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This position was posted on January 17, 2026 and is likely no longer accepting applications. We've kept it here for historical reference. Check out the similar jobs below!

The Plum Tree Group, Inc. logo

LinkedIn Outreach Specialist

Job Overview

Location

Remote

Job Type

Full-time

Category

Sales

Date Posted

January 17, 2026

Full Job Description

đź“‹ Description

  • • Own the full LinkedIn outbound funnel—from deep-dive research to booked sales demos—at an award-winning digital agency that has powered 300+ startups and Fortune 500 brands since 2006.
  • • Build laser-focused prospect lists using Boolean search, Reddit threads, Quora answers, Discord communities, and Sales Navigator to surface decision-makers who are actively wrestling with the exact problems Plum Tree Group solves.
  • • Craft 5-step message sequences that read like one-to-one notes, not blasts: short, value-packed, pain-point-driven copy that earns replies and starts genuine conversations; leverage ChatGPT for speed, then layer on human nuance and industry insight.
  • • Deploy and monitor LinkedIn automation tools (Lemlist, Expandi, or similar) safely and compliantly, ensuring daily send limits, warm-up protocols, and A/B tests keep deliverability—and your demo calendar—sky-high.
  • • Run inbox triage like a pro: respond to objections within minutes, nurture lukewarm leads, disqualify poor fits fast, and shepherd qualified prospects to a locked-in calendar slot with our sales team.
  • • Continuously optimize: track open, reply, and booking rates; iterate copy, audience segments, and campaign cadence weekly; share learnings in a living playbook that the entire revenue team can reuse.
  • • Collaborate closely with sales, marketing, and RevOps to align messaging with live case studies, new product releases, and ABM plays for named Fortune 500 accounts.
  • • Maintain a polished, authoritative LinkedIn profile that showcases thought leadership and attracts inbound inquiries from US-based C-suite executives in IT, e-commerce, and digital transformation.
  • • Document every experiment inside GoHighLevel or the CRM du jour, ensuring clean data hand-offs and transparent reporting on pipeline influence and revenue attribution.
  • • Bring a founder’s mindset: spot opportunities to test new channels (Slack communities, Twitter DMs, niche forums) and pitch mini-campaigns that could unlock the next $1M in ARR.

🎯 Requirements

  • • 2+ years of hands-on LinkedIn outreach, outbound SDR, or lead-gen experience in a B2B tech, SaaS, or digital-agency environment
  • • Proven ability to book 15–25 qualified demos per month via cold LinkedIn sequences; metrics and referenceable results required
  • • Expert-level command of LinkedIn Sales Navigator plus at least one automation platform (Lemlist, Expandi, Zopto, etc.)
  • • CRM fluency: day-to-day experience with Salesforce, HubSpot, Zoho, or GoHighLevel (GHL strongly preferred)
  • • Exceptional short-form copywriting skills—your messages get >40% open and >15% positive reply rates
  • • Nice-to-have: Account-Based Marketing (ABM) campaign design for enterprise logos and/or familiarity with AI prompt engineering for rapid message variant generation

🏖️ Benefits

  • • 100 % remote-first culture—work from anywhere with a stable internet connection and flexible hours that fit your life
  • • Competitive base salary plus uncapped performance bonuses tied to every demo that converts to closed-won revenue
  • • Annual learning stipend for courses, conferences, or certifications in sales tech, copywriting, or AI tools
  • • Home-office setup allowance: latest MacBook or PC, second monitor, noise-canceling headset, and standing desk on us
  • • Opportunity to shape the outbound playbook of a 17-year-old agency that already counts Google, Salesforce, and AWS as partners

Skills & Technologies

AWS
Remote

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The Plum Tree Group, Inc. logo
The Plum Tree Group, Inc.
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About The Plum Tree Group, Inc.

Chicago-based digital commerce and technology consultancy founded in 2004. The firm builds, integrates, and optimizes Magento e-commerce sites, ERP systems, and custom web applications for mid-market brands and manufacturers. Services span strategy, UX design, implementation, hosting, and ongoing support across B2C and B2B channels.

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