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[Remote] Account Executive

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Assail is a company that provides an autonomous multi-agent offensive security platform. They are looking for an Account Executive to manage the full enterprise sales cycle targeting Fortune 1000 accounts in regulated industries, shaping the enterprise playbook and expanding existing accounts.

Responsibilities

  • Own the full sales cycle. Prospect, qualify, run discovery, scope POVs, negotiate, and close new-logo enterprise deals. Carry an annual quota and forecast accurately every week
  • Build and manage pipeline. Generate qualified pipeline through a mix of outbound, account-based plays, ecosystem partners, events, and inbound. Maintain pipeline coverage of at least 3x quota
  • Multi-thread enterprise accounts. Map account org charts, build relationships across security, engineering, procurement, and the C-suite, and run executive-level conversations with CISOs and CIOs
  • Run rigorous discovery. Uncover the customer's application security program, current AppSec/DAST/pentest spend, compliance drivers (PCI, HIPAA, FedRAMP, SOC 2, DORA), and the business outcomes they need
  • Lead POVs and technical evaluations. Partner with sales engineering to scope, run, and close proof-of-value engagements. Translate Ares' findings into business risk and ROI the buyer's executive team will fund
  • Negotiate and close. Lead pricing, redlines, and procurement cycles. Partner with legal and finance to close clean, multi-year enterprise agreements
  • Expand existing accounts. Drive land-and-expand motion across business units, subsidiaries, and adjacent application portfolios within named accounts
  • Operate the CRM with discipline. Keep HubSpot pristine — stage hygiene, next steps, MEDDPICC fields, close dates, and accurate forecasting. The pipeline is the product
  • Feed the company. Surface competitive intelligence, product gaps, pricing signal, and customer language back to marketing, product, and the CRO. AEs at this stage shape the company, not just hit a number
  • Represent Assail externally. Attend industry events, customer dinners, analyst briefings, and partner meetings. Carry the brand the way it deserves to be carried

Skills

  • 7+ years of quota-carrying enterprise software sales experience, with at least 3 years selling cybersecurity to the Fortune 1000
  • Demonstrated track record of consistently hitting or exceeding $1M+ ARR quotas, with deal sizes of $150K–$1M+ ACV
  • Experience selling into CISOs, VPs of Application Security, Heads of Product Security, and DevSecOps leaders
  • Deep fluency in the AppSec landscape: DAST, SAST, IAST, pentesting, bug bounty, ASPM, and where each fits in the buyer's stack
  • Disciplined sales methodology — MEDDPICC, Command of the Message, Force Management, or equivalent. Able to articulate champion-building, economic-buyer access, and decision criteria with rigor
  • Strong technical credibility. Able to run a discovery call with a Head of AppSec without a sales engineer in the room, and to demo Ares competently
  • Experience running POVs and technical evaluations against incumbents and competitive tools
  • Excellent written and verbal communication. Crisp executive presence with CISOs and CIOs
  • HubSpot or Salesforce fluency, with the operational discipline to keep forecasts accurate
  • Comfortable in an early-stage environment — high autonomy, ambiguity, fast iteration, and direct collaboration with the founder and CRO
  • Prior experience selling an emerging-category or AI-native security product where the buyer needs education, not just comparison
  • Existing relationships with CISOs and AppSec leaders in financial services, healthcare, automotive, or critical infrastructure
  • Experience selling into the U.S. federal government, DoD, or intelligence community, including familiarity with FedRAMP, ATO processes, and federal procurement vehicles
  • Background in security engineering, penetration testing, or AppSec prior to moving into sales
  • Experience as an early AE at a Series A–C security startup that scaled

Company Overview

  • Assail develops an agentic AI platform for autonomous offensive security testing targeting mobile apps, APIs, and web infrastructure. It was founded in 2025, and is headquartered in Boston, Massachusetts, USA, with a workforce of 2-10 employees. Its website is https://www.assailai.com.
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