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Gem Sales Demo • New York, NY

6d

About The Position

We’re hiring a Strategic Account Executive to join the Strategic New Business team, focused on landing net new Fortune 500 and Fortune 100 employers that do not yet partner with Handshake. This is a pure hunter role for a seller who thrives in high-visibility deal cycles, creates pipeline through proactive outreach, and closes complex six-figure partnerships with senior HR and business leaders.

The role owns a defined book of named accounts and the full sales cycle, from account planning and first meetings through executive alignment, negotiation, and close. It requires high autonomy and minimal support, along with regular travel, customer hosting, and in-person selling.

Requirements

• At least 4 years of SaaS closing experience, including at least 2 years selling to enterprise or strategic customers.
• Proven record of net new logo acquisition and consistent quota attainment.
• Experience closing complex six-figure deals with multiple stakeholders and longer sales cycles.
• Strong outbound and account-planning skills, with the ability to own a defined book and build pipeline proactively.
• Ability to lead executive-level conversations, position value, and manage an end-to-end sales process.
• High ownership and scrappiness, including comfort creating sales materials and running demos without heavy support.
• Strong forecasting hygiene and deal management discipline across monthly and quarterly rhythms.
• Willingness to travel regularly and participate in in-person selling, customer events, and relationship-building.

Nice To Haves

• President’s Club recognition is strongly preferred.
• Experience selling HR tech, recruiting software, or workforce solutions to Fortune 500 employers.
• Background as an enterprise Account Executive with 2 to 5 years of tenure who is looking to step up into strategic new business.
• Existing relationships with senior HR, talent acquisition, or early talent leaders at large employers.

Responsibilities

• Acquire net new Fortune 500 and Fortune 100 employer customers that do not yet partner with Handshake.
• Own a defined book of named accounts and build pipeline through proactive outreach and account planning.
• Manage the full sales cycle from account planning and first meetings through executive alignment, negotiation, and close.
• Lead executive-level conversations, position value, and run a disciplined sales process.
• Create sales materials and run demos with minimal support.
• Maintain forecasting hygiene and deal management across monthly and quarterly rhythms.
• Travel regularly and engage in in-person selling, customer events, and relationship-building.
• Host customers.

Benefits

• Equity in a fast-growing company.
• 401(k) match.
• Competitive compensation.
• Financial coaching.
• Paid parental leave.
• Fertility benefits.
• Parental coaching.
• Medical insurance.
• Dental insurance.
• Vision insurance.
• Mental health support.
• $500 wellness stipend.
• $2,000 learning stipend and ongoing development.
• Internet and commuting support.
• Free lunch and gym access in the San Francisco office.
• Flexible paid time off.
• 15 holidays and 2 flex days.
• Team outings.
• Referral bonuses.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed