Senior Account Executive - Chicago - Arlo

    Arlo
    Arlo Chicago

    2 weeks ago

    Description

    Location


    Chicago

    Employment Type


    Full time

    Location Type


    On-site

    Department


    Sales

    Arlo is rebuilding health insurance from the ground up using AI. The healthcare experience today is expensive, confusing, and often so frustrating that people delay the care they need. We're changing that by reimagining what a health plan should be: a proactive partner that enables health rather than denying it. Our AI-native platform delivers continuous, personalized support for members—helping them navigate benefits, schedule appointments, access high-quality care, and avoid financial fear. Powered by the industry's most advanced risk-pricing engine, Arlo is already scaling fast: we've grown to $XXXM in premiums, cover tens of thousands of people, and see accelerating demand across brokers, employers, and partners. Backed by Upfront Ventures, 8VC, and General Catalyst, our team combines deep industry expertise (Palantir, YC) with the ambition to modernize a $1T market.

    About the Role


    We are seeking a motivated and experienced Account Executive to drive broker relationships and sell our level‑funded health plan solutions. This role is critical to Arlo's growth, responsible for educating brokers about our plans, building trust, and helping them guide their clients toward choosing Arlo. In this role, you will be responsible for:

    • Broker Outreach and Relationship Building: Develop and maintain relationships with health insurance brokers in your assigned territory. Educate them on Arlo's level‑funded health plan solutions and value propositions.
    • Sales Execution: Meet or exceed sales targets by driving broker engagement and supporting them in client discussions to close deals.
    • Market Development: Identify new brokers and market opportunities. Expand Arlo's presence in underrepresented regions or sectors.
    • Support and Collaboration: Partner with internal teams, including underwriting and implementation, to ensure smooth onboarding for clients. Serve as the point of contact for broker questions and concerns.
    • Territory Management: Effectively manage your assigned territory, including scheduling meetings, attending broker events, and managing travel.
    • Reporting and CRM Usage: Maintain up‑to‑date records in the CRM system and provide regular reports on broker activity, pipeline, and sales performance.

    What We Are Looking For

    • Proven experience in health insurance sales or related insurance field (benefits, P&C, etc.), with a focus on working with brokers.
    • Strong understanding of level‑funded plans or related health insurance products
    • Exceptional interpersonal and communication skills, with a talent for building trust and credibility.
    • Highly motivated, self‑directed, and comfortable working in a fast‑paced, remote environment.
    • Proficiency with CRM tools (e.g., Salesforce, HubSpot) and virtual meeting platforms.
    • Willingness to travel within your assigned territory up to 50% of the time.
    • Bonus: Existing broker relationships in the small‑to‑mid‑sized employer market.
    • Bonus: Familiarity with third‑party administrators (TPAs) and their role in the health benefits ecosystem.

    Process


    This is what you can expect when we like your application:

    1. 20 min Initial Screen
    2. 30 min Interview with Jake Sopko, Regional Vice President, Sales
    3. 30 minute mock Sales Pitch with Tim Mulvihill, Vice President, Sales
    4. 30‑45 min Final Interview with Jan‑Felix Schneider, Co‑Founder and CEO

    Target Compensation Range

    $90,000- $190,000 + additional performance and commission based compensation

    Why Join Arlo:

    • High ownership: You'll get real responsibility from day one—our high‑trust team empowers you to run with big problems and shape core parts of the company.
    • Join an important mission: Your work directly influences how people access care and improves lives at scale.
    • Growth & expansion: We're moving fast, and as we grow, your scope will grow with us—new challenges, bigger opportunities, and rapid career velocity.
    • Apply AI to a problem that matters: Instead of optimizing ads or cutting labor costs, you'll use AI to fundamentally reimagine how people get healthcare.
    • High pace, high collaboration: We operate with velocity, first‑principles thinking, and a team that works closely, openly, and with ambition.

    Exact compensation inclusive of salary and any bonuses is determined based on a number of factors including experience and skill level, location, and qualifications which are assessed during the interview process. Arlo is an equal opportunity employer. We do not discriminate based on age, race, color, creed or religion, national origin, sexual orientation, gender identity or expression, military status, sex, disability, predisposing genetic characteristics, marital status, familial status, status as a victim of domestic violence, or arrest or conviction record, as defined under New York State law.


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