Outbound Sales Development Representative

Insightful

Outbound Sales Development Representative at Insightful, managing AI-driven pipeline creation for mid-market and enterprise sales. Focusing on converting high-intent signals into qualified meetings.

Posted 6/24/2026full-timeNew York City • New York • 🇺🇸 United StatesJuniorMid-Level💰 $100,000 per yearWebsite

About the role

Key responsibilities & impact

Build territory-based pipeline: Convert AI-surfaced buying signals into qualified meetings for Account Executives to keep a high-quality flow of new opportunities
Run multi-channel outreach: Execute personalized sequences across phone, email, and LinkedIn against high-signal mid-market and enterprise accounts
Qualify with judgment: Quickly assess fit, uncover goals and buying triggers, and secure discovery meetings with the right decision-makers
Use a cutting-edge AI tech stack: Lean on AI-driven tooling for research, list-building, and messaging support so your time is invested in pipeline building work
Engage across key personas: Build credibility with leading operations, finance, strategy, HR and IT executives
Shape the sales playbook: As a founding rep in the SDR team, feed signal about success back into marketing to drive efficient messaging and targeting

Requirements

What you’ll need

A minimum Bachelor's Degree or equivalent work experience
2+ years of experience in an outbound SDR/BDR or sales development role at a B2B SaaS company
A proven track record of meeting or exceeding pipeline and activity targets through cold calls, email, and multi-channel outreach
Strong phone presence and the resilience to maintain high energy through a high-volume calling day
The ability to personalize outreach at scale without sounding like a template
Comfort working alongside AI tools to move faster, and curiosity about how AI is changing the SDR motion
A self-directed, execution-oriented mindset - you thrive with autonomy and own outcomes, not just activity
A background in SaaS, workforce analytics, or another technical/data product (a plus)
Experience with mid-market or enterprise outbound motions and longer, multi-stakeholder cycles (strongly preferred)

