – We lead with appreciation and promote a culture of humility, compassion, and openness to learn from anyone, anywhere.

• Ubuntu (“I am because we are”) – We believe true success is much bigger than any single individual or company. By aligning our individual aims behind a shared purpose, we can achieve our fullest potential — together.

Life at Hi Marley:

Life at Hi Marley is shaped by collaboration, learning, and genuine connection. We’re proud to foster an environment where people can do their best work, feel supported, and grow alongside a team that celebrates both individuality and shared purpose.

• A fun, lively startup culture that embraces creativity and innovation

• Core values-based leadership that guides our decision-making and daily interactions

• A culture of engagement, diversity, inclusion, and belonging — everyone’s voice matters

• Flexible, hybrid work environment that values balance and trust

• Ample opportunities to learn, take on new challenges, and make an impact in a fast-growing organization

• Meaningful work that directly supports our mission to help people and organizations communicate with empathy and clarity

Hi Marley is proud to be an equal employment opportunity employer. We celebrate diversity and do not discriminate based on gender, sexual orientation, gender identity, religion, race, veteran status, disability status, or any other characteristic protected by applicable law. We are committed to building an inclusive work environment representing a variety of backgrounds, perspectives, and skills, where all employees are encouraged to be their authentic selves.

Hi Marley participates in E-Verify and will provide the federal government with your Form I-9 information to confirm that you are authorized to work in the U.S. For more information, please review the documents under "E-Verify Poster" here: https://e-verify.uscis.gov/web/OnlineResources.aspx