We are a well-funded, early-stage startup, hiring our Founding Account Executive team to build and own our enterprise sales motion from the ground up. This role is ideal for a hands-on seller who thrives in early-stage environments, is comfortable creating structure where none exists, and can work closely with founders, product, and R&D to close complex, AI-driven enterprise deals.
You will own the full sales cycle, from prospecting, initial discovery and qualification through Proof of Value, procurement, and close while helping define how sales scales as the company grows.
Key ResponsibilitiesEnterprise Discovery & Deal Qualification
Own early-stage discovery conversations with prospective customers to deeply understand their operational processes, pain points, and success metrics.
Qualify opportunities based on customer need, technical fit, budget, and buying readiness.
Translate customer challenges into compelling, value-driven solution narratives in partnership with Solution Engineering and R&D.
Pipeline Generation & Territory Ownership
Build and manage your own pipeline through outbound, inbound, and partner-driven opportunities.
Develop target account lists, ideal customer profiles, and account strategies for the US market.
Establish early sales playbooks for prospecting, qualification, and deal progression.
Proof of Value (PoV) & Deal Execution
Lead PoV engagements from a commercial perspective, defining success criteria, timelines, and stakeholder alignment.
Coordinate internal teams (Solution Engineering, R&D, Product) to ensure PoVs stay focused on business outcomes that drive deal closure.
Maintain deal momentum through complex, multi-stakeholder buying processes.
Experience
5+ years of experience in enterprise sales, account executive, focused on Finance, Compliance, Supply Chain or other Business Operations functions.
Proven track record of closing complex, enterprise deals, ideally involving AI, SaaS, or enterprise platforms.
Experience owning the full sales cycle from prospecting to close.
Strong discovery, storytelling, and executive-level communication skills.
Ability to sell into technical and operational stakeholders simultaneously.
Comfort working in ambiguous, early-stage environments and building processes from scratch.
Experience collaborating closely with product, engineering, and technical teams.
Background selling AI-driven, automation, RPA, or workflow platforms.
Experience running or coordinating Proof of Value / pilot programs as part of enterprise sales cycles.
Familiarity with enterprise systems such as ERP, TMS, CRM, or email platforms.
Experience selling into regulated or security-conscious enterprises.
Prior experience as a first sales hire or early GTM leader at a startup.
The expected salary for this role is $280,000 to $350,000 OTE. This is a good-faith estimate but does not include equity or other forms of compensation. Pay will be based on experience level, but those outside the salary band are welcome to apply.
Skills Required
- 5+ years of enterprise sales experience
- Proven track record of closing complex, enterprise deals
- Experience owning the full sales cycle
- Strong discovery, storytelling, and communication skills
- Ability to sell into technical and operational stakeholders
What We Do
Reindeer automates backoffice workflows in industries like logistics, supply chain, banking, finance and more. The work we target is manual, time-consuming, and hard to document completely. Our approach is different because we focus on process mining before and after automation. We capture the messy, realistic side of how work gets done, train AI agents with small sample sets, and continuously retrain them with human-in-the-loop processes as your business changes. This keeps AI accurate and prevents the drift and hallucinations that cause implementations to fail. The platform adapts to whatever process creates the most friction for your team. We've successfully automated workflows like payment approvals, quote management, and document processing for Fortune 500 companies like Hellmann Worldwide Logistics and Papaya.
