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
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
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 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
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
