Enterprise Sales Director - Financial Services and Insurance
South Burlington, Chittenden County, Vermont, 05403, USA
Listed on 2026-06-05
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IT/Tech
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Business
Ushur delivers the world’s first Customer Experience Automation platform built specifically for regulated industries. Purpose-built for delivering ideal self‑service, Ushur infuses intelligence into digital experiences for the most delightful and impactful customer engagements. Equipped with guardrails and compliance‑ready infrastructure, Ushur powers vertical AI Agents for healthcare, financial services and insurance use cases. Designed for rapid code‑less deployment with flexible, advanced capabilities for IT and business teams, enterprises can transform customer and employee journeys at scale in the fastest time to value.
For remote positions, Ushur’s U.S. hiring is open to candidates who are residents of the following states: AZ, CA, CO, FL, GA, HI, , IL, MD, MI, MN, MO, MA, NJ, NC, OH, PA, SC, TX, UT, VA, WA, NY.
AboutThe Role
We are hiring an Enterprise Sales Director to lead strategic sales in our Financial Services and Insurance verticals. This is a senior, quota‑carrying role for an enterprise seller who operates as a business outcomes advisor, not a traditional product rep. Success in this role comes from insight, discipline, and credibility with executive buyers. You will run long, complex sales cycles where outcomes depend on your ability to diagnose real business problems, align stakeholders, and defend value under scrutiny.
This role is not about demo‑first selling. It is about problem framing, executive trust, and commercial judgment.
- Lead complex enterprise sales cycles by diagnosing root business problems before positioning solutions.
- Engage CIOs, COOs, Heads of Operations, Digital, and Business Leaders as a peer‑level advisor.
- Reframe customer challenges and quantify the cost of inaction, not just the benefit of change.
- Build and execute strategic account plans grounded in customer economics and regulatory realities.
- Map economic buyers, influencers, blockers, and internal politics within large organizations.
- Coach internal champions and manage the buying process, not just sales stages.
- Build ROI models and payback narratives even when data is incomplete.
- Defend value through procurement and legal negotiations without defaulting to discounting.
- Prepare rigorously for every meeting with clear hypotheses, objectives, and next steps.
- Partner closely with Product, Marketing, Revenue Operations and Customer Success to ensure durable customer outcomes and expansions.
- 8+ years of enterprise SaaS sales experience, ideally in Financial Services, Insurance, or other regulated industries.
- A track record of closing large, complex, multi‑stakeholder enterprise deals.
- Deep business acumen with fluency in ROI, payback periods, operational efficiency, and cost of inaction.
- Mastery of consultative discovery; you listen more than you talk.
- Executive presence: structured, calm, and comfortable pushing back respectfully.
- High emotional intelligence and the ability to build trust under pressure.
- Strong commercial judgment around pricing, tradeoffs, and procurement dynamics.
- A disciplined operating style with extreme respect for executive time.
You do not need to be an engineer—but you must be technologically fluent.
- Comfortable discussing how modern SaaS platforms, APIs, workflow automation, and AI‑enabled systems work at a conceptual level.
- Able to translate technical capabilities into business outcomes without hiding behind jargon.
- Curious and proactive about how AI changes operating models, customer experience, and decision‑making.
- Willing to leverage AI tools to improve your own productivity, preparation, and customer impact.
This role is intentionally not for everyone.
You Should Not Apply If You- Rely on demos, feature pitching, or slideware to create momentum.
- Talk more than you listen in executive conversations.
- Collect logos but struggle to explain how deals were actually won.
- Default to discounting to move deals forward.
- Are uncomfortable with ambiguity, long sales cycles, or professional scrutiny.
- Need tight scripts, heavy enablement, or constant direction to be effective.
- Avoid commercial tension with procurement or legal teams.
- Thr…
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