Why This Job is Featured on The SaaS Jobs
This Sales Development Representative role stands out in SaaS because it sits at the intersection of AI-enabled product value and revenue creation. The company operates a conversation-intelligence platform designed for offline, field-based sellers, which is a less saturated segment than typical Zoom-era tooling. That positioning makes top-of-funnel work more consultative, since prospects may be newer to AI transcription and analysis in face-to-face selling environments.
For a SaaS career, the role offers durable exposure to the mechanics that most growth-stage software businesses rely on: pipeline generation, messaging iteration, and tight feedback loops with Account Executives and marketing sources such as inbound and events. Experience building repeatable outreach motions across phone, email, and LinkedIn translates well across B2B SaaS, particularly for candidates aiming to progress into closing roles, revenue operations, or go-to-market leadership over time.
It is best suited to professionals who like structured daily activity, measurable output, and frequent coaching. The listing signals a preference for persistence, organization, and comfort with direct outreach, alongside a willingness to handle varied tasks when priorities shift. Candidates interested in AI-driven SaaS and field-sales use cases should find the domain especially relevant.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
Who We Are
Rilla’s the leading virtual ridealong software for outside sales and service. Think HVAC, windows, real estate, and other salespeople who talk to customers face to face.
They 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 salespeople who work offline.
We’re growing 20% MoM, have dozens of customers including Fortune 500 companies, Net Revenue Retention above 170%, an NPS higher than the iPhones, and we are profitable!
We are one of the fastest-growing startups in the world, backed by Byron Deeter from Bessemer Venture Partners, the top cloud investor globally. We are also a Cloud 100 Rising Star company.
The Role
“Startup equals growth” - Paul Graham.
And in our case, growth equals sales.
We are growing insanely fast.
But still, we’re not growing quickly enough.
Your job will be to help us grow faster.
As a Sales Development Representative, you will be at the forefront of our growth efforts, and your main priority will be to help us evangelize the power of conversation intelligence to more companies that sell offline.
This role is for someone who’s young, scrappy, bold, hungry, and ready to go on an adventure.
Who You Are
A customer obsessive. Someone who deeply cares about delighting clients and solving their pains, not about vanity metrics.
An infinite learner. You are always looking to learn more and learn faster. You feel uneasy when you get complacent, and you’re constantly seeking discomfort.
A team player. You love giving and receiving feedback and learning and growing as a team.
Unafraid of failure. You take risks. You see failure as an opportunity to learn, grow, and be better the next time. In a weird way, you trick your brain into being excited when you fail because it means you get a new opportunity to learn more.
Affinity for the unconventional. You get a kick out of rejecting conventional wisdom. And you’re not afraid to try weird, crazy, and quite possibly stupid ideas.
Extremely focused. You practice extreme focus in everything you do. You’re always looking to prioritize your time and resources for maximum efficiency.
What You’ll Do
Own the top of the sales funnel—prospect, research, and engage new leads daily
Book qualified meetings for our Account Executives through cold calling, email, and LinkedIn outreach.
Build a pipeline by reactivating leads that went cold previously.
Become an expert on our product, our customers, and the sales process to spark conversations that convert.
Travel to conferences to close deals with prospective customers on the spot, or book demos for our AEs.
Follow up with the massive amounts of leads we get from conferences through email or calling.
Call inbound leads we get organically from our website.
Put out fires. Help with anything that’s needed. Your main priority will be to help our startup grow faster.
What We Need
We’re looking for a team player who loves to give and receive feedback and functions well when coached. If you’ve succeeded in organized team sports (including e-sports), this is probably you.
You have to be highly organized and attentive to detail. If your room is clean, you keep tidy to-do lists and a well managed calendar, this is probably you.
You have something to prove. You’re resourceful, persistent, extremely competitive, and unrelentingly positive even in the face of failure.
You know how to communicate well verbally and in writing. If you’ve ever done stand up comedy, or any sort of creative writing that doesn’t suck, that’s a plus for us.
Benefits
Medical, dental, and vision insurance
Breakfast, lunch, dinner, and supplementary food and drink — 6x a week
Gym membership
Commuter benefits
Relocation assistance
Take what you need paid time off, not accrual-based
$1,000 stipend for learning and personal growth
Tech equipment
