Outbound Sales Development Representative

Insightful; New York (NY); Hybrid; USD 90,000 - 110,000; Full time

Job summary

Insightful is looking for an Outbound Sales Development Representative in New York, NY, offering a hybrid work model. You will build and own a qualified pipeline for their sales team, using AI to enhance outreach efforts.

The ideal candidate has over 2 years of experience in B2B SaaS sales development and excellent communication skills. This role presents a great career path with uncapped variable compensation targets.

Qualifications

• 2+ years of experience in an outbound SDR/BDR or sales development role at a B2B SaaS company.
• Proven track record of meeting or exceeding pipeline and activity targets.
• Experience with mid-market or enterprise outbound motions.

Responsibilities

• Convert AI-surfaced buying signals into qualified meetings.
• Execute personalized outreach across phone, email, and LinkedIn.
• Use AI-driven tooling for research and messaging support.

Skills

Excellent English verbal and written communication skills

Strong phone presence

Strategic thinking

Project management

Personalization of outreach

Education

Minimum Bachelor's Degree or equivalent work experience

Job description

Outbound Sales Development Representative

• New York, NY - Hybrid (Remote and In Person)
• Outbound Sales Development Representative

Insightful is a work intelligence platform. We turn precision data analytics into actionable business indicators that drive bottom line results for companies from hyperscalers to the Fortune 500. Our platform is AI-native: we use AI to convert raw work data into the clear, forward-looking intelligence leaders need to rebalance capacity, protect margins, and scale with confidence, all with near-zero hallucination thanks to our activity tracking precision. We sell to modern mid-market and enterprise organizations, and we are building a go-to-market engine to match. This is a chance to join that engine at the ground floor.

Job Description

We’re hiring an Outbound Sales Development Representative to build and own qualified pipeline for our mid-market and enterprise sales team out of our New York office. This is not a traditional, spray-and-pray SDR seat.

You’ll work inside an AI-powered outbound system that surfaces high‑intent, in‑ICP signal -and your job is to turn that signal into qualified meetings and real pipeline. You’ll operate at the intersection of human judgment and AI leverage: owning conversations, not just activity. As one of the first SDRs in New York, your messaging, sequences, and field insight will directly shape the outbound playbook we scale from.

Responsibilities:

• 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

You are a great fit for this role if you have:

• Excellent English verbal and written communication skills
• 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)

Core Skills:

• Strategic thinking and tactical execution oriented
• Project management in fast‑paced environments

Compensation:

• OTE: $100,000 made up of a competitive base plus uncapped variable comp. Base/variable split confirmed in the first conversation
• A real career path: this is a build‑the‑engine role with a clear path into senior status on the sales team, first as senior SDR and then in an AE role