Job Description
We're seeking a talented Director of Enterprise Accounts who embodies our values of resilience, execution focus, and mission-driven innovation. The ideal candidate isn't just a relationship manager they're a strategic partner who sees beyond traditional account management to understand the larger business and human impact of their work.
About Us Waterlily uses AI to help families prepare for the largest financial and medical event in their lives, long-term care (LTC). Through comprehensive care planning and optimization, Waterlily is bending America's multi-trillion dollar LTC cost curve.
Our Team & Culture
We've built a high-performance team culture based on three core principles:
Mission-Driven Excellence - We're deeply committed to transforming how families prepare for long-term care
- Every team member genuinely believes in our mission and understands its importance
- We prioritize work that drives meaningful impact for our customers and company
Be a Potato: Growth & Resilience - We embrace challenges and adapt quickly - like potatoes that grow under any circumstances
- We make decisions swiftly while remaining thoughtful and open to iteration
- We focus on execution and results rather than just effort, recognizing that input doesn't necessarily equal output
- We value team members who show unlimited potential for growth and understanding
Radical Transparency & Support - We practice direct, honest communication while maintaining empathy and respect
- Feedback flows freely in all directions - from intern to leadership and back
- We begin meetings with brief check-ins to understand each other's context
- We create safe spaces for vulnerability and authentic collaboration
- We maintain high standards while supporting each other's growth and wellbeing
Our team comprises some of the brightest, most ambitious, playful, and friendly people you'll meet. You'll be working closely with our founding Waterlily team, including Lily, Evan, Job, and Tim, and have direct access to a support team in the Philippines.
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Lily Vittayarukskul , our CEO, is a patented inventor who started college at 14, attending UC Berkeley, was working at NASA when she was 16, and lead product and engineering at IoT medical device startups for years before founding Waterlily.️
Evan Ehrenberg , our COO, is a member of Forbes 30 Under 30, started college at 11, also attending UC Berkeley, and then continued on to his Ph.D. in computational neuroscience at MIT at 16 before dropping out at 21 to found Clara Health, a clinical trials SaaS platform and B2B2C marketplace, which he sold 7 years later before joining Waterlily.
Tim Chung , our founding engineer and data scientist, holds a Masters of Computer Science from UPenn and is midway through a Data Science Masters at Georgia Tech. Tim excels in a trio of roles: data scientist, machine learning engineer, and full-stack software engineer. At his previous companies, he led teams to launch pioneering machine learning models.
Job Lawrence , our head of operations, holds a Masters from Harvard and MBA from the University of Michigan, worked directly alongside the founders at early Google for over 10 years where he led strategy and operations, and has run finance, strategy, and ops for startups ranging from the earliest founding stages through Series D funding and beyond.
How We Work
- We optimize for remote-first collaboration while maintaining high productivity
- We emphasize contextual decision-making and practical solutions
- We prioritize deep work and focused execution over unnecessary meetings
- We consistently validate that we're working on the highest-impact initiatives
- We maintain a healthy, growth-oriented mindset while pushing for exceptional results
We're looking for teammates who share our values of integrity, empathy, and intelligent hard work - people who can see beyond their immediate role to understand both company needs and customer impact.
About You Growth Mindset & Adaptability - You're a potato - able to grow and thrive under any circumstances
- You have a track record of rapidly learning complex industries and business domains
- You proactively dive deep into industry knowledge
- You're comfortable with ambiguity and can navigate complex enterprise relationships with confidence
Innovation & Execution - You have a history of building strategic relationships that challenge traditional approaches
- You can point to specific examples where you've used automation or AI to multiply your impact
- You focus on delivering value while building long-term partnerships
- You have experience or strong interest in using technology to scale your effectiveness
Leadership & Relationship Building - You give and receive direct feedback with grace and professionalism
- You can build deep, trusted relationships with enterprise executives
- You're equally comfortable in formal boardrooms and informal social settings
- You naturally build trust through consistent execution and thoughtful relationship management
Mission Alignment - You're drawn to meaningful work that impacts families' lives
- You understand that sustained high performance requires maintaining personal wellbeing
- You're excited about becoming a thought leader in the long-term care industry
- You're genuinely passionate about transforming how families prepare for long-term care
The Ideal Background While we value potential over experience, you should have:
- 8-10+ years of enterprise account management experience, including 3-5 years of people management
- Proven track record of managing and growing enterprise relationships with $10M+ in annual revenue
- Experience building and scaling account management teams from early-stage to maturity
- Deep experience navigating complex sales cycles and stakeholder relationships in both startup and enterprise environments
- Demonstrated success in creating and implementing account management processes and playbooks
- Strong background in healthcare/insurance enterprise software implementations
- History of taking initiative and driving results without extensive oversight
- Experience managing distributed/remote teams effectively
- Comfort with technical concepts and ability to implement automation solutions
- Track record of representing companies at industry conferences and building thought leadership Experience managing both high-level strategic relationships and detailed execution
We're not looking for someone who's done it all before we're looking for an experienced leader who has the strategic vision and drive to help us pioneer new approaches to enterprise relationship management. If you're excited about building and leading teams, pushing boundaries, learning rapidly, and making a real difference in people's lives, we want to talk to you.
About The Role As a key member of our leadership team reporting directly to our co-founder and COO, you will be tasked with building and leading the team responsible for scaling relationships with Fortune 100 insurance carriers, major financial advisory firms, insurance distributors, and long-term care providers. The goal will be to push beyond traditional account management by developing a world-class enterprise account organization that becomes a sought-after thought partner, bringing innovative insights and best practices to every interaction.
You will work directly with executive stakeholders at some of the largest companies in the industry, requiring frequent travel to conferences and customer sites. Success in this role requires both high-level strategic thinking and attention to detail from developing executive relationships to creating scalable processes for day-to-day account management.
You will be expected to become deeply knowledgeable about the insurance and long-term care industries through independent research, leveraging AI tools, and extensive stakeholder conversations. This knowledge will enable you to have intelligent, insightful discussions with industry leaders and position yourself as a trusted advisor.
You'll need to balance multiple priorities from high-touch relationship building to process automation and scalability. We expect you to identify opportunities to use technology (including LLMs and basic scripting) to multiply your impact, while knowing when to roll up your sleeves for hands-on work.
You will be working with our founding US-based team and report directly to our co-founder and COO, Evan Ehrenberg. You will collaborate on new ideas and implement quickly to test and iterate. Many ideas will not work and will be thrown away. Many ideas will need to be imperfect so that we can implement them faster. Everything will be iterative, no challenge will be too ambitious.
You will be challenged to produce meaningful results every week. It will likely take you more than 40 hours per week to drive industry-leading results. We do not think that 80 hour weeks are effective, and we expect you to limit yourself to 50-60 hour work-weeks. If you want to push harder we will urge you to reflect on ways to be more effective with your time so that you
Job Tags
Full time, Immediate start,