Enterprise Account Executive - Light Industrial

Chicagofull timeOn Site

senior

$110k–$130k

H1B: yes

Instawork Enterprise Account Executive responsible for acquiring key enterprise accounts and establishing channel partnerships in light industrial sectors. Focus on warehousing, logistics, supply chain, and third-party logistics (3PL) with strategic multi-threaded sales approaches.

Responsibilities

Identify, engage, and win enterprise-level clients through a multi-threaded prospecting approach, building relationships across multiple functions and levels within target organizations.
Build and manage a robust pipeline of qualified opportunities through proactive outreach, targeted research, and industry networking.
Manage end-to-end sales processes from cold outreach and discovery to executive alignment and contract negotiation - ensuring a smooth transition to onboarding and implementation.
Engage C-suite and senior decision-makers with a consultative sales approach focused on solving critical workforce challenges.
Consistently achieve or exceed quarterly and annual revenue targets aligned to a $200K+ average deal size, averaging 10 net-new logos per year.
Foster long-term client relationships post-sale, identifying opportunities for expansion and continued partnership.
Stay informed on industry trends, market dynamics, and Instawork’s evolving value proposition to position our solutions effectively.
Travel expectations: Approximately 20-40% annually, fluctuating based on conference season and client/partner visit cadence
For IL-based applicants:
The base salary for this position is $110,000 - $130,000 eligible OTE for a total of $230k - $250k and uncapped commissions.
This position is eligible for equity in the form of stock options
This position is eligible for Instawork benefits, including:

Qualification

5+ years of enterprise sales experienceProven track record of closing complexProficiency with CRM tools (eBachelor’s degree in BusinessBachelor’s degree in Business

Required

5+ years of enterprise sales experience, leading end-to-end sales cycles—from initial discovery, executive alignment, and contract negotiation—ensuring a seamless transition to onboarding and implementation.
Proven experience with light industrial enterprises, specifically those in supply chain, warehousing, distribution, or third-party logistics (3PL).
Proven track record of closing complex, high-value deals ($200K+) over extended sales cycles (6–12 months).
Deep experience with multi-threaded sales strategies and developing relationships across various departments and leadership levels.
Strong executive presence with exceptional communication, negotiation, and presentation skills.
Self-starter mentality with the ability to work autonomously and adapt quickly in a fast-paced, high-growth environment.
Proficiency with CRM tools (e.g., Salesforce) for pipeline management, forecasting, and sales reporting.
Bachelor’s degree in Business, Marketing, or a related field is preferred but not required.

Preferred

Bachelor’s degree in Business, Marketing, or a related field

Benefits

Dental
Vision
401(k)
PTO
Equity/RSU

Company

Instawork

View company page

Source: greenhouse

Active within the past hour

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5+ years of enterprise sales experienceProven track record of closing complexProficiency with CRM tools (eBachelor’s degree in BusinessBachelor’s degree in Business

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