Enterprise SDR — AI Ads, Remote-First & Flexible Hours

Pencil; United States; Remote; USD 60,000 - 90,000; Full time

Benefits offered by this job

25 days PTO

Remote-first with offices in The Shard

Health insurance

Monthly wellness stipend

Enhanced parental leave

Flexible working hours

Job summary

Pencil is building the operating system for AI-made advertising. We seek a driven Sales Development Representative to grow our enterprise and mid-market pipeline, identify and qualify leads, and schedule meetings for our sales teams. Deals start at $25K in annual value.

This role requires Eastern Time availability in the US, remote-first flexibility, and collaboration with teams across global markets. You’ll help shape our outbound playbook and drive growth in a fast-moving environment.

Qualifications

• 1 year of outbound sales development experience into enterprise accounts.
• Experience in SaaS, tech sales, martech, or creative production.
• Strong written and verbal communication skills.
• Proven discipline in outbound across calls, email, and LinkedIn.
• Comfortable in a fast-moving environment with a developing playbook.
• Proficient with CRM software (e.g., Salesforce) and prospecting tools.

Responsibilities

• Lead generation across global markets with focus on UK and US.
• Nurture leads with personalized outreach sequences.
• Collaborate with sales to qualify leads (BANT) and set meetings.
• Use LinkedIn Sales Navigator, Apollo and Lusha for prospecting; Salesforce for tracking.
• Hit monthly qualified-lead targets; commissions on qualified leads and closed-won deals.

Skills

Outbound sales

SaaS/tech sales

Excellent communication

Cold outreach

CRM proficiency

Tools

Salesforce

LinkedIn Sales Navigator

Apollo

Lusha

Job description

Pencil is building the operating system for AI-made advertising. We seek a driven Sales Development Representative to grow our enterprise and mid-market pipeline, identify and qualify leads, and schedule meetings for our sales teams. Deals start at $25K in annual value.

This role requires Eastern Time availability in the US, remote-first flexibility, and collaboration with teams across global markets. You’ll help shape our outbound playbook and drive growth in a fast-moving environment.