[Hiring] Founding Sales Leader @Littlebird

Role Description

Littlebird is growing fast and the people who try it tend to tell everyone they know. That's given us organic traction inside companies of every size, from solo founders to teams at major enterprises. But word of mouth alone won't get us where we're going. We need someone who can build the outbound engine to reach the companies we're not in yet, turn the interest we already have into real commercial relationships, and help shape what the enterprise version of Littlebird becomes.

Right now the GTM motion runs on founder time. It's time for our first dedicated sales hire to own the whole thing end to end and build the function from scratch.

• Build the outbound engine: Set up the systems and infrastructure to create pipeline that doesn't exist yet: list building, sequencing, outreach, targeting, and the tooling to measure what works.
• Turn signal into pipeline: Work that organic interest, turn self-serve signups into conversations, and conversations into deals. No warm account left cold.
• Run the full deal cycle: Demos, pricing, negotiation, and close. You own each account from first touch through expansion.
• Get customers to value: Own onboarding, live trainings, and use-case-specific enablement so new customers succeed fast and expand.
• Shape the enterprise product: Feed back patterns and gaps into product in tight loops and help define what the enterprise version of Littlebird becomes.
• Automate the motion with Littlebird: Use our own product to run your sales process, including meeting prep, follow-ups, CRM hygiene, and drafting outreach.
• Build the playbook: Define the motion: what converts, what scales, what to automate, and what the next GTM hires should do.

Qualifications

• You've grown up in enterprise B2B SaaS sales, likely starting as a BDR or SDR and working your way up to carrying a quota as a rep.
• You've carried a quota and beaten it, overdelivering and understanding what it feels like to own a number.
• You're a full-cycle operator, comfortable owning every stage from sourcing to expansion.
• You're a builder at heart, energized by the scrappy 0-1 phase and creating pipeline and process from scratch.
• You move fast and are highly accountable, comfortable making calls with incomplete information.
• You're technically curious and tool-native, excited about using AI to improve your job.

Benefits

• A fully remote work environment
• Competitive salary + meaningful equity in an early-stage company
• Comprehensive health benefits (medical, dental, vision)
• Unlimited PTO
• 401(k) plan available
• A team that cares about craft, clarity, and doing good work

Company Description

Littlebird is building a personal AI that connects your entire digital life, protecting your focus from clutter and surfacing what you need, the moment you need it. As the lead on Social, you will define how the world sees us.

We're a small, distributed team that works quickly, communicates clearly, and values people who take initiative. You’ll have a lot of ownership in this role, along with the support and resources you need to do great work.