Remote Enterprise Sales Development Rep

Chaos Group; Massachusetts; Remote; USD 60,000 - 90,000; Full time

Job summary

Chaos Group, based on the East Coast with remote options, seeks a Business Development Representative to drive revenue across a defined territory in outbound prospecting for both existing self-serve users and greenfield enterprise accounts in the US and Canada.

You will map buying groups, build multichannel sequences, and qualify opportunities to hand off to senior sales. This role emphasizes research, messaging precision, and CRM discipline.

Qualifications

• 1–3 years of B2B outbound sales in software/technology.
• Proven cold outbound into new accounts.
• Experience prospecting into larger organizations with multiple stakeholders.
• Hands-on experience with a modern outbound stack (CRM, sequencing platform, and data sources).
• Familiarity with software licensing models and SaaS practices.
• Experience converting a product-led/self-serve base into a sales-led relationship.
• Familiarity with AEC and/or M&E industries is ideal; eagerness to learn more.

Responsibilities

• Own a portfolio of existing self-serve customers and convert adoption into a commercial relationship.
• Read usage and purchase data to spot seat sprawl signals for enterprise conversations.
• Map the buying group and open dialogue with decision-makers.
• Prospect net new enterprise and key accounts across the US and Canada.
• Research decision makers and initiate outreach that earns a reply.
• Build and run multichannel sequences across email, phone, LinkedIn and video.
• Personalise at the account level and refine messaging.
• Match customer workflows to Chaos products to support conversion.
• Qualify against a framework and brief the account executive for the first meeting.
• Support proposals and commercial responses with senior sales team.
• Maintain accurate CRM with activity and pipeline updates.
• Relay customer feedback to internal teams.
• Track industry trends and competitor activity for outreach.
• Attend industry events to build regionally-focused relationships.

Skills

Outbound sales

Salesforce

Salesloft

LinkedIn Navigator

ZoomInfo

Apollo

AI tooling

Account research

Clear communication

Tools

Salesforce

Salesloft

Outreach

ZoomInfo

LinkedIn Sales Navigator

Apollo

Job description

Chaos Group, based on the East Coast with remote options, seeks a Business Development Representative to drive revenue across a defined territory in outbound prospecting for both existing self-serve users and greenfield enterprise accounts in the US and Canada.

You will map buying groups, build multichannel sequences, and qualify opportunities to hand off to senior sales. This role emphasizes research, messaging precision, and CRM discipline.