AI-Driven SDR & GTM Engineer (Remote)

Dakota Software; Illinois; Remote; USD 60,000 - 90,000; Full time

Job summary

Dakota Software is seeking an SDR to own the outbound pipeline for a B2B SaaS platform. You will operate an AI-driven system that drafts emails, researches leads, and routes opportunities, while you drive discovery meetings and collaborate with Account Executives.

You will progressively learn GTM tooling, automation, and analytics, aiming to evolve into a GTM Engineer role with hands-on automation and data work.

Qualifications

• Bachelor’s degree or Sales-focused certificate required or preferred.
• 1–2 years in a B2B SDR, BDR, or outbound sales role with demonstrated ability to cold call and book meetings.

Responsibilities

• Review AI-generated email drafts and call talk tracks surfaced in Slack, then approve, edit, or override them based on your judgment of the prospect and context
• Cold call high-priority prospects identified by the system, particularly those flagged for phone outreach based on intent signals, enforcement actions, or demo engagement
• Book discovery meetings for Account Executives, targeting 8+ qualified meetings per month
• Manage and monitor Apollo sequences, adjusting targeting, messaging, and timing based on engagement data
• Triage inbound intent signals from Swan.ai, identifying which visitors and returning companies warrant immediate outreach
• Operate the SDR Autopilot system; a 3-Zap Zapier workflow that triages new leads, triggers AI research, generates personalized outreach, and posts recommendations to Slack for human approval
• Monitor system performance: track approval rates, edit frequency, disqualification accuracy, and email/call conversion to identify where the AI drafts need tuning
• Maintain data quality in Attio: ensure lead records are properly attributed, statuses are current, and pipeline reporting stays accurate
• Flag automation failures, edge cases, and prompt quality issues to the Head of GTM with specific examples and suggested fixes
• Learn to build and modify Zapier automations, including multi-step workflows with conditional logic, API integrations, and data transformations
• Contribute to prompt engineering: refine the Claude system prompts that drive email drafting, lead scoring, and call talk track generation
• Build reporting dashboards and pipeline analytics that surface conversion data from outbound activity
• Take ownership of new GTM tooling projects as your technical capability grows, with the goal of evolving into a full GTM Engineer role

Skills

Active listening

Empathy

Written and verbal communication

Time management

Self-direction

Goal setting

Interest in sales career

Independent work

1-2 years B2B SDR experience

Education

Bachelor’s Degree in Business, Sales, Marketing, or related fields

Sales Certificate or similar education

Tools

CRM software

Microsoft Office

Google Suite

Zapier

Make

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Job description

Dakota Software is seeking an SDR to own the outbound pipeline for a B2B SaaS platform. You will operate an AI-driven system that drafts emails, researches leads, and routes opportunities, while you drive discovery meetings and collaborate with Account Executives.

You will progressively learn GTM tooling, automation, and analytics, aiming to evolve into a GTM Engineer role with hands-on automation and data work.