Enterprise Sales Development Representative (SDR) - Pencil

Some of the world's biggest brands already run their advertising on our AI platform. We're moving fast, want to help us build the pipeline that gets us there?

At Pencil, we've built the operating system for AI-made advertising—the platform that aggregates every major AI model so creative and marketing teams go from brief to finished asset without stitching tools together themselves. Our mission is to make AI the default in advertising without replacing creative people, and we're leading that shift today: running production at scale for brands like L'Oréal, Unilever, Bayer, Diageo, and more with the legal, security, and procurement rigor enterprise clients require.

We're backed by The Brandtech Group, a $4B marketing technology company that also owns Oliver and Jellyfish, giving us the scale and reach to work with the world's largest advertisers.

What We're Looking For

A driven Senior Sales Development Representative with a genuine enthusiasm for AI to drive our enterprise and mid-market growth. In this role, you'll identify and qualify new leads, build pipeline, and schedule meetings and demos for our enterprise and mid-market sales teams. You'll play a key role in bringing net-new clients to Pencil, working deals starting at $25K in annual contract value. This role and its process have already been validated, and you'll be instrumental in driving a significant share of the opportunities we create.

At Pencil, we believe that great work comes from great people. We foster a culture of collaboration, creativity, and continuous learning, where your ideas are valued and your growth is supported. With flexible working-from-home arrangements, a focus on innovation, and a team that celebrates wins together, Pencil is a place where you can make a real impact in a booming industry.

Job Requirements

• Must have 1 year of outbound sales development experience into enterprise accounts; you've navigated large orgs, multi-threaded across stakeholders, and know what it takes to get a first meeting with a senior buyer.
• Must have experience in SaaS, tech sales, martech, or creative production, or a genuine curiosity about how the world’s biggest brands create and buy their advertising. Our buyers are marketing, procurement, and brand leaders—you'll need to speak their language quickly.
• Strong communicator who can explain complex ideas simply and confidently, in writing and on the phone.
• Consistent, disciplined outbound across calls, email, and LinkedIn; you treat the pipeline as a numbers game and a craft.
• Comfortable in a fast-moving environment where the playbook is still being written, and happy to help improve it.
• Proficient with CRM software (e.g., Salesforce) and modern prospecting tooling.

Job Responsibilities

• Lead Generation: Identify and connect with potential clients based on our provided Ideal Customer Profile. This role covers global markets, with a focus on the UK and US.
• Lead Nurturing: Keep leads warm and engaged with personalized outreach sequences for those not quite ready to buy, so they're ready when the timing is right.
• Sales Collaboration: Work hand-in-hand with our sales team to make sure every lead is fully qualified against our framework (BANT). You'll help shape the best way to engage each account and set it up for success.
• Tools: Use LinkedIn Sales Navigator, Apollo, and Lusha for prospecting and contact data, and Salesforce to track leads, stay organized, and capture what matters.
• Targets: Hit monthly targets for qualified leads. You'll earn commission on qualified leads with additional commission on any that convert to closed-won deals.

Benefits

• 25 days PTO plus public holidays
• Remote-first workplace with access to offices in London (The Shard) and New York, or work anywhere in your home country
• Health insurance / private medical cover
• Monthly stipend towards wellness, fitness, and learning & development
• Enhanced parental leave policies (birth, adoption, or surrogacy)
• Flexible working hours