The RoleAs our
first SDR Manager at Letter AI, you will play a pivotal role in building, scaling, and leading our Sales Development function from the ground up. You will directly manage and grow a team of high-performing SDRs, establishing the outbound strategies, playbooks, and metrics that fuel our top-of-funnel pipeline. Working closely with leadership and marketing, you'll have complete autonomy to shape our outbound engine in a rapidly growing market, significantly impacting the company's revenue trajectory and your own career growth.
What You'll Do- Team Building & Leadership: Recruit, hire, onboard, and coach our founding team of SDRs, establishing a culture of high performance, accountability, and continuous learning.
- Outbound Strategy & Execution: Design, test, and iterate on outbound prospecting playbooks, multi-channel sequences, messaging, and account prioritization strategies.
- Pipeline Generation: Drive consistent qualified lead flow and meeting creation to meet or exceed monthly and quarterly sales pipeline goals.
- Cross-Functional Alignment: Collaborate closely with Account Executives, Marketing, and Revenue Operations to refine lead handoffs, target account lists, and messaging resonance.
- Data & Performance Management: Track and analyze key SDR performance metrics (activity levels, conversion rates, pipeline quality), using data to optimize performance and report on pipeline health to leadership.
Qualifications for the Role- 3+ years of total experience in SaaS sales/sales development, with at least 1-2+ years of direct experience managing, leading, or mentoring SDRs/BDRs.
- Proven track record of exceeding outbound pipeline quotas as both an individual contributor and team leader.
- Deep understanding of modern outbound sales tech stacks, sequence orchestration, multi-channel prospecting, and data-driven pipeline management.
- Strong coaching and mentoring abilities, with a passion for helping early-career tech sales professionals grow and advance.
- High adaptability, grit, and comfort operating in a fast-paced, ambiguous startup environment.
- Strong communication, analytical, and problem-solving skills with a proactive, "figure it out" mentality.
How We OperateAt Letter AI, we operate by a set of core principles:
- 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
What's in it for you?- 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
