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Head of Sales
A fast-growing technology company in the debt collections and financial services sector is seeking a dynamic, high-output Vice President of Sales to lead its go-to-market strategy and drive exponential revenue growth. This leader will oversee sales, account management, and revenue operations, building a scalable GTM engine to win across financial services and lending markets.
Key Responsibilities:
#LI-SB1 (Samantha Boychuk)
Key Responsibilities:
- Architect and execute quarterly and annual GTM strategies to exceed aggressive revenue targets.
- Oversee sales, account management, and revenue operations, ensuring exceptional performance across each function.
- Build and lead high-performing teams, instilling a culture of urgency, humility, and accountability.
- Optimize pipeline metrics and sales cycles to drive repeatable, scalable growth.
- Identify new markets and commercial opportunities in close collaboration with Product, Finance, and Legal.
- Develop playbooks, enablement frameworks, and compensation plans to drive performance.
- Champion enterprise sales excellence, particularly within highly regulated industries.
- Own forecasting, revenue modeling, and operational infrastructure to support rapid scaling.
- Spearhead the company’s expansion strategy post-sale, maximizing customer lifetime value.
- Establish and grow partnership and alliance strategies to improve customer acquisition efficiency and onboarding effectiveness.
- 5+ years leading GTM or sales functions at high-growth, venture-backed startups (preferably Series B to D+ stages).
- Proven experience building and managing enterprise sales motions in regulated industries.
- Deep understanding of complex sales cycles and organizational decision-making within large financial institutions.
- Track record of designing and scaling systems to support sustainable revenue growth.
- Demonstrated ability to build elite teams and foster a culture of performance and continuous improvement.
- Operational rigor: Experience managing forecasts, comp plans, and key business metrics (e.g., LTV, CAC, CAC payback).
- Strong written communication skills and strategic thinking.
- Intellectually curious and low ego, with a collaborative leadership style.
- Systems Thinker: Able to build scalable processes and infrastructure that support repeatable GTM success.
- Enterprise Sales Expert: Adept at navigating complex institutions, securing buy-in, and closing high-value deals.
- Forecasting & Operational Excellence: Skilled in revenue forecasting, pipeline hygiene, and comp plan design.
- High Bias for Action: Fast-moving, resourceful, and capable of executing in ambiguous or unstructured environments.
- Humble & Collaborative Leader: Values cross-functional collaboration and the professional development of their team.
- Proven Team Builder: Has consistently recruited, developed, and retained high-performing sales and account teams.
#LI-SB1 (Samantha Boychuk)
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