Enterprise Account Executive

Who We Are

Rilla’s the leading virtual ridealong software for outside sales. Think home improvement, home builders, property managers, and other sales people who talk to customers face to face.

Sales reps talk, our mobile app records their conversations, and our AI automatically transcribes and analyzes their conversations to help them improve their sales.

Our vision is to bring the power of conversation intelligence from the Zoom meeting and the call center to the more than 10M sales people who work offline.

We are one of the fastest growing startups in the world right now and in history.

We’re backed by Crystal Huang of Google Ventures, and Byron Deeter (one of the best investors of all time) from Bessemer Venture Partners, the top Cloud investor in the world.

And we’re a Cloud 100 Rising Star company.

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 onsites as well as leadership summits and industry conferencest

What You Need

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

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

Highly coachable, curious, and competitive

Verifiable track record of closing >$2mm annually

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

All necessary tech equipment

Rent stipend for qualifying employees relocating to NYC