Remote Chief of staff Jobs in New York, NY

Not your everyday company

Lemonade completely reinvented how insurance works. As a customer-centric tech company, we created an insurance experience that is smart, instant, and delightful.

At Lemonade, you’ll be working with a group of like-minded makers, who get a kick out of moving fast and delivering great products. We surround ourselves with some of the smartest, most motivated, creative people who are filled with positive energy and good karma.

Unlike most publicly traded companies, we’re nimble and efficient. We take pride in the fact that we still think and operate like a startup. We don’t care much about titles and hierarchy and instead focus on innovation, bold moves, and challenging the status quo.

We’re built as a lean, data-driven organization that relies on a common understating of objectives and goals to provide teams with autonomy and ownership. We don’t like spending our days in meetings and we skip committees altogether. At Lemonade, there’s no such thing as going over someone’s head. We have zero tolerance for bureaucracy, office politics, and lean-back personalities.

As a Public Benefit Corporation and a certified B-Corp, we deliver environmental and social impact using our products and tech. Through our Giveback program, we partner with organizations such as the ACLU, New Story, The Humane Society, Malala Fund, American Red Cross, .org, charity : water, and dozens of others, and have donated millions towards reforestation, education, animal rights, LGBTQ+ causes, access to water, and more.

Awarded ‘best workplace’

Best Workplace and Best-Led Company by Inc. Magazine

World Changing” by Fast Company

Recognized as a World Changing Idea by Fast Company Magazine

Ranked #1 Home insurance in America

Won best renters and homeowners insurance in America by US News, and others

Best Pet Insurance in America

Rated “Best Overall Pet Insurance” by Better Homes & Gardens

Rated 4.9 ⭐ on the App Store

Among the highest rated apps of all time

What you’re applying for

We’re looking for a Chief of Staff for Lemonade’s Customer Operations Org. The CoS will be responsible for enhancing the effectiveness of the Customer Ops leadership team and ensuring smooth organizational operations. You will act as a strategic advisor, mentor, and confidant to the SVP and senior leadership, ensuring alignment with organizational goals, and filling in gaps where they exist. You will oversee internal Customer Ops processes, project management, communication, and coordination to support leadership.

The perfect candidate is a self-starter and self-learner, an execution powerhouse with a rare combination of great communication and people skills, high EQ, empathy, and creative thinking. This is a senior position that requires at least   years of experience as a VP or equivalent working directly with C-level executives in tech startups or entrepreneurship, including a strong track record in people and team leadership.

In this role you’ll

Work alongside our Customer Ops SVP and provide council on strategic initiatives and personnel support

Mentor our Customer Ops leadership team

Build connections with key stakeholders and business partners to drive business objectives forward

Attend meetings and participate as a voice of Customer Operations

Fill in gaps of leadership support

Create compelling storytelling of key initiatives through presentations

Manage and ensure key initiatives and projects meet deadlines and intended business outcomes

What you’ll need

At least years experience managing and developing leaders of diverse departments, skill sets, and team size

A high comfort level with ambiguity

Excellent communicator with great rhetorical skills. Trusted, reliable, and highly available.

Strong data and analytics background. Great at solving problems through data, research, and thinking out of the box

A++ player - smart, energetic, and hungry to do whatever it takes to succeed in this challenging role

Finds a way to make things happen and is scrappy and efficient when faced with limited resources

Experienced Project Manager who has managed global projects with matrixed teams

Strong cross-functional facilitator who can bridge gaps between different departments and ensure collaboration on key initiatives

Exceptional EQ - a natural ability to read people, a great listener, and a good sounding board for others in the company .

No ego

Understanding of customer-centric products, operations, business development, and marketing

Executive presence - confident in managing up and relaying honest feedback to top executives

Experience in the insurance industry or insurTech is an added bonus

The starting base range for this position is between $, and $, per year, equity + benefits. Our salary ranges are determined by role, level, and location. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Speak to your recruiter to hear more about the specific salary range for your preferred location.

Unfortunately, we cannot consider applicants from these states;  Colorado, California, Montana, Hawaii, New Mexico and Puerto Rico.