Senior Account Executive: High-Impact B2B Sales (Onsite)

Instawork; San Francisco (CA); On-site; USD 80,000 - 160,000; Full time

Benefits offered by this job

Medical, dental, vision plans

Phone stipend

Commuter stipend

Equity / stock options

Flexible paid time off

401K plan

Perkspot discount program

Job summary

Instawork is seeking a Senior Account Executive to own a Territory in a high-impact role, reporting to a Sales Manager and working on-site in downtown Chicago. You will lead outbound efforts, reach top decision makers, and close deals while expanding accounts from day one.

The role emphasizes Hunter drive, competitive performance, and ability to navigate terms with confidence. The position offers a base salary with uncapped OTE potential and equity, plus comprehensive benefits.

Qualifications

• 3+ years of B2B sales experience with a proven, consistent track record of exceeding quota.
• Ability to build pipeline from scratch through outbound prospecting.
• Experience selling into large hospitality or warehousing brands is a plus.

Responsibilities

• Own your territory and build high-value partnerships with top partners across sectors.
• Drive aggressive outbound prospecting to generate your own pipeline through cold calls and sequences.
• Reach executives and key decision makers with tailored presentations that win.
• Use a consultative sales approach to show why Instawork is the faster, smarter alternative to legacy staffing.
• Close new business over phone, video, and in-person, then expand those accounts from day one.
• Negotiate commercial and legal terms to close deals.
• Deliver accurate weekly forecasts and own your number.
• Collaborate with sales and operations to ensure customers experience the platform.

Skills

B2B sales

Quota attainment

Hunter mentality

Sales pipeline

Salesforce

Outreach

ZoomInfo

Job description

Instawork is seeking a Senior Account Executive to own a Territory in a high-impact role, reporting to a Sales Manager and working on-site in downtown Chicago. You will lead outbound efforts, reach top decision makers, and close deals while expanding accounts from day one.

The role emphasizes Hunter drive, competitive performance, and ability to navigate terms with confidence. The position offers a base salary with uncapped OTE potential and equity, plus comprehensive benefits.