Demo

Retail Enterprise Account Executive

Instawork
Chicago, IL Full Time
POSTED ON 2/20/2025
AVAILABLE BEFORE 4/20/2025

We have an immediate opening for a Retail Enterprise Account Executive with a proven track record of success to join our rapidly growing team. Reporting to the VP of Partnerships, this role serves as a critical member of the sales team and is responsible for establishing a collaborative business relationship between Instawork and enterprise retail/merchandising organizations. This role requires experience in mid-market or enterprise sales, including pursuits that include multiple buyers and stages. This is a results-driven position that requires a track record of success – consistently exceeding quota.

The primary responsibility of the Retail Enterprise Account Executive is to target businesses in the Retail industry that use contingent/flex labor in large quantities. You'll have a defined prospect list, but you’ll also build relationships with both regional businesses and larger national players in the retail space.

This is a high-energy, client-facing sales role requiring proven sales ability and a passion for closing deals and growing accounts. The ideal candidate understands and anticipates how decisions are made, and you will persistently uncover your prospects' needs and decision-making criteria. Your goal is to create more raving fanatics of Instawork and ensure that we become the staffing and hiring solution of choice for our clients. Above all, you will be responsible for hitting your revenue targets.

What You’ll Do:

  • Establish a collaborative business relationship between Instawork and retail enterprise companies, merchandising companies, and other companies that have large staffing and hiring needs.
  • Executing the sales strategy for our B2B mobile marketplace app.
  • Reaching out to executives and key decision makers across multiple verticals in the retail sector to download and use Instawork as a primary hiring tool.
  • Utilize a consultative sales process to demonstrate how Instawork is a faster, more convenient, and cost-effective solution compared to the status quo.
  • Ensure a top-notch first experience with Instawork, and obsess over growing the account in the first months as a customer.
  • Strategically work an assigned account list focusing on net new client acquisition closing new business with a combination of in-person or Zoom calls.
  • Provide accurate weekly forecasts and sales plans.
  • Work collaboratively with the VP of Partnerships, additional Retail Account Executives and cross functional teams to drive revenue growth with new customers.
  • Provide actionable product feedback to our supporting teams in order to help iterate on our value offering.
  • Utilize our technology tools and maintain great Salesforce hygiene.

Who You Are:

  • 5 years experience in enterprise sales, including pursuits that include multiple buyers and stages
  • A track record of success – consistently exceeding quota
  • Competitive Mentality with an innate desire to be at the top of the leaderboard
  • Experience – You follow a sales process and methodology (Solutions selling, Challenger, or other)
  • You have successfully sold into national retail businesses and have an understanding of the retail landscape
  • Willingness to work hard and go fast in a high growth startup environment
  • Proficient in Powerpoint, Excel, Google Docs and Salesforce
  • Willingness to travel 20% of the time (in-person meetings, conferences, company events, etc)

For IL - based applicants:

  • The base salary for this position is $120,000 - $150,000 eligible OTE for a total of $220k - 250K
  • This position is eligible for equity in the form of stock options
  • This position is eligible for Instawork benefits, including:
    • A variety of medical, dental, and vision plans with coverage beginning on the date of hire
    • Flexible paid time off
    • At least 8 paid company holidays annually
    • Home office stipend
    • Phone stipend
    • Commuter stipend
    • Supplemental pay on qualified leaves
    • Employee health savings accounts (HSA) contribution
    • Flexible spending plans
    • 401K plan
    • Perkspot - discount program through Lumity

A variety of factors are considered when determining someone’s compensation including a candidate’s professional background, experience, and location.  Final offer amounts may vary from the amounts listed above.

Instawork Values

  • Bias for Action -- We are a growing team and an evolving product. We want a team of do’ers to drive the company forward, even if it means making decisions with incomplete information or being wrong.
  • Act Like an Owner -- Treat this company as though it is your own. Execute on the fundamentals, and act creatively to drive growth. Your ability to drive impact in any part of our company is only limited by your courage and conviction, not your job title.
  • Always Be Learning -- We are changing an entire industry. We strive to learn from each other and get better each day, week, and month, so that our team’s learnings can compound and we can all improve, together.
  • Empathy, Trust, Candor -- Empathy for our business partners and professionals means we put ourselves in their shoes. Empathy for our colleagues means we are always upfront and honest with each other, which comes from trust.

#LI-Hybrid

#LI-Remote

Salary : $120,000 - $150,000

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