Enterprise AI Sales SDR - Remote, Flexible Hours, PTO

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

Benefits offered by this job

25 days PTO

Remote-first with office access

Health insurance

Wellness stipend

Parental leave

Flexible hours

Job summary

Pencil is hiring a Sales Development Representative (SDR) to drive enterprise and mid-market growth from our Chicago, IL area office. You will identify and qualify new leads, build pipeline, and schedule meetings and demos for our enterprise and mid-market sales teams. Deals start at $25K in annual contract value.

Remote-first culture with office access in London or New York and flexible work options. As an SDR, you’ll engage with marketing and procurement leaders, speak their language quickly,

Qualifications

• Experience with outbound prospecting into enterprise accounts.
• Knowledge of SaaS, martech or advertising tech is a plus.
• Strong written and verbal communication skills.

Responsibilities

• Identify and connect with potential clients globally, focusing on UK and US.
• Nurture leads with personalized outreach to keep them engaged.
• Collaborate with sales to qualify leads and prepare accounts for next steps.
• Use LinkedIn Navigator, Apollo and Lusha for data; track with Salesforce.

Skills

Outbound sales

SaaS sales

CRM proficiency

Communication

Lead qualification

Multi-threaded outreach

Tools

Salesforce

LinkedIn Sales Navigator

Apollo

Lusha

Job description

Pencil is hiring a Sales Development Representative (SDR) to drive enterprise and mid-market growth from our Chicago, IL area office. You will identify and qualify new leads, build pipeline, and schedule meetings and demos for our enterprise and mid-market sales teams. Deals start at $25K in annual contract value.

Remote-first culture with office access in London or New York and flexible work options. As an SDR, you’ll engage with marketing and procurement leaders, speak their language quickly,