Enterprise SaaS AE — AI-First HR/IT Transformation

Cascade AI; Oregon; Hybrid; USD 120,000 - 180,000; Full time

Job summary

Cascade AI, an AI-first platform for HR and IT teams, is hiring an Account Executive to own full-cycle sales across events, partnerships, inbound, and outbound. You will manage complex, high-value deals with large organizations, driving discovery, business case development, and procurement through to close and expansion.

You will operate in a fast-growing, early-stage startup, building your own pipeline and shaping the repeatable sales motion for a category-defining company in Oregon and beyond.

Qualifications

• 5–8+ years of SaaS sales experience, including complex, high-value deals.
• Experience selling in an early-stage startup environment.
• Proven track record closing multi-stakeholder enterprise deals.
• Strong self-sourcing discipline with ability to build pipeline without 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.

Responsibilities

• Own revenue across all sales channels: outbound, inbound, events, and partnerships.
• Generate and qualify opportunities through direct prospecting, research, and networked relationships.
• Lead discovery calls, build business cases, and navigate procurement and legal reviews.
• Manage full-cycle sales from initial touch to close and expansion.
• Drive AI-enabled selling processes and create repeatable workflows for prospecting and deals.
• Collaborate with product, marketing, and customer success to align on customer value.

Skills

SaaS sales experience

Startup experience

Enterprise deals

Self-sourcing

Multi-channel sales

Tech/AI software sales

Executive presence

Job description

Cascade AI, an AI-first platform for HR and IT teams, is hiring an Account Executive to own full-cycle sales across events, partnerships, inbound, and outbound. You will manage complex, high-value deals with large organizations, driving discovery, business case development, and procurement through to close and expansion.

You will operate in a fast-growing, early-stage startup, building your own pipeline and shaping the repeatable sales motion for a category-defining company in Oregon and beyond.