Founding Senior Account Executive

Pragmatico

2d•$200,000 - $300,000

About The Position

Pragmatico is seeking a Founding Senior Account Executive to establish and lead the new client revenue stream, making it independent of the founder. This role involves selling AI Transformation Management solutions to C-suite buying committees in mid-market companies. The solution includes services and software designed to ensure workforce adoption of AI and tie its impact to the company's Profit & Loss statement, measured for the board. The ideal candidate will close net-new client bookings against a quota, build a repeatable sales playbook, and generate their own pipeline. This is an early founding team hire with significant leverage and the opportunity to build and lead a future sales team.

Requirements

Proven experience selling to a CEO-led buying committee and winning deals.
Ability to multi-thread CIO and CHRO, work with a COO, and build a business case for a CFO.
Demonstrated ability to generate pipeline through outbound efforts.
Experience selling transformation outcomes delivered through people-plus-process change (services and software).
Ability to build and codify sales processes from first principles.
High agency and ownership, comfortable operating without a finished playbook and iterating weekly.
Practitioner of AI, using it to enhance work and learning constantly.
Comfortable carrying an intangible outcome and making it concrete for executive buyers.

Nice To Haves

Deep vertical expertise across multiple industries.
Experience as a marketing operator.
Deep technical knowledge in AI or ML.
Experience with big-company forecasting rigor and process polish.

Responsibilities

Close net-new client bookings against quota, with a target of $1M in the first 12 months.
Sell into a CEO-led buying committee, with the CEO as the primary buyer, often involving CIO, CHRO, and COO.
Build a CFO-grade business case demonstrating P&L and ROI.
Co-sell with the founder-CEO on difficult deals initially, then independently close deals.
Build the sales playbook from first principles, including ICP, discovery, committee multi-threading, pricing, packaging, objection handling, and close plans.
Generate own pipeline, sourcing half of qualified pipeline by month 3 in partnership with marketing.
Provide feedback to the company on packaging, pricing, and playbook based on learnings from live deals.
Codify what works and create a repeatable process for other sales representatives.