Enterprise Account Executive

Who We Are

Rilla builds the leading conversation intelligence software for offline commerce.

Salespeople talk, our mobile app records the conversation, and our AI transcribes and analyzes it to make them better at their jobs. We’re bringing the technology of the 21st century’s most innovative companies to the more than 10 million salespeople who work face to face.

We’ve grown from zero to $55M+ in ARR in four years, and we’re profitable.

We sell to enterprises like The Home Depot, KKR, Neighborly, and PulteGroup.

We’re backed by Google Ventures, Bessemer Venture Partners, Crew Capital, and Broom Ventures.

Now we’re building our Founding Enterprise Sales Team — the AEs who will define how Rilla enters new markets, closes our largest customers, and shapes the playbook for our next stage.

The Role

Rilla is growing quickly, and you’ll play a big part in opening up new markets and helping our customers fundamentally change their businesses. As an Enterprise Account Executive, you will help identify, engage, and close new business from strategic enterprise customers.

This is a role for elite hunters: people who have closed 6-7 figure deals, immediately see where we win, and want to build something generational.

WHAT YOU’LL DO

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

- Report directly to the CEO

- Sell directly to C-Suite, VPs, Directors, and operational revenue leaders

- Lead multi-threaded, complex sales cycles with cross-functional support (Product, Customer Success, Growth)

- 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

- Travel monthly for customer and prospect on-sites as well as leadership summits and industry conferences

WHAT YOU NEED

- 3-4+ years of Enterprise SaaS sales, consistently closing 6-7 figure ACVs

- Verifiable track record of closing >$2mm annually

- Proven success selling into large, Fortune 1000 companies

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

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

- Highly coachable, curious, and competitive

DO NOT WORK HERE

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

- Working 50-60 hrs/week in person building our enterprise motion from the ground up

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

BENEFITS

- Uncapped Commission

- Medical, dental, and vision insurance

- Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay

- Breakfast, lunch, dinner, and snacks provided

- Wellness / Gym Benefits

- Commuter benefits

- Relocation assistance

- Take-what-you-need PTO

- $1,000 annual learning & development stipend

- 401(k) retirement plan

- All necessary tech equipment

- Rent stipend for qualifying employees relocating to NYC