Benefits

Comp & perks

🌐 Worldwide ❌ Jobs You've Hidden ⭐️ Saved Jobs ✅ Applied Jobs ✉️ Email Alerts 👤 Account Insightful Website LinkedIn All Job Openings 51 - 200 employees ☁️ SaaS ⚡ Productivity SaaS
Productivity Insightful is a productivity software company that enables teams to optimize their workflows and increase efficiency. The company offers a range of features including employee monitoring, time and attendance tracking, and productivity insights powered by AI. By analyzing activities in real time, Insightful helps organizations streamline operations, prevent employee burnout, and foster an accountable and efficient work environment. With tools designed for remote, hybrid, and in-office setups, Insightful provides valuable data insights that increase team productivity and support flexible work arrangements. The software integrates seamlessly with over 50 technology tools, and aims to support sustainable productivity through detailed analytics and reports. Outbound Sales Development Representative 🔥 25 minutes ago 🏢 New York City – Onsite 💵 $100k / year ⏰ Full Time 🟢 Junior 🟡 Mid-level 💵 Sales Development (SDR) Apply Now Find Hiring Managers Customize resume + cover letter Report problem ☆ Save ☑️ Mark as applied ❌ Hide 📋 Description
Build territory-based pipeline: Convert AI-surfaced buying signals into qualified meetings for Account Executives to keep a high-quality flow of new opportunities
Run multi-channel outreach: Execute personalized sequences across phone, email, and LinkedIn against high-signal mid-market and enterprise accounts
Qualify with judgment: Quickly assess fit, uncover goals and buying triggers, and secure discovery meetings with the right decision-makers
Use a cutting-edge AI tech stack: Lean on AI-driven tooling for research, list-building, and messaging support so your time is invested in pipeline building work
Engage across key personas: Build credibility with leading operations, finance, strategy, HR and IT executives
Shape the sales playbook: As a founding rep in the SDR team, feed signal about success back into marketing to drive efficient messaging and targeting 🎯 Requirements
A minimum Bachelor's Degree or equivalent work experience
2+ years of experience in an outbound SDR/BDR or sales development role at a B2B SaaS company
A proven track record of meeting or exceeding pipeline and activity targets through cold calls, email, and multi-channel outreach
Strong phone presence and the resilience to maintain high energy through a high-volume calling day
The ability to personalize outreach at scale without sounding like a template
Comfort working alongside AI tools to move faster, and curiosity about how AI is changing the SDR motion
A self-directed, execution-oriented mindset - you thrive with autonomy and own outcomes, not just activity
A background in SaaS, workforce analytics, or another technical/data product (a plus)
Experience with mid-market or enterprise outbound motions and longer, multi-stakeholder cycles (strongly preferred) Apply Now 📊 Check your resume score for this job Improve your chances of getting an interview by checking your resume score before you apply. Check Resume Score Similar Jobs Sales Development Representative 🕒 May 15 Bitwave 11 - 50 💸 Finance ₿ Crypto 📋 Compliance Website LinkedIn All Job Openings Sales Development Representative responsible for creating new qualified sales opportunities at Bitwave. Focuses on outreach through various channels and collaborates with sales executives. 🏢 New York City – Onsite 💰 $15M Series A on 2022-12 ⏰ Full Time 🟡 Mid-level 🟠 Senior 💵 Sales Development (SDR) Sales Development Representative 🕒 September 27, 2025 Nitra 11 - 50 💸 Finance ⚕️ Healthcare Insurance 💳 Fintech Website LinkedIn All Job Openings Onsite Sales Development Representative at Nitra generating and qualifying healthcare leads via cold outreach and conferences. Drive customer acquisition for fintech healthcare practice-management products. 🏢 New York City – Onsite 💵 $60k - $80k / year ⏰ Full Time 🟢 Junior 💵 Sales Development (SDR) 🚫👨‍🎓 No degree required 🦅 H1B Visa Sponsor Sales Development Representative 🕒 July 15, 2025 AlphaSense 1001 - 5000 🤖 Artificial Intelligence 💸 Finance 🏢 Enterprise Website LinkedIn All Job Openings Sales Development Representatives drive new business by sourcing and building relationships with executives at Fortune 1000 companies. 🏢 New York City – Onsite 💵 $60k / year 💰 Debt Financing on 2022-06 ⏰ Full Time 🟡 Mid-level 🟠 Senior 💵 Sales Development (SDR) 🦅 H1B Visa Sponsor Sales Development Representative 🕒 July 13, 2025 Cloudtech 11 - 50 🏢 Enterprise Website LinkedIn All Job Openings Join Cloudtech as a Sales Development Representative, driving new business through client outreach. 🏢 New York City – Onsite ⏰ Full Time 🟢 Junior 💵 Sales Development (SDR) Sales Development Representative 🕒 July 6, 2025 Navan 1001 - 5000 🏢 Enterprise ☁️ SaaS 💸 Finance Website LinkedIn All Job Openings Join Navan as a Sales Development Representative, connecting travel solutions with leading companies. 🏢 New York City – Onsite 💵 $27 - $50 / hour ⏰ Full Time 🟡 Mid-level 🟠 Senior 💵 Sales Development (SDR) View More Sales Development Representative (SDR) Jobs 🌐 Worldwide Built by Lior Neu-ner. I'd love to hear your feedback — Get in touch via DM or support@remoterocketship.com Search Search Jobs by country Search jobs by city Search jobs by job title Search entry-level jobs Search junior-level jobs Search senior-level jobs Search jobs by tech stack Search jobs by contract type Search remote internships Search remote part-time jobs Remote jobs Anywhere in the World Companies Hiring Anywhere in the World Companies Hiring Sales People Anywhere in the World Companies Hiring Software Engineers Anywhere in the World Resources Advice Tips for finding remote jobs Interview questions and answers Resume examples Cover letter examples Post a job Affiliates Privacy policy Terms of service Job board SEO course AI Apply Copilot OpenClaw job finder Jobs by Country Remote jobs anywhere in the world (Worldwide remote jobs) Remote jobs United States Remote jobs Australia Remote jobs Brazil Remote jobs Canada Remote jobs France Remote jobs Ireland Remote jobs Germany Remote jobs Netherlands Remote jobs Spain Remote jobs UK Popular Jobs Remote data analyst jobs Remote customer support jobs Remote executive assistant jobs Remote marketing jobs Remote product designer jobs Remote product manager jobs Remote project manager jobs Remote recruiter jobs Remote sales jobs Remote software engineer jobs Jobs by Type Remote full-time jobs Remote part-time jobs Remote contract jobs Remote internship jobs Remote entry-level jobs Remote jobs with no experience required Remote junior jobs (1-3 years of experience) Digital nomad jobs Remote jobs with no degree required Freelance remote jobs Temporary remote jobs Remote jobs hiring now Stay at home mom jobs

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

outbound sales developmentpipeline buildingmulti-channel outreachcold callingemail outreachpersonalized messagingqualifying leadsdiscovery meetingsB2B salessales playbook development

Soft Skills

strong phone presenceresiliencepersonalization at scaleself-directedexecution-oriented mindsetcuriosity about AIhigh energycredibility buildingautonomyjudgment

Certifications

Bachelor's Degree