About this role.
Tremendous is hiring an outbound Sales Development Representative to generate qualified meetings and new pipeline in partnership with an Account Executive. The role focuses on account research, multichannel prospecting, social selling, targeted outreach, and communicating the company’s payouts-platform value proposition. Candidates need 1–3 years of sales or SDR experience, strong experimentation habits, and the ability to operate independently in a remote, documentation-oriented environment. Success is measured by meeting generation, pipeline development, effective quota execution, and collaboration with Sales, Marketing, and Customer Success. The position is remote-first for people working in the Americas and offers a base salary plus commission and equity.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
3/5Pace & Pressure
4/5Autonomy Level
4/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I begin with the ideal customer profile, segment accounts by fit and likely pain points, then identify relevant decision-makers and influencers. I prioritize accounts using firmographic fit, trigger events, intent signals, and existing engagement, and I adjust the sequence based on response and meeting-conversion data.
I would research the prospect's company, role, current initiatives, and probable workflow challenges, then connect one specific observation to Tremendous's value proposition. The message would be concise, relevant, and end with a low-friction call to action such as a short exploratory conversation.
I use a structured daily prospecting plan, time-block focused outreach, maintain accurate CRM records, and review activity and conversion metrics regularly. I also communicate progress, blockers, and learnings proactively with my AE and manager rather than waiting for scheduled meetings.
In a previous role, I noticed generic sequences were producing low replies, so I tested messaging tailored to industry-specific pain points and trigger events. After tracking results by segment, I standardized the strongest variant, shared it with the team, and improved qualified-response and meeting rates.
I would diagnose the funnel to identify whether the gap is in activity, targeting, messaging, response rates, or conversion to meetings. I would increase high-quality activity where needed, test a focused change to the weakest stage, ask my AE or manager for feedback, and monitor results daily to make timely adjustments.
Tremendous is the global platform built for businesses to send thousands of payouts to anyone, anywhere, for free. We’re trusted by 20,000 organizations like Atlassian, MIT, and United Way to deliver gift cards and money to millions of recipients worldwide.
Our customers (researchers, marketers, HR teams, nonprofits, and platform businesses) rave about how fast and easy Tremendous is to use. Check out our ratings on G2.
Tremendous is profitable and growing without outside investors. We’re a fully remote, high-documentation, low-meeting culture, which means more time for what matters in both your professional and personal life. The team agrees– our employee NPS is in the high 80s.
About the role
As a Sales Development Representative, your primary responsibility will be to secure meetings with top prospective companies and individuals. You’ll work closely with one paired Account Executive to generate meetings from their target account list. We encourage account development through outbound prospecting, social selling, networking, attending conferences and field marketing events, and any sales activity that would contribute to expanding the Tremendous brand. You will be the first line of engagement with prospective customers and will have an impact on Tremendous’ revenue growth and future success.
What you’ll do
Work primarily to bring in new deals through Outbound prospecting.
Collaborate with Account Executives, as well as members of our Marketing and Customer Success teams, to develop new strategies to build our sales pipeline and grow our business.
Use Amplemarket, LinkedIn, your own network, and other prospecting tools to research accounts, identify key contacts and craft targeted messaging.
Learn our technology and effectively communicate our value proposition. Work to understand their goals and challenges to better understand how we can help.
What you’ll bring
1-3 years of prior sales experience, ideally in a similar outbound or SDR role.
Clever and creative problem solving. We’re small and emphasize output and iteration over a sales handbook set in stone.
Independence. We all work together to solve tough problems here at Tremendous, but taking pride in experimenting and finding your own answers is the best way to learn.
Collaboration. When our SDRs uncover new trends and tactics that work to set meetings, they share them with their teammates so everyone can benefit.
Ability to thrive with a well-set quota. We want our goals to be fair and achievable. You should find these goals alongside your team and with your manager and use them as a benchmark for success.
Ambition. Ambition isn’t a dirty word at Tremendous. We’re a team of achievers collaborating on a fast-growing product and that means personal growth in both role and responsibility as well as tons of personal upside for you.
What’s cool about the role
You’ll work at a company growing quickly yet sustainably. We’re profitable with plenty more opportunity ahead. That’s good news for your career growth.
Competitive pay and equity. Base salary for this role: $65,000 – $70,000 plus commission.
Real benefits. 100% covered health (US), unlimited PTO, 12-16 weeks paid parental leave.
Fully remote. Work from anywhere in the Americas.
Great culture. Read more about how we work in our public handbook.
Location
This role is remote-first and you can work wherever you want in the Americas.
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