Senior Account Executive, Enterprise

About Outreach

Outreach, founded in 2014, is the only complete agentic AI platform for revenue teams. Outreach infuses agentic AI, conversation intelligence, and assistive AI to power hundreds of use cases across revenue motions. From new logo prospecting to expansions, deal acceleration, driving retention, and forecasting, Outreach AI automates workflows and frees sellers to focus on more strategic conversations and actions. Revenue leaders benefit from connected account visibility, performance insights, and higher forecasting accuracy across every GTM team. World leading enterprise organizations use Outreach to power their revenue teams, including Databricks, SAP, Siemens, and Verizon to name a few.

About the Team Our Senior Account Executive, Enterprise team partners with prospective customers of 5,000 to 10,000 employees, owning the full deal cycle from first conversation to signed contract. We are product experts and ambassadors for Outreach, building deep knowledge of our customers' goals and pain points so they can create and close pipeline through the Outreach Sales Execution Platform. We enjoy learning new sales trends and methodologies, going to industry events, subscribing to blogs and podcasts, reading books, and researching case studies so we can grow together. We work closely to champion our customers, share success stories, and celebrate our wins. The Role The primary purpose of a Senior Account Executive, Enterprise at Outreach is to lead complex, full-lifecycle sales strategy for net new, prospect accounts. This is a pure hunter role.Hunters at Outreach own the entire sales cycle, including researching, prospecting, advising, negotiating contracts, and closing deals. You are accountable for developing account plans, using the MEDDPICC sales methodology to build new business and achieve your territory goals. You identify and deeply understand a prospect's needs, pains, and desired business outcomes, then build an effective business case that demonstrates the ROI and value of the Outreach platform. You will partner with other members of the go-to-market team, such as Solutions Consultants, to guide prospective customers through proof of concept demos. Your primary points of contact are executive stakeholders (CRO, COO, CEO, CFO, and CISO). Key performance indicators include quota attainment, pipeline generation and coverage, and forecast quality and accuracy. We are an AI-forward team, using intelligent tools to research accounts, sharpen discovery, and build business cases faster than the market moves. We are looking for sellers who bring that same mindset to the C-suite, helping prospects see how Outreach's AI-powered platform turns their pipeline into predictable revenue.

Territory and Pipeline: Identify, research, and qualify potential new customers in your assigned territory, building pipeline coverage sufficient to achieve your sales targets.

Forecasting: Forecast deals accurately using Outreach's forecast methodology.

Account Planning: Develop and deliver on account plans that strategically increase new revenue for Outreach.

Discovery: Conduct effective discovery calls to identify and unlock the business challenges that Outreach solves.

Solution Demonstration: Demonstrate how the Outreach platform delivers a tailored solution to the outcomes a prospect is trying to achieve.

Deal Execution: Negotiate contracts with cross-functional stakeholders including C-suite, finance, procurement, and technical teams, partnering with internal go-to-market, finance, and leadership resources to drive deals to close.

Scoping and Handoff: Define accurate scoping and success criteria to position a successful implementation, and provide a smooth account transition to professional services and account management teams for future adoption and expansion.

At least 7 years of sales lifecycle management experience, preferably in a SaaS environment

Comfortable in a hunting role that is heavily focused on month over month pipeline creation

Proven experience selling AI-powered, complex solutions into medium to large organizations

Demonstrated curiosity about AI and emerging technologies, with a desire to explore how they can enhance your workflow and drive better outcomes for customers

Proven experience selling into accounts through a top-down executive motion

Ability to manage and navigate long sales cycles, typically nine to twelve months, with contract values of $200k to $500k

Knowledge of the MEDDPICC Sales Methodology and experience applying this framework successfully

Disciplined pipeline management, with the rigor to keep opportunities progressing through every stage and forecasts reliable

Strong negotiation skills, with the ability to hold value in complex, multi-stakeholder contract discussions

Ability to build and cultivate strong, trusting relationships and partnerships, both internally and externally

Effective communication skills, both written and verbal, with the ability to tailor messaging appropriately for the audience

Executive presence and interpersonal skills

Strong business and financial acumen to be able to showcase metrics and potential ROI

High personal integrity, with a commitment to internal processes and sales methodologies

A collaborative approach and self-directed drive, with the initiative to keep opportunities moving forward

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