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
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
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
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
Skills Required
- 3-4+ years of Enterprise SaaS sales
- Consistently closing 7-8 figure ACVs
- Proven success selling into large Fortune 1000 companies
- Strong technical fluency in demoing and discussing integrations
- Evidence of consistent self-sourced pipeline generation
- Exceptional written and verbal communication skills
What We Do
Rilla is the leading virtual ridealong software for outside sales and service. When sales reps or technicians go out and talk to customers face to face. They record their conversations with the Rilla app, and we use AI to automatically transcribe, analyze and give them feedback to help them improve their sales. And to help their sales managers do virtual ridealongs that are 100x faster, better, and more productive than physical ridealongs. We're on a mission to make the offline world of commerce as searchable and easy to understand as the internet. If you're interested in joining us in our adventure, we are hiring! https://www.rilla.com/careers
