Senior Sales Executive - Agentic AI

TrilagenNew York, NY

About The Position

Trilagen is hiring a Senior Account Executive focused on net-new enterprise business development for Agentic AI services and solutions. This is a pure hunting role for someone who has successfully sold emerging technologies at smaller startups where credibility had to be earned — not inherited. The ideal candidate has a track record of building territory from scratch, opening doors into enterprise accounts, and navigating complex sales cycles without the backing of a large marketing engine or Fortune 500 logo. At Trilagen, you are the brand until you prove otherwise. This is not a "relationship manager" role. We need a builder, prospector, and closer who is energized by creating opportunities where none exist. Your job is to build pipeline from nothing and close deals.

Requirements

  • 7+ years of enterprise technology sales experience selling consulting, professional services, or managed services to commercial enterprise buyers. Not SaaS licenses.
  • Proven success selling emerging technologies: AI / Generative AI / Agentic AI, cybersecurity, cloud services, digital transformation, or enterprise consulting engagements.
  • Demonstrated success at small or early-stage companies with limited brand recognition — you've opened doors where nobody knew your company's name, purely on your own hustle and credibility.
  • Consistent track record of exceeding quota through outbound prospecting and new logo acquisition — not farming, not managing, not inheriting. Sourcing and closing.
  • Experience selling into enterprise accounts with complex multi-stakeholder buying processes — $150K–$500K+ engagements with 60–90 day cycles involving CISOs, CIOs, VPs of IT.
  • Ability to independently source, develop, and close opportunities without SDR teams, marketing engines, or corporate brand support.
  • Familiarity with AWS, Okta, or SailPoint partner ecosystems — you've worked in or around at least one and understand the co-sell motion.

Nice To Haves

  • Hunter mentality with strong prospecting discipline — you wake up thinking about pipeline
  • Comfortable hearing "no" and persistent enough to keep moving
  • Naturally curious and commercially driven — you ask questions before you pitch
  • Strong executive presence and communication skills — you can hold a room with a CISO or CTO
  • Able to simplify complex technical concepts — you don't need to be an engineer, but you need to be conversant in AI agents, LLMs, and identity governance
  • Entrepreneurial mindset with high accountability — you own your number and you own your territory
  • Thrives without structure — there's no established playbook. You're building it.
  • Sold AI services or AI consulting engagements
  • Worked at startups under 200 employees with no brand recognition
  • Built territories or GTM motions from scratch
  • Existing enterprise relationships within targeted verticals
  • Closed six-figure and seven-figure services engagements
  • Worked alongside technical delivery or solution engineering teams

Responsibilities

  • Own the full sales cycle from prospecting through close — you source it, you scope it, you close it. From first outreach to signed SOW.
  • Generate and manage your own pipeline through outbound activity, networking, referrals, events, and strategic outreach. There is no SDR team, no inbound engine, no inherited book.
  • Target enterprise and upper mid-market organizations undergoing AI transformation — CIOs, CISOs, CTOs, business unit leaders, and innovation teams at Fortune 500 and large publicly traded companies.
  • Sell into three buyer categories ready to pay today: 1. "We tried and failed" — deployed agents with another firm, didn't get results. They have budget and urgency. 2. "We need to start but don't know how" — board pressure to deploy agents but no methodology. Your entry is the process assessment. 3. "We have agents but no governance" — 60% of enterprises lack governance. Pure identity security + agent governance play.
  • Position Agentic AI solutions tied to real business outcomes — not technology features. Translate complex technical concepts into executive-level business value.
  • Help customers understand AI adoption strategies, automation opportunities, governance requirements, and operational impact.
  • Collaborate with technical architects and delivery teams during discovery and solution development. You sell the vision; the engineers validate the architecture.
  • Cross-sell across all three Trilagen practices — AI Agent Engineering, Cloud (AWS & Oracle OCI), and Identity Security (Okta & SailPoint ISC). Every engagement is a door into the other two.
  • Build and execute territory plans with measurable pipeline targets — not vague relationship-building. Specific accounts, specific contacts, specific dollar amounts.
  • Maintain disciplined forecasting and CRM hygiene — every opportunity, every meeting, every next step documented in Salesforce. Pipeline accuracy is non-negotiable.
  • Drive urgency and momentum through long and complex enterprise buying cycles. Consistently exceed activity, pipeline, and revenue goals.
  • Operate with urgency, autonomy, and accountability — in a small team, there's no one to hide behind.
  • Help shape messaging, GTM strategy, and sales process — you're not inheriting a playbook; you're building one alongside the President.
  • Provide market feedback directly to leadership — what buyers are saying, what objections keep coming up, what's working and what isn't.
  • Work directly with the President — You learn from a proven closer and earn the right to carry the sales function independently.

Benefits

  • 401K
  • Health Insurance
  • Dental Insurance
  • Paid Time Off
  • Paid Sick Leave
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