Senior Enterprise Sales Executive
Boosted.ai
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Job summary
Qualifications
- 10+ years of experience in B2B sales with a focus on enterprise.
- Experience managing complex deals and multi-stakeholder processes.
- Ability to proactively build pipeline through outbound efforts.
Responsibilities
- Identify and develop relationships with enterprise financial institutions.
- Drive end-to-end sales cycles and support from cross-functional teams.
- Understand customer workflows and articulate Boosted.ai’s value.
Skills
Job description
Boosted.ai is building AI purpose-built for finance to help teams do more. Our mission is to optimize investing and boost productivity. We’re already trusted by leading enterprises and developers with over $5T under management with Boosted.ai. From the fastest growing hedge funds to global financial institutions, our tool lets our users stay ahead of the competition with AI that works for them. We believe that modern investment professionals will win the future of finance by using the best tools; a unique competitive edge powered by data, experimentation, and automation. Boosted.ai is the platform they use to cut through data overload, outpace competitors, and reclaim their time. We’re looking for sharp, low-ego people to help teams find their edge.
- Our product is used every day by investors at the world’s largest financial institutions and most popular investment platforms
- We’re scaling quickly. We have ramped roughly 5× over the past year and growth is accelerating
- We’ve built a culture people actively want to be part of. Many of our strongest applicants come from firms that already use Boosted.ai
- We’re well-capitalized and long-term focused, backed by investors who have helped define modern fintech and enterprise software, including Spark Capital, Ten Coves Capital, Portage Ventures, and RBC.
Boosted.ai is growing fast, and seeking Senior Enterprise Sales Executives to help scale our enterprise go-to-market motion. This is a hybrid role based in our Toronto office, with an expectation of working in person 2‑3 days per week. For the right candidate, this could be a 100% remote role. A highly effective candidate will find themselves on the road 30‑50% of the time.
- 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
- 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
- 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
- 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
- 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)
- 10+ 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
- 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
About We believe the best sales organizations are built by people who care deeply about their craft, their customers, and their teammates. At Boosted.ai, you’ll have the opportunity to:
- Own large scale enterprise accounts early in the company’s growth
- Team directly with leadership to shape our enterprise sales strategy, valuing your perspective
- Sell a sophisticated AI product solving real problems for financial professionals
- Build your career at a company operating at the intersection of fintech and AI
At Boosted.ai, we believe in fair and transparent compensation practices. The salary range for this full‑time position is $300,000–$350,000, which represents the minimum and maximum target salary for new hires in this role. Actual salary will be determined based on factors such as
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