Chicago-Based Enterprise SDR for AI Advertising Growth

PassFort; Chicago (IL); On-site; USD 60,000 - 90,000; Full time

Benefits offered by this job

Remote-first

Health insurance

Wellness stipend

Flexible working hours

Office access in London & New York

Job summary

Pencil is seeking a Sales Development Representative to drive enterprise and mid-market growth from Chicago-area origins. You will identify and qualify new leads, build pipeline, and schedule meetings and demos for enterprise teams.

The role starts with opportunities from $25K in annual contract value and rewards strong pipeline performance. We value collaboration, creativity, and continuous learning, with remote-first policies and options to work from home or our offices in London or New York.

Qualifications

• 1 year of outbound sales development experience into enterprise accounts.
• Experience in SaaS, tech sales, martech or creative production.
• Strong communicator with written and verbal skills.

Responsibilities

• Lead Generation: Identify and connect with potential clients globally, focusing on UK and US.
• Lead Nurturing: Keep leads warm with personalized outreach sequences.
• Sales Collaboration: Work with sales to qualify leads against our framework (BANT).
• Tools: Use LinkedIn Sales Navigator, Apollo, Lusha; track with Salesforce.
• Targets: Hit monthly qualified leads; commissions on qualified leads and closed-won deals.

Skills

Outbound prospecting

Enterprise accounts

SaaS

Tech sales

CRM tools (Salesforce)

Tools

Sales Navigator

Apollo

Lusha

Salesforce

Job description

Pencil is seeking a Sales Development Representative to drive enterprise and mid-market growth from Chicago-area origins. You will identify and qualify new leads, build pipeline, and schedule meetings and demos for enterprise teams.

The role starts with opportunities from $25K in annual contract value and rewards strong pipeline performance. We value collaboration, creativity, and continuous learning, with remote-first policies and options to work from home or our offices in London or New York.