Sr. Sales Development Representative

Dakota Software•Remote, OH, OH

6d•Remote

About The Position

This is a fully remote sales development role at a B2B SaaS company, open to candidates residing in NY, CT, FL, IL, KS, MI, NC, NJ, OH, PA, TN, TX, OR, CA, LA, WA, or WY. The SDR owns outbound pipeline generation and operates, improves, and extends an AI-driven prospecting system that supports research, message drafting, lead scoring, and CRM updates. The role combines sales judgment and phone skills with technical curiosity; the company describes a growth path toward GTM engineering rather than account management. The SDR reviews and improves AI-generated outreach, calls prioritized prospects, books discovery meetings for Account Executives, and manages outbound sequences and inbound intent signals. They also monitor and improve the SDR Autopilot workflow, track its performance, maintain data quality in Attio, and report automation failures and prompt issues to the Head of GTM. As technical capability grows, the SDR will learn to build automations, refine AI prompts, create analytics dashboards, and take ownership of GTM tooling projects, with the goal of progressing into a full GTM Engineer role.

Requirements

Entry-level applicants are welcome to apply.
1–2 years of professional sales lead generation experience is preferred.
Experience working independently, setting goals, and executing against them.
Experience with CRM software management and documentation is preferred.
Experience with Microsoft Office and Google Suite applications.
Understanding of enterprise software solutions is preferred.
Active listening and empathy, including the ability to understand prospect challenges and communicate how solutions can address their needs.
Written and oral communication skills.
Time management skills, including prioritizing 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 is preferred.
Bachelor’s degree in Business, Sales, Marketing, or a related field, or a Sales Certificate and similar education; the posting lists this under Required while also describing it as preferred.
1–2+ years in a B2B SDR, BDR, or outbound sales role, with demonstrated ability to cold call and book meetings.
Comfort working daily with automation and AI tools, including understanding how data flows between systems rather than only using a CRM.
Strong written communication and the ability to assess AI-drafted emails for a prospect and edit them specifically rather than making generic tweaks.
Intellectual curiosity about how GTM systems work and genuine interest in building, not just executing.
Self-direction and ability to work autonomously in a one-person SDR function reporting directly to the Head of GTM.

Nice To Haves

Hands-on experience with Zapier, Make, n8n, or similar automation platforms.
Familiarity with CRMs beyond basic usage, including objects, fields, automations, and integrations.
Experience with or strong interest in AI/LLM tools such as Claude, ChatGPT, or Copilot in a work context.
Exposure to B2B SaaS sales cycles, especially in regulated industries such as EHS, compliance, risk, legal tech, or GRC.
Basic comfort reading and understanding API documentation, JSON, or simple code; developer skills are not required.
Prior experience in EHS, environmental compliance, or occupational safety is notable but not required.
Formal engineering or computer science background is not required; aptitude and curiosity are emphasized.

Responsibilities

Review AI-generated email drafts and call talk tracks surfaced in Slack; approve, edit, or override them based on prospect context and judgment.
Cold call high-priority prospects identified by the system, especially those flagged based on intent signals, enforcement actions, or demo engagement.
Book discovery meetings for Account Executives, targeting 8 or more 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 and identify visitors and returning companies that warrant immediate outreach.
Operate the SDR Autopilot system, a three-Zap Zapier workflow that triages leads, triggers AI research, generates personalized outreach, and posts recommendations to Slack for human approval.
Monitor system performance, including approval rates, edit frequency, disqualification accuracy, and email and call conversion, to identify where AI drafts need tuning.
Maintain data quality in Attio by ensuring lead records are attributed properly, statuses are current, and pipeline reporting is accurate.
Flag automation failures, edge cases, and prompt quality issues to the Head of GTM, providing 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 by refining Claude system prompts for 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 technical capability grows, with the goal of evolving into a full GTM Engineer role.