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Outside Field Sales Representative

Remote / Online - Candidates ideally in
Nashville, Davidson County, Tennessee, 37247, USA
Listing for: Crosby Roofing & Gutters
Full Time, Remote/Work from Home position
Listed on 2026-02-07
Job specializations:
  • Sales
    Sales Representative, B2B Sales
Job Description & How to Apply Below

Location: Preference for Southeast-based candidates (GA, TN, etc.)

Travel Expectations: Consistent travel across multiple states

Hybrid: Working from home when not traveling

Type: Full-Time | 1099 | Commission-Based

About the Role

We’re seeking a seasoned Outside Field Sales Representative to support and grow our Commercial Roofing division. This role is designed for a true hunter - someone with extensive B2B sales experience who thrives in cold markets, builds their own pipeline, and wants to grow long-term in a high-demand, storm-driven industry.

This is a full-cycle sales role
, from cold prospecting to inspection to close. You will not be handed warm leads. Success in this role comes from grit, consistency, and strong relationship-building.

What You’ll Do
  • Generate new commercial roofing opportunities through cold prospecting, including door knocking, calls, emails, and Linked In outreach.
  • Profile commercial properties and ownership groups to identify qualified prospects.
  • Run multi-touch outreach campaigns to engage decision-makers over time.
  • Schedule and perform commercial roof inspections.
  • Get on flat commercial roofs using ladders and safely navigate inspection areas.
  • Document findings and communicate next steps clearly to building owners and stakeholders.
  • Build long-term relationships with owners, property managers, and decision-makers.
  • Manage your pipeline, activity, and follow-ups with discipline and organization.
  • Travel frequently to storm-impacted regions and emerging markets.
What We’re Looking For
  • 3+ years of B2B sales experience in a quota-carrying role
  • Strong experience running multi-touch campaigns (calls, door-to-door, email, Linked In, etc.)
  • Hunter mentality - comfortable building your own pipeline with no warm leads
  • Experience selling to C-suite executives, owners, and senior decision-makers
  • Highly self-motivated, gritty, and resilient - thrives without micromanagement
  • Organized and process-driven; comfortable using CRM systems and tracking activity
  • Willing and able to travel extensively across states and storm regions
  • When not traveling, able to productively and successfully work from home
  • Fast learner with the ability to operate independently after training
  • Strong objection-handling and professional communication skills
  • Values long-term relationship-building over transactional selling
  • Coachable, accountable, and receptive to feedback
Nice to Have but Not Required
  • Prior commercial roofing or restoration sales experience
What we Offer
  • Competitive, performance-based commission structure
  • Travel expense support for field-based work
  • Training, tools, and systems to support success along with an incredible team
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