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 Technical Operations & Delivery Lead to drive predictable, 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, 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 operations 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

Program Delivery: Lead complex, cross-functional initiatives with technical depth—such as onboarding large carriers or rolling out new data infrastructure. Own the full delivery lifecycle: scoping, execution, risk management, cross-team communication, and milestone tracking.
Tool & Systems Management: Own Jira, Confluence, and supporting platforms. Design and maintain systems that enable real-time visibility into project status, dependencies, and risks across teams.
Release Management: Own the release calendar and execution rhythm, ensuring on-time, well-orchestrated delivery. Implement a scalable cadence that balances team velocity with go-to-market readiness.
Operational Workflow Optimization: Create, document, and evolve repeatable processes across product development, delivery, and launch readiness. Drive adoption of workflows that enable clarity, autonomy, and predictability.
Program Governance & Reporting: Maintain clear, consistent reporting for leadership and stakeholders. Drive accountability by facilitating standups, retrospectives, and cross-functional planning ceremonies.
Launch Readiness & Cross-Functional Coordination: Partner with Product Managers, Engineering Leads, and Enablement to align product releases with GTM milestones and internal communications.
Continuous Improvement: Actively identify bottlenecks, tool gaps, or misalignments. Lead retrospectives and drive a continuous improvement mindset across the delivery lifecycle.

What We’re Looking For

Program Management Expertise: 4–6+ years leading technical, cross-functional programs in SaaS, platform, or product environments. Proven track record of on-time delivery of complex, multi-team projects.
Tooling and Systems Fluency: Deep experience configuring and administering Jira, Confluence, and delivery tracking tools. Bonus for experience with Jellyfish or similar analytics platforms.
Release & Workflow: Hands-on experience owning product release cycles, defining operational playbooks, and scaling delivery practices.
Operational Excellence: History of creating structure in scaling organizations. Able to design and implement workflows, playbooks, and tooling integrations from scratch.
Communication & Reporting: Strong written and verbal skills with the ability to clearly summarize progress, risks, and dependencies for diverse technical and business stakeholders.
Detail-Oriented & Process-Minded: A passion for structure, clarity, and rigor. Thrives on catching edge cases, writing the checklist, and building systems that others trust.

Who We Are:
Hi Marley has three core values that are the foundation of our company culture, which 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.

Benefits and Perks:
On top of an exciting, supportive and intellectually curious workplace, we provide:

Full benefits package for employees working 30+ hours per week, including parental leave, a matching 401k program, and medical, dental, vision, disability, and life insurance.
Open vacation policy - we all work hard and take time for ourselves when we need it
Competitive salary and generous stock options - we all get to own a piece of what we’re building
A fun, lively startup culture
Core values-based leadership
A culture of employee engagement, diversity and inclusion
Ample opportunities to learn and take on new responsibilities in a fast-paced, growth-mode startup

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

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