Chief Enterprise Sales & Strategy Leader

SentiLink

Chicago (IL)

Hybrid

USD 450,000 - 550,000

Full time

14 days+

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Benefits offered by this job

Employer paid group health insurance

401(k) plan with employer match

Flexible paid time off

Regular company-wide in-person events

Home office stipend

Job summary

SentiLink is seeking a Head of Strategic Sales to lead and scale enterprise opportunities across new markets in the United States. You will identify, develop, and close multi-stakeholder deals, partnering with product, marketing, and leadership to shape go-to-market strategy.

The role emphasizes consultative selling, executive engagement with Fortune 500 and high-growth clients, and building repeatable sales motions to extend lighthouse successes. Remote-friendly, US-based role.

Qualifications

10+ years of enterprise software sales experience.
Proven success closing high six to seven figure deals.
Experience selling into financial services, fintech, fraud, or identity.
Proven experience developing go-to-market strategies and expanding into new markets.

Responsibilities

Lead, coach, and scale SentiLink's Strategic Sales team to win major enterprise opportunities.
Develop and execute go-to-market strategies for new industries and buyer personas.
Recruit, hire, and onboard top sales talent as the team grows.
Identify and win flagship customers to establish credibility in new verticals.
Build executive relationships with C-suite and senior leaders across Fortune 500 firms.
Lead complex enterprise sales cycles from initial engagement to contract execution.