3+ years in SaaS sales/sales development, with 1-2+ years managing SDRs/BDRs.
Proven track record of exceeding outbound pipeline quotas.
Deep understanding of outbound sales tech stacks and data-driven pipeline management.
Strong coaching and mentoring skills for early-career sales professionals.
High adaptability and comfort in a fast-paced startup environment.
Excellent communication, analytical, and problem-solving skills.
Responsibilities
Recruit, hire, onboard, and coach a high-performing SDR team.
Design and iterate on outbound prospecting playbooks and strategies.
Drive consistent qualified lead flow to meet sales pipeline goals.
Collaborate with Account Executives and Marketing for lead handoffs and messaging.
Track and analyze SDR performance metrics to optimize results.
Benefits
Stock options for every full-time teammate.
Comprehensive medical, dental, and vision coverage with a 401(k) match.
Company-supported commuter, connectivity, and wellness benefits, plus daily lunch.
Team events including happy hours and offsites.
Opportunity to have meaningful ownership and impact in a fast-growing startup.
Full Job Description
The Role
As 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 Operate
At 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
