Enterprise Account Executive

Run the full Enterprise cycle: outbound prospecting, multi-stakeholder discovery, tailored demos, ROI modeling, negotiations, and closing

Sell directly to C-Suite, VPs, Directors, and operational leaders across field-heavy enterprises

Lead multi-threaded, complex sales cycles with cross-functional support (Solutions, Product, SEs, CSMs)

Develop deep expertise in multiple verticals and bring market intelligence back to the org

Build playbooks and repeatable processes as one of the first Enterprise AEs on the team

Forecast with precision while managing 10-15 active opportunities

Establish Rilla as the category leader in every new vertical we open

3-4+ years of Enterprise SaaS sales , consistently closing 7-8 figure ACVs

Proven success selling into large, Fortune 1000 companies

Strong technical fluency — comfortable demoing, discussing integrations, API/ workflow mapping, and partnering with technical stakeholders

A true hunter mentality: evidence of consistent self-sourced pipeline generation and strong outbound muscle

Operates with grit, speed, and obsession — thrives in high-growth, high-intensity environments

Highly coachable, curious, and competitive

Exceptional written and verbal communication skills — able to lead rooms of senior executives and command attention

Please don't join if you're not excited about:

Working ~70 hrs/week in person with some of the most ambitious people in NYC

Attempting to build a generational company, and the intensity required to do so