Enterprise Account Executive

Summary

Join Ashby, a fast-growing enterprise software company, as an Enterprise Account Executive and help us win major accounts. You will manage the full sales cycle, focusing on new logo acquisition through a mix of inbound and outbound efforts, while also handling some existing customer expansion and upsell opportunities. This role requires a proven track record of exceeding quotas, selling complex SaaS solutions to large organizations, and closing significant deals. Success in this position demands strong communication, the ability to guide prospects through the buying process, and deep product and industry expertise. Ashby values a team-selling approach and offers a supportive environment with a generous benefits package.

Requirements

• You have a multi-year track record of exceeding $1M+ quotas, selling complex SaaS technologies to large organizations
• You have closed many $100K+ ARR sales which require consensus building and executive engagement
• You have a demonstrated ability to win highly competitive opportunities by identifying pain and business impacts and connecting those to strategic initiatives of the leadership team

Responsibilities

• Manage the full sales cycle from pipeline generation through to won
• Own a curated list of excellent fit, high propensity accounts as well as a geographic territory with significant market opportunity
• Focus on new logo acquisition via a healthy mix of inbound and outbound, while also covering a small number of customer accounts for expansion and upsell

Preferred Qualifications

• You demonstrate mastery of clear communication
• You ask questions with precision and can explain complex concepts in simple terms
• You eschew business jargon
• You skillfully guide prospects through their entire buying process—engaging the right stakeholders at the right time to create consensus for a strategic technology decision
• You become both a product and industry expert
• You create ‘Ah ha!’ moments in collaboration with your Solutions Engineer to build momentum & solve customer-specific challenges
• Your peers describe you as detail oriented
• You send timely & crisp follow-up emails
• You take pride in internal operations, like real-time CRM updates
• You have strong business acumen
• You help customers connect the dots between technical problems and their business impact
• You craft compelling cases for change
• You're excited to land the biggest deals we've ever done
• You are diligent and gritty and have demonstrated perseverance to win long, competitive sales cycles
• You're a creative problem solver and comfortable with some healthy ambiguity
• You'll help us refine our Enterprise go-to-market motion to maximize the segment's results over time
• You're willing to travel as needed, up to 40%
• Familiarity with Talent Acquisition and HR tools and workflows
• A network that includes Heads of Talent you can tap into

Benefits

• Unlimited PTO with four weeks recommended per year
• Generous equipment, software, and office furniture budget
• 10-year exercise window for stock options
• $100/month education budget with more expensive items (like conferences) covered with manager approval
• If you’re in the US, top-notch health insurance for you and your dependents with 100% of all premiums covered by us, Flexible Spending Accounts and 401K match