Enterprise Outbound SDR — Cold Calling & Email

About the role

Pragma is looking for an experienced outbound SDR who can consistently open doors within enterprise accounts.

This is a pure outbound prospecting role. Your job is to reach relevant decision-makers through cold calls and email, qualify initial interest, and book attended product demos for our sales team.

You will not conduct demos, manage inbound leads, prepare proposals, negotiate commercials, or close deals.

Your objective

Create qualified enterprise pipeline by consistently booking relevant, attended product demos.

We care about outcomes—not inflated activity numbers or unqualified meetings.

What you will own

• Prospect into assigned enterprise D2C accounts.
• Identify relevant decision-makers, influencers, and potential champions.
• Reach prospects through cold calls and personalized emails.
• Develop messaging suited to different accounts, roles, and business problems.
• Run structured, persistent follow-up sequences.
• Handle initial objections and create enough interest for a product conversation.
• Qualify prospects using Pragma’s agreed criteria.
• Book demos with the right stakeholders for the sales team.
• Reduce no-shows through confirmation and pre-demo follow-ups.
• Maintain accurate prospect activity and outcomes in the CRM.
• Track what works and improve call scripts, emails, and conversion rates.

How success will be measured

• Qualified demos booked
• Qualified demos attended
• Demo attendance rate
• Cold call-to-demo conversion rate
• Email-to-demo conversion rate
• Relevant decision-makers engaged
• Target enterprise accounts penetrated
• Outbound-sourced pipeline created

What we are looking for

• 3+ years of dedicated outbound B2B prospecting experience, preferably in SaaS.
• Proven experience cold calling and emailing enterprise accounts.
• A consistent record of achieving or exceeding qualified-demo targets.
• Confidence speaking with senior decision-makers.
• Strong objection-handling and follow-up skills.
• Clear, persuasive written and verbal communication.
• Ability to personalize outreach without losing volume.
• Resilience, high ownership, discipline, and strong execution.
• Experience using CRM, sequencing, calling, and prospecting tools.

Evidence we will ask for

Please be ready to share specific numbers from your recent roles:

• Monthly cold-call volume
• Monthly email volume
• Qualified-demo target
• Average qualified demos booked
• Average demos attended
• Demo attendance rate
• Call-to-demo conversion rate
• Email-to-demo conversion rate
• Typical company size and stakeholder seniority targeted
• Percentage of quota achieved

We are looking for candidates who understand their numbers and can explain how they produced them.

This role is not suitable if

• Most of your experience comes from inbound leads.
• You primarily conduct demos or close opportunities.
• You prefer account management over cold prospecting.
• You have not carried a measurable outbound demo-booking target.
• You are uncomfortable making cold calls every day.

What you get

• Competitive fixed compensation
• Performance-linked incentives
• Ownership of Pragma’s enterprise outbound motion
• Direct exposure to leading D2C businesses
• A collaborative, ambitious team
• The opportunity to help build and improve our outbound playbook