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About the job

Insurance plays an important role in people’s lives, providing protection and peace of mind through life’s adventures and unexpected turns. In the moments that matter, people want to know their insurer is there for them. At Hi Marley, we help insurers deliver on that promise through communication that brings greater clarity and connection to the policyholder experience.

About the Role

You'll own relationships with some of our most strategic enterprise customers, helping insurance carriers connect their business priorities to clearer, more human communication. On our Growth Team, you'll work directly with senior executives to shape multi-year account strategies, grow complex relationships, and turn customer insights into decisions about our product roadmap. You'll also help colleagues sharpen their approach to complex deals as a player-coach. If you enjoy earning trust across a room of stakeholders and finding a path through competing priorities, you'll love this role.

We’re in our Boston office Mondays, Tuesdays, and Thursdays to connect, collaborate, and learn together. Recurring meetings typically run between 9:30am and 4:30pm for commuter flexibility.

What You’ll Do

Build executive relationships and multi-year account plans that connect our roadmap to customers' business goals, navigating complex organizations and competing priorities.

Align Product, Engineering, Design, Marketing, and Customer teams around account strategy, helping customers adopt our platform, realize measurable value, and renew.

Own pipeline development, forecasting, and quota attainment for your portfolio, keeping account plans and activity records accurate in Salesforce or comparable tools.

Shape complex deal strategy, coach peers, and bring customer and market insights into our go-to-market decisions and product priorities.

Your first year

First 60 days: You've built relationships with key customer stakeholders, learned their priorities, and assessed account health and growth opportunities across your portfolio.

By 6 months: You've aligned customers and internal teams around multi-year account plans and established a consistent rhythm for pipeline reviews and forecasting.

By 12 months: You've demonstrated customer value, advanced renewal and expansion opportunities, and shared insights that shape product priorities and strengthen peers' deal strategies.

What you'll bring

Bring 10–15+ years in enterprise account management, including success closing and expanding complex, multi-million-dollar software deals with large, Fortune-class accounts.

Have led sales cycles of six months or longer with executive buying committees, building trusted C-suite relationships through clear communication and storytelling.

Combine strategic judgment with organized, collaborative execution and attention to detail; you're comfortable owning decisions as priorities change and the path is unclear.

Can work from our Boston office three days a week and travel 30–40% to develop and maintain executive relationships.

Nice to have

Experience in Property & Casualty insurance or InsurTech, bringing industry context to conversations with customers and colleagues.

Don't check every box? If this role excites you, we'd still love to hear from you.

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 [$112,000–$176,000], 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, this role includes a variable compensation component. Total earnings will vary based on individual and/or team performance.

In addition to base pay, we support your wellbeing and growth with:

Equity grants for all employees

401(k) with a 4% employer match

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

Monthly wellness and annual professional development stipends

Paid parental leave

Flexible Time Off to recharge, plus enjoy Wind-down Week, our annual year-end company shutdown

Who We Are:

Three core values guide how we work:

Max Courage: Dream big, try new ideas, and take measured risks to maximize impact.

Be Humble: Lead with appreciation, compassion, and openness to learn from anyone, anywhere.

Ubuntu: Align behind a shared purpose to achieve our fullest potential together.

Life at Hi Marley combines meaningful work with clear expectations. We communicate openly and with care, stay curious, take ownership, and value every perspective. Our flexible, hybrid environment is built on trust, accountability, and mutual support—both at work and when life needs our attention.

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.