Enterprise Account Executive

SysAid Technologies; Eugene (OR); Remote; USD 80,000 - 150,000; Full time

Job summary

Join a dynamic and innovative AI-first SaaS company that is transforming IT Service Management. As an Enterprise Account Executive, you'll play a crucial role in driving growth across the US West Coast by building strong relationships with enterprise customers. This role offers a unique opportunity to lead the entire sales cycle, from prospecting to negotiation, while collaborating with a high-performing team. You'll have access to structured sales training and the chance to make a real impact in shaping the future of AI-driven service management. If you're self-motivated, strategic, and ready to excel in a remote environment, this is the perfect opportunity for you!

Benefits

Structured sales training

Professional development

Supportive team environment

High-growth company agility

Qualifications

• 5+ years of experience closing complex SaaS deals with enterprise-level IT decision makers.
• Strong communicator and negotiator, comfortable presenting to C-level and technical audiences.

Responsibilities

• Own the entire enterprise sales cycle from prospecting to closing.
• Develop and execute territory/account plans to drive new business.
• Collaborate with BDRs and Solutions Engineers for seamless buying experience.

Skills

SaaS Sales

Negotiation Skills

CRM Proficiency

Presentation Skills

Strategic Thinking

Tools

Salesforce

SalesLoft

ZoomInfo

Gong

Highspot

Google Workspace

Job description

SysAid is a fast-growing, AI-first SaaS company transforming IT Service Management for mid-market enterprises worldwide. Our platform is trusted by thousands of organizations to streamline IT, HR, and business operations with automation and intelligence.

We’re looking for an experienced Enterprise Account Executive to drive new logo growth across the US West Coast. You’ll focus on building relationships with enterprise customers, running a full-cycle sales process, and helping organizations modernize with AI-powered service management.

What You’ll Do

• Own the entire enterprise sales cycle : from outbound prospecting and qualification to negotiation and close.
• Develop and execute territory / account plans to drive net-new business.
• Build and manage a healthy pipeline, with a focus on self-sourced opportunities.
• Lead product demos and solution presentations for IT and business stakeholders.
• Collaborate closely with BDRs, Solutions Engineers, Marketing, and Customer Success to deliver a seamless buying experience.
• Maintain accurate CRM data, sales forecasts, and activity logs.
• Negotiate pricing and contracts, balancing customer value and company goals.
• Stay current on market trends, customer needs, and the competitive landscape.
• 5+ years of experience closing complex SaaS deals with enterprise-level IT decision makers.
• Proven track record managing complex, multi-stakeholder sales cycles and meeting / exceeding quotas.
• Strong communicator and negotiator, comfortable presenting to C-level and technical audiences.
• Self-motivated, collaborative, and resilient-driven to win and excel in a remote environment.
• Strategic thinker with a data-driven, consultative sales approach.
• Proficiency with Salesforce and modern sales tools (e.g., SalesLoft, ZoomInfo, Gong, Highspot, Google Workspace).
• Based in California or Washington (or able to work West Coast hours).

Why SysAid?

• Join a stable, high-growth SaaS company with the agility of a startup.
• Be part of a supportive, high-performing team with clear goals and leadership.
• Access to structured sales training and professional development.
• Make a real impact- shape the future of AI-driven service management for enterprises.

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