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HHW Group LLC

Sales Development Representative – Commission-Based | High-Ticket Creative Services

Remote Remote $50k - $250k/yr Contract Posted 13d ago

Job Description

This contract, remote role operates within the Creative Division, focusing on prospecting, discovery, and presenting tailored creative solutions while managing the full sales cycle to close high-ticket creative services.

Responsibilities

  • Prospect & Build Pipeline
  • Identify and engage U.S.-based businesses needing creative and digital marketing support
  • Execute outbound outreach via LinkedIn, email, phone, and networking
  • Develop your own pipeline; this is not a lead-only role
  • Run Discovery & Close Business
  • Conduct discovery conversations to uncover branding, marketing, and growth needs
  • Present tailored creative solutions (web, design, trade show, etc.)
  • Own the full sales cycle: qualify, present, handle objections, and close
  • Deliver Value-Driven Solutions
  • Position services based on ROI and business impact
  • Translate creative work into measurable outcomes (lead generation, brand visibility, conversions)
  • Build & Expand Accounts
  • Maintain relationships for repeat business and referrals
  • Identify opportunities to expand into broader services (development, cloud, managed services)

Requirements

  • 2+ years in B2B sales, business development, or agency sales
  • Creative services, digital marketing, or agency offerings (strongly preferred)
  • Or other high-ticket services ($5K–$100K+ deals)
  • Strong communication and presentation skills
  • Ability to run discovery calls and manage objections
  • Comfortable working independently and managing pipeline in CRM

Technologies

  • LinkedIn

Benefits

  • Flexible schedule
  • Work from home

What You're Selling

  • Website design & development
  • Branding & visual identity
  • Trade show materials & sales collateral
  • Digital marketing assets (landing pages, campaigns, content)
  • Ongoing creative support packages

Who This Role Is For

  • Sales professionals who own the full cycle from outreach to close
  • Individuals who thrive in a performance-based, commission-driven environment
  • People who can balance high activity with thoughtful discovery and positioning
  • Self-starters who do not require micromanagement and take ownership of results

Compensation

  • 100% commission-based (uncapped)
  • Typical deal sizes: $5K – $50K+
  • Commission: 10% – 15% per closed deal
  • Additional earning potential through repeat business and referrals
  • Expansion into larger service engagements

Example Earnings

  • $10K deal → $1,000 – $1,500
  • $30K deal → $3,000 – $4,500
  • Multiple deals per month = strong income potential

Growth Opportunity

  • Transition into long-term roles with base plus commission
  • Expand into larger, higher-value technology sales
  • Build a book of business with recurring revenue streams

Why Join

  • Uncapped earning potential tied directly to your performance
  • Sell high-demand creative services with clear ROI
  • Backed by a broader technology and delivery organization
  • Flexibility to manage your own schedule and pipeline
  • Opportunity to grow beyond creative into larger engagements

How to Apply

  • Submit your resume along with a brief summary of your experience in B2B sales
  • Example of a recent deal you closed (size, sales cycle, your role)
  • Explain why a commission-based role aligns with your goals

Pay

$50,000.00 - $250,000.00 per year

Work Location

Remote

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