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.
Our sales team is expanding, and we need someone to make sure every rep we add ramps quickly, sells confidently, and operates efficiently. This is not a quota-carrying role. It's a force-multiplier role — you'll own the systems, content, training, and analytics that make our sales motion faster, sharper, and more repeatable.
Build and maintain our sales playbook — call/ meeting/ demo scripts scripts, objection handling, broker & proposal-specific talk tracks
Own onboarding process for new sales hires, getting them to full productivity as fast as possible
Run ongoing training programs, including incorporating AI-based coaching tools for reps
Create and maintain sales collateral — pitch decks, one-pagers, broker-facing materials, case studies
Listen to calls regularly and translate patterns into coaching and content
Own our CRM (HubSpot) — data quality, pipeline structure, workflow automation, rep hygiene
Build and maintain the dashboards that give leadership real visibility into pipeline health, rep performance, and funnel conversion
Identify where deals are stalling and work with sales leadership to address it
Manage and improve our outbound tooling, sequencing, and lead routing
Bring structure and repeatability to a sales motion that today lives largely in people's heads
Experience as one of the first Sales Ops or Sales Enablement hires at a B2B company with roughly 20–100 employees
Proven ability to build sales operations and enablement systems from scratch, rather than just maintain existing processes
Hands-on mindset with willingness to personally create materials, configure workflows, and lead trainings
Strong judgment on what good sales process and infrastructure look like, with a practical, low-ego approach
Ability to write sales scripts, build HubSpot workflows, and execute rep training independently
Strong cross-functional communication and comfort working closely with sales leadership
Analytical skills to build and interpret funnel dashboards, pipeline reporting, and sales performance metrics
Prior quota-carrying sales experience, or enough direct field exposure to have strong credibility with reps
Experience in health insurance, employee benefits, or insurtech is a strong plus
$150,000-200,000 base compensation + annual bonus + equity
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.
Opens in a new tab
$150,000 – $200,000
Base + Bonus · Other Equity
