Sales Development Representative

The Role

Why Join?

• Growth Potential: Be part of an early-stage company in a high-growth AI space, where your contributions can shape the future of the organization and accelerate your career.
• Autonomy & Impact: Operate with autonomy to build relationships, craft sales strategies, and directly influence the company’s revenue goals.
• Excitement of AI: Engage with innovative AI technology and help transform how sales teams operate using tools like AI Sales Rooms and generative AI-powered coaching.
• Build from the Ground Up: Play a key role in developing our account management process and executing strategies that will influence our growth for years to come.

What You'll Do

• Lead Generation: Identify and research target accounts, engage prospects through outreach channels like email, calls, and social media, and create demand for Letter AI’s solutions.
• Prospect Qualification: Work with the sales team to qualify leads and determine which prospects fit our Ideal Customer Profile (ICP).
• Appointment Setting: Book qualified meetings for Account Executives, ensuring they have a steady pipeline to drive revenue.
• Personalized Outreach: Develop and execute outreach strategies tailored to each prospect’s unique pain points, ensuring each touchpoint adds value.
• Cross-Functional Collaboration: Work closely with marketing on campaigns, share insights from prospects, and help refine messaging to resonate with our ICP.
• Track & Analyze: Use CRM tools to keep detailed records of prospect interactions, analyze engagement, and provide insights to refine the sales strategy.

Qualifications for the Role

• 1-2 years of experience in sales development, lead generation, or business development, ideally in SaaS or tech
• Proven success in outbound sales activities and a track record of meeting or exceeding targets
• Strong communication skills and the ability to engage prospects over multiple channels
• Extremely self-motivated, with excellent organizational and time-management abilities
• A problem-solver with a curiosity about customers’ needs and a willingness to tailor outreach accordingly
• Comfortable in a startup environment, able to thrive in a fast-paced, constantly evolving atmosphere

• Customer-obsessed: Make your customers unreasonably happy and everything else will fall into place
• Ambitious yet practical: Set big goals, but stay grounded with disciplined execution and ruthless prioritization
• Direct yet kind: Never hold back from speaking your mind, but do so in a way that is kind to your colleagues
• Driven yet humble: Push for excellence and deliver fast, but keep your humility

• Compensation: $60k–$80k base salary, depending on experience, plus variable compensation
• Ownership: Every full-time teammate receives Letter stock options, so you can share in the value you help create
• Benefits that have you covered: Comprehensive medical, dental, and vision coverage, plus a 401(k) with company match
• Benefits for the everyday: Company-supported commuter, connectivity, and wellness benefits, plus daily lunch in our Chicago and San Francisco offices
• Team events: Happy hours, dinners, events, and offsites with a team that genuinely enjoys spending time together
• Build with us: Join a fast-growing startup where you’ll have meaningful ownership and impact, working closely with top-notch teammates to help build and scale Letter