Sr. Sales Development Representative

Dakota Software; New York (NY); Remote; USD 45,000 - 75,000; Full time

Job summary

Dakota Software is seeking an SDR to own outbound pipeline for a B2B SaaS environment. You will work with an AI-driven system to draft outreach, research prospects, and update the CRM while engaging in high-value conversations with decision-makers.

This role emphasizes autonomy and growth toward GTM engineering, with the potential to evolve as you build automation, analytics dashboards, and tooling expertise. Remote position across multiple states.

Qualifications

• Bachelor's degree or Sales cert preferred.
• 1–2+ years in a B2B SDR/BDR/outbound sales role with cold calling experience.
• Comfort working inside automation and AI tools daily, not just a CRM.
• Strong written communication: assess AI-drafted emails and edit with specificity.
• Curiosity about how GTM systems work and willingness to learn.

Responsibilities

• Review AI-generated email drafts and call talk tracks; approve/edit or override as needed.
• Cold call high-priority prospects identified by the system; focus on phone outreach.
• Book 8+ discovery meetings per month for Account Executives.
• Manage and tune Apollo sequences and adjust targeting/messaging.
• Triage inbound intent signals from Swan.ai for outreach decisions.

Skills

Active listening

Written & verbal communication

Time management

Self-direction

Growth mindset

Education

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

Tools

Zapier

Make

n8n

CRM software

Microsoft Office

Google Workspace

Attio

Job description

Sales Development Representative (SDR)This is a FULLY REMOTE and open to candidates residing in the following states: NY, CT, FL, IL, KS, MI, NC, NJ, OH, PA, TN, TX, OR, CA, LA, WA, WYPosition Description

Position Description

This is not a traditional SDR seat. You will own the outbound pipeline at a B2B SaaS company where the prospecting infrastructure is already built. Your job is to operate, improve, and extend an AI-driven outbound system that handles research, message drafting, lead scoring, and CRM updates. You bring the judgment, the phone skills, and the technical curiosity. The AI handles the repetitive work. Your trajectory here is toward GTM engineering, not account management.

Key Responsibilities

Pipeline Generation (Day-to-Day)

• 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

System Operation and Improvement

• 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

GTM Engineering (Growth Path)

• 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

Qualifications

• Entry-level applicants welcome to apply
• 1-2 years of professional sales lead generation experience preferred
• Experience working independently, setting goals, and executing against them
• Experience with CRM software management and documentation preferred
• Experience with Microsoft Office and Google Suite applications
• Understanding of enterprise software solutions preferred
• Active listening and empathy skills; ex. The ability to understand a prospect's challenges and communicate how our solutions can address their needs
• Written and oral communication skills
• Time management skills; ex. Understanding how to properly prioritize tasks and resources to maximize the efficiency of daily efforts
• Strong accountability and self-motivation, with a drive to succeed
• Desire to grow, learn, improve, and excel with an energetic and optimistic attitude
• Interest in pursuing a professional career in Sales preferred

Required

• Bachelor's Degree in Business, Sales, Marketing, or related fields; Or Sales Certificate and similar education preferred
• 1-2+ years in a B2B SDR, BDR, or outbound sales role with demonstrated ability to cold call and book meetings
• Comfort working inside automation and AI tools daily, not just using a CRM but understanding how data flows between systems
• Strong written communication: you can evaluate whether an AI-drafted email sounds right for the prospect and edit it with specificity, not just generic tweaks
• Intellectual curiosity about how GTM systems work and genuine interest in building, not just executing
• Self-direction: this is a one-person SDR function with significant autonomy, reporting directly to the Head of GTM

Strongly Preferred

• Hands-on experience with any of: Zapier, Make, n8n, or similar automation platforms
• Familiarity with CRMs beyond basic usage (understanding objects, fields, automations, and integrations)
• Experience with or strong interest in AI/LLM tools like Claude, ChatGPT, or Copilot in a work context
• Exposure to B2B SaaS sales cycles, especially in regulated industries (EHS, compliance, risk, legal tech, GRC)
• Basic comfort reading and understanding API documentation, JSON, or simple code (you do not need to be a developer, but you should not be intimidated by technical concepts)

Not Required (But Notable)

• Prior experience in EHS, environmental compliance, or occupational safety (you will learn the domain here)
• Formal engineering or CS background (we care about aptitude and curiosity, not credentials)