Senior Enterprise Account Executive
Instawork is seeking a Senior Enterprise Account Executive to join our dynamic sales team. In this role, you will be responsible for acquiring key enterprise accounts and forming channel partnerships. You will work closely with enterprise businesses to understand their staffing needs and provide tailored solutions that meet their workforce requirements. This position offers an opportunity to contribute significantly to our rapid growth across the U.S.
As a Senior Enterprise Account Executive, your primary responsibilities will include identifying, engaging, and securing enterprise-level clients through a multi-threaded prospecting approach. You will build and manage a robust pipeline of qualified opportunities, lead end-to-end sales cycles from initial discovery to contract negotiation, and ensure a seamless transition to onboarding and implementation. Engaging C-suite and senior decision-makers with a consultative sales approach focused on solving critical workforce challenges will be a key aspect of your day-to-day work.
The ideal candidate will have over 7 years of enterprise sales experience, with a proven track record of closing complex, high-value deals exceeding $200K over extended sales cycles of 6–12 months. Deep experience with multi-threaded sales strategies and developing relationships across various departments and leadership levels is essential. Strong executive presence with exceptional communication, negotiation, and presentation skills, along with proficiency in CRM tools like Salesforce, are required. A self-starter mentality with the ability to work autonomously and adapt quickly in a fast-paced, high-growth environment is also crucial.
For applicants based in New York, the base salary for this position is $130,000, with an on-target earnings (OTE) of $250,000, including uncapped sales incentive pay. This position is eligible for equity in the form of stock options and offers a variety of benefits, including medical, dental, and vision plans with coverage beginning on the date of hire, flexible paid time off, at least 8 paid company holidays annually, phone and commuter stipends, supplemental pay on qualified leaves, employee health savings accounts (HSA) contributions, flexible spending plans, and a 401K plan.
Instawork is committed to fostering a collaborative and inclusive company culture. We value empathy, trust, and candor, encouraging honest and direct feedback to build trust among colleagues and customers. Our team practices high-velocity decision-making, embracing learning from mistakes to drive growth. We are a curious group, continuously learning from each other to change an entire industry. Joining Instawork means becoming part of a team that acts like owners, working diligently to build products that delight users and drive growth.