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Direct Sales Executive

United States, New York 200000.00 - 360000.00 USD / Year · Job Posted January 29, 2026
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Job Description

Boosted.ai is growing fast, and seeking Direct Sales Executives to help scale our enterprise go-to-market motion.

Job Responsibility

  • Quarterback Enterprise Deals from Prospect to Close
  • Identify, prospect, and develop relationships with enterprise financial institutions
  • Drive end-to-end sales cycles with support from Business Development Reps, Solutions Consultants, and C-Suite along from initial outreach through negotiation, close, and handoff
  • Own Complex, Multi-Stakeholder Deals
  • Use your expertise to advise senior decision-makers on how to use AI as a competitive advantage in their workflows
  • Navigate consultative sales cycles with multiple stakeholders and competing priorities
  • Lead commercial negotiations and partner closely with legal, finance, and leadership
  • Be a Trusted Advisor to Customers
  • Deeply understand customer workflows, investment processes, and business objectives
  • Clearly articulate Boosted.ai’s value and differentiation in the context of financial markets
  • Exceed customer expectations through thoughtful engagement and follow-through
  • Grow the Enterprise Sales Motion
  • You will be an early member of our enterprise sales team in a dynamically changing AI landscape, with the best tools in class to help you shape how we win
  • Your voice matters in partnering with Marketing, Product, and Customer teams to continuously improve your role, the product, and the customer experience
  • You will be supported by BDRs, Forward Led Engineers, and Executive Leadership to win and expand enterprise accounts - we truly work as a team to win together

Requirements

  • 2-10 years of experience in B2B sales, with a strong foundation in business development at a large enterprise organization (e.g., AWS, Salesforce, Oracle or similar)
  • 2+ years of experience as a quota-carrying Account Executive closing complex deals
  • Experience managing large deal sizes and navigating multi-stakeholder buying processes
  • Proven ability to build pipeline proactively through outbound efforts
  • Strong communication skills — able to earn credibility with senior financial executives
  • Analytical mindset with the ability to understand customer needs, mapping to business value
  • High ownership mentality and comfort operating in an evolving, early-stage environment

Nice to have

  • Experience selling into asset management, wealth management, or broader financial services
  • Familiarity with AI, data platforms, or workflow automation tools
  • Experience helping build or refine enterprise GTM motions at a scaling startup

What we offer

  • Flexible (Unlimited) Paid Time Off
  • Medical, Dental, and Vision benefits for you and your family
  • Life Insurance and Disability Benefits
  • Access to a 401(k) retirement savings plan (for U.S. employees)
  • Paid Parental Leave
  • Free access to use Boosted.ai Alfa™ to make money

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