["Full-Time"]
Remote
SaaS
jobicy
About this role
About WorkWhile
WorkWhile is on a mission to help workers earn a better living and live better lives. 83 million Americans work hourly jobs: the true backbone of the hospitality, catering, and event industries. These workers often face highly volatile schedules, sudden booking surges, and limited
benefits. WorkWhile identifies the best, most reliable hourly workers and matches them with shifts that fit their skills, location, and life. For high-volume catering companies, stadium and venue operators, corporate food service providers, and large-scale event producers, we provide instant access to a vetted, high-quality workforce to seamlessly scale up for major events and peak periods.
For workers, we provide stable income and unmatched
benefits, including next-day pay, free telehealth services, upskilling, and financial wellness tools. 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 in hospitality and live events. Role Summary We are looking for a high-performing Enterprise Account Executive – Hospitality to drive new business and strategic expansion within catering conglomerates, national contract food service providers, sports and entertainment venue operators, and premier event management groups.
This role focuses on selling flexible labor solutions to enterprise-scale organizations with multi-stakeholder environments, extended sales cycles, and significant volume
requirements. You will leverage your expertise in the events and food service sectors, consultative selling, and executive relationship-building to transform how major hospitality brands staff their operations, helping you exceed quota and meaningfully contribute to WorkWhile’s growth.
Key
Responsibilities
Drive the Full Sales Cycle: Prospect, discover, position solutions, negotiate, an
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Vertical-Specific
Focused on a single industry vertical
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
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 questionAs an Account Executive with WorkWhile, you'll own the entire revenue pipeline and be measured on quota attainment.
Expect to work with recurring revenue models where customer retention is as important as acquisition.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
Are you a closer?
Interested in SaaS? Build your profile to get matched with roles like this.
Explore More Sales Jobs
Similar Roles
Sales Director
Boltive
$95k–$146k
Lead Sales Development Representative - Remote - Location in San Jose, CA (San
TE Connectivity
$168k–$190k
Remote Phone Sales Representative (US Based) - Base Pay plus Commission
ISFY (I Sell For You)
Enterprise Account Executive, Strategic Accounts
AlphaSense
$105k–$140k
Enterprise Account Executive - LATAM
Kong
$350k–$400k
Account Executive (Music)
Vermillio
Browse More Jobs
Ready to land your next closing role?
Build your free closer profile to get matched with high-ticket sales opportunities, track applications, and showcase your track record.
Create a free profile to save sales jobs and track applications
