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About the Role

Cascade AI is seeking an Account Executive to manage full-cycle sales across events, partnerships, inbound, and outbound channels. This quota-carrying role focuses on complex, high-value opportunities with large organizations, requiring end-to-end ownership from demand generation to closing and expansion. As an early-stage sales role without SDR support, you will be responsible for generating your own pipeline and collaborating with cross-functional teams to win customers and shape the company's sales motion.

Responsibilities

Own Revenue Across All Sales Channels
Build and close pipeline across outbound, inbound, events, and partnerships.
Generate qualified opportunities through direct prospecting, account research, executive networking, partner relationships, and event follow-up.
Convert inbound interest into discovery calls, executive meetings, and qualified opportunities.
Own full-cycle sales from first touch through procurement, security review, legal, close, and expansion.
Lead complex, multi-stakeholder sales cycles with HR, IT, Finance, Procurement, and executive buyers.
Drive conversations around AI transformation, operational efficiency, employee experience, and business impact.
Build Your Own Pipeline
Create and execute outbound strategies for priority accounts.
Turn events into qualified meetings and active opportunities.
Follow up quickly and thoughtfully on inbound demand.
Develop partner-influenced opportunities while maintaining ownership of the sales process.
Maintain disciplined pipeline hygiene, forecasting, and next-step execution.
Sell Across HR and ITSM
Position Cascade’s HR and IT modules clearly and credibly.
Understand customer pain across HR service delivery, IT service management, employee support, workflow automation, analytics, and internal operations.
Identify land-and-expand opportunities across departments, functions, and geographies.
Help customers understand how agentic AI changes the way HR and IT work gets done.
Operate With a Product Mindset
Develop deep fluency in Cascade’s product, workflows, integrations, and customer use cases.
Translate customer pain into sharp discovery, compelling demos, and clear business cases.
Bring structured feedback from live deals back to Product, Marketing, and Customer Success.
Help refine messaging, packaging, pricing, competitive positioning, and the sales playbook.
Think beyond closing the deal: understand what will make the customer successful after purchase.
Operate as an AI-First Seller
Use AI tools and Cascade’s internal agents to improve productivity, research, outreach, meeting preparation, follow-up, and pipeline quality.
Build and refine AI-assisted sales workflows.
Continuously improve your own output through automation, structured execution, and better insight generation.

Requirements

5–8+ years of SaaS sales experience, including selling to large, complex organizations.
Experience selling in an early-stage startup environment.
Proven track record closing high-value, multi-stakeholder deals.
Strong self-sourcing discipline; you have built meaningful pipeline without relying on SDR support.
Comfortable owning all channels: outbound, inbound, events, and partnerships.
Experience selling technical, workflow, AI, HR, ITSM, or operational software.
Strong executive presence and value-based selling skills.
Able to run rigorous discovery, build business cases, manage complex sales cycles, and navigate procurement.
Product-minded, curious, and able to connect customer needs to product capabilities and roadmap signal.
Proactive about using AI tools to improve sales performance.
Bonus if you’ve sold to CHROs, CIOs, Heads of Benefits, HR Ops, Employee Experience, IT, ITSM, or Service Delivery leaders.

Skills

SaaS sales
Full-cycle sales
Demand generation
Pipeline generation
Outbound sales
Inbound sales
Event sales
Partnership sales
Account research
Executive networking
Discovery calls
Business case development
Procurement navigation
Security review navigation
Legal navigation
Expansion sales
Multi-stakeholder sales cycles
Value-based selling
AI transformation
Operational efficiency
Employee experience
Product fluency
Workflow automation
Integrations
Customer use cases
Demos
Sales playbook development
AI tools
AI-assisted sales workflows
Sales forecasting
Pipeline hygiene

Location

Remote

Work Type

Full-time

Experience Level

5-8+ years
Early-stage startup experience

About the Company

Cascade AI is an AI-first, agentic platform changing the operating stack for HR and IT teams.
Our specialized AI agents automate high-impact back-office workflows across two core modules: HR and IT.
For HR teams, By combining vertical intelligence with security, integrations, and workflow automation, Cascade helps large organizations modernize how internal operations run, reduce administrative burden, and deliver a better employee experience.
We’ve raised $5.4M led by Gradient Ventures, Google’s AI fund, built strategic partnerships with Microsoft and Google, and are live with Fortune 100 customers.
We are defining a new category of agentic AI for enterprise service delivery and scaling quickly.

Equal Opportunity

Cascade is an equal opportunity employer. We celebrate diversity and are committed to building an inclusive team.