Senior Sales Executive - Agentic AI

Trilagen•Reston, VA

13d•Remote

About The Position

Trilagen is seeking a Senior Account Executive to focus on net-new enterprise business development for Agentic AI services and solutions. This is a pure hunting role for individuals who have a proven history of selling emerging technologies at smaller startups where credibility had to be earned. The ideal candidate will have a track record of building territory from scratch, opening doors into enterprise accounts, and navigating complex sales cycles without the support of a large marketing engine or established brand. This role requires a builder, prospector, and closer who is motivated by creating opportunities and closing deals. The market opportunity is significant, with a projected $9B+ agentic AI market by 2026, and a substantial average implementation cost per agent deployment. Many enterprises lack AI agent governance, which Trilagen's identity security practice addresses.

Requirements

7+ years of enterprise technology sales experience selling consulting, professional services, or managed services to commercial enterprise buyers.
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, having opened doors purely on hustle and credibility.
Consistent track record of exceeding quota through outbound prospecting and new logo acquisition.
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.

Nice To Haves

Hunter mentality with strong prospecting discipline.
Comfortable hearing 'no' and persistent enough to keep moving.
Naturally curious and commercially driven.
Strong executive presence and communication skills.
Able to simplify complex technical concepts.
Entrepreneurial mindset with high accountability.
Thrives without structure; comfortable building the playbook.
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, including sourcing, scoping, and closing deals from first outreach to signed SOW.
Generate and manage pipeline through outbound activity, networking, referrals, events, and strategic outreach, as there is no SDR team, inbound engine, or inherited book of business.
Target enterprise and upper mid-market organizations undergoing AI transformation, focusing on CIOs, CISOs, CTOs, business unit leaders, and innovation teams at Fortune 500 and large publicly traded companies.
Sell into three key buyer categories: those who tried and failed with other firms, those who need to start but lack methodology, and those with agents but no governance.
Position Agentic AI solutions tied to real business outcomes, translating 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.
Cross-sell across Trilagen's AI Agent Engineering, Cloud (AWS & Oracle OCI), and Identity Security (Okta & SailPoint ISC) practices.
Build and execute territory plans with measurable pipeline targets, focusing on specific accounts, contacts, and dollar amounts.
Maintain disciplined forecasting and CRM hygiene, ensuring every opportunity, meeting, and next step is documented in Salesforce.
Drive urgency and momentum through long and complex enterprise buying cycles, consistently exceeding activity, pipeline, and revenue goals.
Operate with urgency, autonomy, and accountability in a small team environment.
Help shape messaging, GTM strategy, and sales process.
Provide market feedback directly to leadership regarding buyer sentiments, objections, and effective strategies.
Work directly with the President, learning from a proven closer and earning the right to carry the sales function independently.