Enterprise Account Executive - High-Impact, Equity Eligible

Instawork; Chicago (IL); On-site; USD 110,000 - 130,000; Full time

Benefits offered by this job

Medical, dental, and vision plans

Flexible paid time off

Phone stipend

401K plan

Job summary

Instawork is looking for an experienced Enterprise Account Executive in Chicago to lead enterprise sales efforts across warehousing and logistics. The role involves engaging key enterprise clients and orchestrating the sales process from prospecting to closing deals worth over $200K.

Successful candidates will have extensive experience in sales, exceptional negotiation skills, and will be rewarded with a competitive salary of $110,000 – $130,000, potential equity, and various benefits including flexible paid leave and 401K plan.

Qualifications

• 5+ years of enterprise sales experience with end-to-end cycles.
• Strong track record of closing high-value deals ($200K+) over extended sales cycles.
• Self-starter mentality in fast-paced environments.

Responsibilities

• Identify and acquire enterprise-level clients through multi-threaded prospecting.
• Manage end-to-end sales processes ensuring smooth onboarding.
• Engage senior decision-makers with consultative sales approaches.

Skills

Enterprise sales experience

Negotiation skills

Communication skills

CRM proficiency

Relationship building

Education

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

Tools

Salesforce

Job description

Instawork is looking for an experienced Enterprise Account Executive in Chicago to lead enterprise sales efforts across warehousing and logistics. The role involves engaging key enterprise clients and orchestrating the sales process from prospecting to closing deals worth over $200K.

Successful candidates will have extensive experience in sales, exceptional negotiation skills, and will be rewarded with a competitive salary of $110,000 – $130,000, potential equity, and various benefits including flexible paid leave and 401K plan.