Enterprise Account Executive at Instawork

San Francisco, California, United States

Instawork Logo
Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Staffing, Technology, Labor MarketplaceIndustries

Requirements

  • 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 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
  • Willingness to travel 40% annually (on-site client visits, tradeshows, conferences, events)

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
  • Lead end-to-end sales cycles—from initial discovery, executive alignment, and contract negotiation—ensuring a seamless 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

Skills

Key technologies and capabilities for this role

Enterprise SalesProspectingPipeline ManagementConsultative SellingContract NegotiationC-Suite EngagementDeal ClosingAccount ManagementRevenue TargetsNetworking

Questions & Answers

Common questions about this position

What salary or compensation is offered for this Enterprise Account Executive role?

This information is not specified in the job description.

Is this Enterprise Account Executive position remote or does it require office work?

This information is not specified in the job description.

What experience and skills are required for this role?

Candidates need 5+ years of enterprise sales experience leading end-to-end sales cycles, a proven track record of closing $200K+ deals over 6-12 month cycles, deep experience with multi-threaded sales strategies, strong executive presence with communication, negotiation, and presentation skills, a self-starter mentality, and proficiency with CRM tools like Salesforce.

What is the company culture like at Instawork?

Instawork fosters a fast-paced, high-growth environment for passionate, driven sales professionals, emphasizing quick scaling, meaningful economic opportunities, and building lasting business relationships.

What makes a strong candidate for the Enterprise Account Executive position?

A strong candidate has 5+ years of enterprise sales experience closing $200K+ deals, excels in multi-threaded prospecting and consultative selling to C-suite executives, demonstrates a self-starter mentality in a high-growth setting, and is proficient in CRM tools.

Instawork

Connects businesses with vetted hourly workers

About Instawork

Instawork connects businesses with over 5 million vetted short-term, seasonal, and temp-to-hire workers through its online platform. It primarily serves companies looking for hourly workers, offering a solution that is more efficient than traditional staffing agencies. The platform features an intelligent matching system that pairs businesses with suitable workers from its extensive database, supported by a rigorous vetting process to ensure reliability. This has led to a high demand for Instawork's workers, with 93% of businesses wanting them to return and a low 2% no-show rate. Businesses can view worker profiles and experience before they pick up shifts, and those looking for full-time employees can also search and hire from the database. Instawork generates revenue by charging businesses for connecting them with workers, and its importance grew during the pandemic, solidifying its market position.

San Francisco, CaliforniaHeadquarters
2015Year Founded
$144MTotal Funding
SERIES_DCompany Stage
Consulting, Consumer SoftwareIndustries
1,001-5,000Employees

Benefits

Health Insurance
Dental Insurance
Vision Insurance
Unlimited Paid Time Off
Paid Holidays
Home Office Stipend
Phone/Internet Stipend
Commuter Benefits
Paid Sick Leave
Health Savings Account/Flexible Spending Account
401(k) Retirement Plan
Stock Options

Risks

Competition from gig economy platforms like Wonolo and Bluecrew is increasing.
Regulatory scrutiny over worker classification could impact Instawork's business model.
Economic downturns in hospitality may reduce demand for hourly workers.

Differentiation

Instawork offers an automated matching solution for hospitality professionals and businesses.
The platform connects businesses with over 5 million vetted short-term and seasonal workers.
Instawork's intelligent matching system ensures high demand and low no-show rates.

Upsides

Post-pandemic demand for flexible work solutions boosts Instawork's market relevance.
Acquisition of Able Jobs expands Instawork's tools and global market offerings.
Expansion into Phoenix and Savannah captures regional demand for flexible staffing.

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