Senior Enterprise Account Executive, Instawork
$250k
OTE
$130k
BASE
+ Eligible for equity in the form of stock options
5 days a week in office
Flexible staffing marketplace for local workforces
Be an early applicant
Flexible staffing marketplace for local workforces
1001+ employees
Be an early applicant
$250k
OTE
$130k
BASE
+ Eligible for equity in the form of stock options
5 days a week in office
1001+ employees
Company mission
To offer economic opportunities for local professionals and businesses, in communities across the world.
Role
Who you are
- This role requires a strategic thinker with a passion for building lasting business relationships and a strong ability to close deals
- 7+ 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
What the job involves
- We're looking for passionate, driven, and highly motivated sales professionals to help us scale our enterprise partnerships and continue our rapid growth across the U.S. As a Senior Enterprise Account Executive, you will be responsible for acquiring key enterprise accounts and forming channel partnerships
- You will work closely with enterprise businesses to understand their staffing needs and provide tailored solutions that meet their workforce requirements
- 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
- Travel expectations: 40% annually (on-site client visits, tradeshows, conferences, events)
Our take
Around 57 million workers in the U.S. work on a 'gig' basis, providing short-term and one-off employment for a range of industries. However, due to the temporary nature of gig work, workers and understaffed employers are regularly let down by cancellations.
Instawork hosts an online marketplace that connects gig workers with local businesses across a variety of sectors including healthcare, hospitality, and warehouse work. Workers are paid hourly upon completion of a gig, at which point both the employer and worker themselves can provide feedback on the experience.
Whilst the startup faces competition within this gig-work industry, Instawork holds a smart focus on providing reliable and short-notice workers for businesses that need them. Gigs can be arranged within just a few hours of notice, and any employer or employee who cancels a job will be temporarily suspended in order to improve job success rates. Instawork's 2023 Series D funding is accelerating its AI capabilities and expanding its presence within staff distribution centres for some of the American continent's largest retailers and sports stadiums.
Steph
Company Specialist at Welcome to the Jungle
Insights
39% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
May 2023
$60m
SERIES D
Jul 2021
$60m
SERIES C
Total funding: $148m
Company benefits
- Medical, Dental, and Vision
- FSA and Commuter Benefits
- Parental and Family Leave
- Flexible Time Off
- Office & Phone Plan Reimbursement
- 401K Retirement Savings
Company HQ
Financial District, San Francisco, CA
Leadership
Sumir Meghani
(CEO)Previously VP of Email at Groupon and VP at Mixx.
Salary benchmarks
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