CareerPlan

Head of AMER Startups (AI Sales)

USFull-time2026-10-28 → 2026-11-11

Core

Lead the dedicated organization responsible for acquiring, expanding, and partnering with high-growth AI startups across North America, acting as an expansion engine and strategic acquisition vector.

Role type

Second-line leader (Head of Sales)

Builds

Dedicated coverage, specialized technical go-to-market motions, and intelligent automation systems for AI companies scaling from seed to market dominance.

Domain

Financial infrastructure for AI startups (North America)

Required skills

High-growth technology sales leadership, usage-based/consumption billing expertise, multi-product platform adoption, quantitative/analytical modeling, team building and management, ecosystem partnership development

Preferred skills

Deep AI landscape knowledge (LLMs, generative media, AI agents), startup/VC ecosystem connections, high-growth infrastructure/fintech sales leadership, incentive structure design, AI-driven sales automation

Technologies

Stripe financial infrastructure (Metered/Usage-Based Billing, Connect, Financial Connections, Global Payouts), AI infrastructure platforms, agentic workflows, AI-native SaaS applications

Responsibilities

Develop GTM vision and operating model for AI Startup organization, design coverage models for hyper-growth trajectories, drive adoption of core financial infrastructure products, create data-driven breakout detection systems, partner with AI venture funds and cloud providers, recruit and develop frontline managers and Account Executives, serve as strategic voice to Product/Engineering teams, own pipeline health and revenue forecasting

Seniority

Senior, second-line leader managing frontline managers