["Full-Time"]
Remote
SaaS
jobicy
About this role
About WorkWhileWorkWhile is on a mission to help workers earn a better living and live better lives. 83 million Americans work hourly jobs, often with unpredictable schedules that pay close to minimum wage and offer limited
benefits, leading to financial instability. WorkWhile identifies the best hourly workers and matches them with shifts that fit their skills, location, and life. Businesses get access to a quality workforce, while workers get stable income and unmatched
benefits, including next day pay, free telehealth services, and financial services. We have the audacious goal to align incentives and solve inefficiencies in the labor market, disrupting the $650 billion staffing and recruiting market. Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, WorkWhile is reshaping the future of work.
About the RoleWorkWhile is looking for an experienced Account Executive with a proven track record of success to join our rapidly growing team. This role is responsible for strategic new business sales and expansion.
As an Account Executive you will manage all aspects of the sales process including prospecting, lead management, qualification, customer evaluation, closing new business, and expansion. This role will be focusing on the light industrial, hospitality, and retail verticals. The ideal candidate must have an entrepreneurial mindset, a hunger for success, and a consultative customer-centric approach.
Demonstrate a strong business case for WorkWhile through a consultative and value-driven sales process
Establish a collaborative business relationship between WorkWhile and key decision makers within target accounts
Meet and exceed your goals through prospecting, qualifying, managing, and closing new sales opportunities
Partner with account management, operations, and sales development teams to drive revenue
About you
3-5+ years of sales experience in a quota carrying, closing role
Experience in enterprise sales.
A track record of
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Channel / Partner
Sell through partners, resellers, or alliances
Territory
Named Accounts
Pre-assigned list of target companies
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Dedicated prospecting team
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAccount Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.
Top SaaS reps often earn significant upside through accelerators once quota is exceeded.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
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