JobsSales Development RepresentativeNew YorkSales Development Representative (Enterprise)

Insightful

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Sales Development Representative (Enterprise)

Insightful · New York, New York, United States

Full-timeHybrid · 2 days in office2-5 yrs$65k–$80kListed as no visa sponsorshipTechnology, Information and Internet
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In short

You will be responsible for mapping target enterprise accounts and executing multi-threaded outbound campaigns to engage senior leadership. Additionally, you will qualify leads and partner with Account Executives to build pipeline and manage account-based plays.

What they're looking for

MUST-HAVE SKILLS

Sales development or outbound experienceBooking meetings against a targetSenior leader outreachB2B writing and messagingAccount research and mapping

ALSO MENTIONED

Multi-threaded outbound prospectingSalesforce or HubSpot CRMOutreach or Salesloft sequencing

Candidates must have 1–4 years of experience in sales or business development, ideally within a B2B SaaS environment. A proven track record of meeting quotas and the ability to effectively communicate with VP and C-level executives are essential.

About the employer

Insightful

Work intelligence that shows how work really happens. Help your workforce scale and your people improve their workflows.

Work in a more informed way with actionable data insights. Become more productive, improve workflows, and create more efficient processes. Insightful is a work intelligence platform and remote work tracking software used by companies that have large distributed workforces, ranging from hyperscale AI firms to Fortune 500 global brands.

INDUSTRY
Technology, Information and Internet
COMPANY
Privately Held
FOUNDED
2016
HEADQUARTERS
New York, NY
SIZE
51-200on LinkedIn
OFFICES
2 on LinkedIn

KNOWN FOR

Productivity ManagementRemote Work ManagementWorkforce AnalyticsCapacity PlanningWorkload BalancingEmployee Engagement

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Questions about this role

Is this Insightful role remote?
Tagged hybrid · 2 days in office.
What does it pay?
The posting lists $65,000–$80,000 a year.
Does it sponsor visas?
Listed as no visa sponsorship.
What experience does it ask for?
Listed as 2-5 years.

The posting, in full

Insightful is the Work Intelligence platform. We show organizations how work actually gets done. People, processes and AI now work side by side, and you can't transform what you can't see. Insightful turns an organization's own work data into a clear picture of how teams work, what to improve and where to automate. Leaders use it to get the right mix of people, process and technology, including AI.

▶ READ THE FULL POSTING

About Insightful

Insightful is the Work Intelligence platform. We show organizations how work actually gets done.

People, processes and AI now work side by side, and you can't transform what you can't see. Insightful turns an organization's own work data into a clear picture of how teams work, what to improve and where to automate. Leaders use it to get the right mix of people, process and technology, including AI.

Job description

Location: New York, NY area (Hybrid, 2 days/week in office)

Department: Sales & Revenue Growth

You'll open doors at enterprise organizations (1,000+ employees) and book the meetings that start our largest deals. You'll reach senior leaders in operations, finance, IT and the business, and start conversations about Workforce Analytics, People Intelligence and Process Intelligence.

You'll partner with Strategic or Enterprise Account Executives on a set of named accounts, so you'll know your territory deeply rather than spraying cold lists. You'll report to them, and work closely with Marketing on account-based campaigns.

Responsibilities

  • Map your accounts. Research each target account, map the buying committee and find the right entry points across operations, finance, IT and business leadership.
  • Run multi-threaded outbound. Reach several stakeholders per account by phone, email, LinkedIn and events, with messaging tailored to each person's priorities.
  • Start real conversations. Open discovery with VP- and C-level leaders and uncover the business problems Insightful solves before you position the platform.
  • Book qualified meetings. Hand AEs well-qualified first meetings that turn into pipeline.
  • Build campaigns with your AEs and Marketing. Plan and run account-based plays, follow up on event and campaign leads, and refine what works.
  • Work smarter with AI. Use AI and our sales tools ([e.g. Salesforce/HubSpot, Outreach/Salesloft, LinkedIn Sales Navigator, ZoomInfo]) to speed up research and personalization, and check the output before it reaches a prospect.
  • Keep the CRM accurate. Log contacts, accounts and activity so your AEs and leadership can trust the data.

Requirements

Must-haves

  • 1–4 years in sales development, business development or another quota-carrying outbound role, ideally at a B2B SaaS company.
  • A track record of booking meetings against a target, and the numbers to show it.
  • Comfort opening conversations with VP- and C-level leaders, by phone and in writing.
  • Clear, concise writing and the ability to tailor a message to a specific person and problem.
  • Curiosity about how large organizations run, and the discipline to research before you reach out.
  • Coachability: you ask for feedback, practice and improve quickly.

Nice-to-haves

  • Experience prospecting into enterprise accounts (1,000+ employees) and multi-threading buying committees.
  • Familiarity with Salesforce, HubSpot, Outreach, Salesloft, and LinkedIn Sales Navigator.
  • Practical AI fluency for research and personalization.
  • Interest in workforce analytics, operations, HR tech or process improvement.
  • A bachelor's degree or equivalent experience.

Compensation

The OTE range for the role is $ 100 000 – $ 110 000.

Don't meet every requirement?

Apply anyway. We hire for curiosity, drive and the ability to learn fast, and we know great SDRs come from many backgrounds. If this role excites you, we'd like to hear from you.

Insightful is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status or any other characteristic protected by law.

APPLY ON INSIGHTFUL'S CAREERS SITE ↗
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We'll keep this job - the posting's full text, even after it closes. Free.

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This listing comes from Insightful's own careers site. Apply links go to the employer. Company facts are from Insightful's public profile. Last checked 14 Nov 2026.