Instawork

Staffing

AccountExecutive

$85–135k ~AI est. Chicago, Illinois, United States
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid candidates.

The Brief

“Account Executive at Instawork. Skills: B2B sales, Pipeline generation, Account management. Own territory. Build high-value partnerships”

What You'll Achieve.

Exceed quota; Own sales number

Industry & Context.

Staffing

What They're Looking For.

Must Have

2+ years B2B sales experience, Proven track record exceeding quota, Fluent in Salesforce, Fluent in Outreach, Fluent in ZoomInfo/Sales Navigator

Nice to Have

Experience selling into large hospitality brands, Experience selling into warehousing brands

What You'll Do.

Build high-value partnerships

Drive outbound prospecting

Reach key decision makers

Deliver tailored presentations

Use consultative sales approach

Negotiate commercial terms

Negotiate legal terms

Deliver accurate weekly forecasts

Collaborate with sales

Collaborate with operations

Ensure customer experience

Keep Salesforce pipeline sharp

How You'll Work.

Team & Collaboration

Collaborate with sales; Collaborate with operations

Communication Scope

Compelling presentations; Persuasive communication

Full Job Description

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works. The future of hourly work has arrived, and we are looking for a top-performing Account Executive to help lead the charge. Instawork is the #1 marketplace connecting businesses with skilled hourly workers, with 10M+ workers across 40+ markets in North America. Backed by Benchmark, Greylock, and other world-class investors, we are reinventing how businesses hire, and we are just getting started. This is your chance to sell a product that genuinely changes lives. Our AI-powered platform creates real economic opportunity for workers while solving one of the most pressing challenges businesses face: reliable, on-demand staffing. You will be selling into an expansive and exciting total addressable market, including Major Sports Stadiums, E-commerce brands, major universities, AI companies, and beyond. This is a high-impact role for a hunter who thrives on competition, loves to win, and wants to be part of something that matters. You will report to a Sales Manager and play a critical role in driving Instawork’s next phase of growth, on-site 5 days per week in our downtown Chicago office. Who You Are 2+ years of B2B sales experience with a proven, consistent track record of exceeding quota A relentless competitor who lives at the top of the leaderboard and will not settle for anything less Energized by coaching and obsessed with leveling up your craft A true hunter who thrives in fast-paced environments and knows how to build pipeline from scratch through outbound prospecting Fluent in a robust sales stack; prof

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