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Head of Sales @Portless

[Hiring] Head of Sales @Portless

Mar 20, 2025 - Portless is hiring a remote Head of Sales. 💸 Salary: unspecified. 📍Location: USA.

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more.

Role Description

This is a hands-on role, perfect for someone who enjoys closing deals, optimizing sales execution, and leading a growing team.

  • Responsible for building pipeline, driving revenue, and refining outbound and inbound strategies
  • Work closely with marketing, operations, and customer success to ensure seamless onboarding and retention

Key Responsibilities

  • Own & Execute Sales Strategy
    • Develop and implement a structured sales process to drive customer acquisition and revenue growth
    • Define clear KPIs, quotas, and performance metrics to track and improve team success
    • Own the sales pipeline, ensuring accurate forecasting and proactive deal management
    • Experiment with outbound prospecting strategies to expand reach within the eCommerce ecosystem
  • Pipeline & Deal Execution
    • Take a hands-on approach to closing deals—actively selling while scaling the team
    • Build and refine sales scripts, objection-handling strategies, and pricing frameworks
    • Work closely with potential customers to understand their fulfillment challenges and position Portless as the best solution
    • Develop relationships with founders, operators, and supply chain leaders at fast-scaling eCommerce brands
  • Team Leadership & Coaching
    • Hire, train, and manage a growing team of Account Executives and SDRs overseeing Mid-Market
    • Provide ongoing coaching, deal support, and process optimization to improve performance
    • Establish a high-accountability sales culture focused on pipeline generation and closing deals
    • Act as a player-coach, leading by example in outbound outreach and deal execution
  • Cross-Functional Collaboration
    • Partner with marketing to align demand generation efforts with sales outreach
    • Work with operations and customer success to ensure a smooth onboarding process for new clients
    • Provide market insights and customer feedback to improve messaging, positioning, and product offerings

Qualifications

  • 7+ years in B2B sales, with 3+ years in a leadership role managing quota-carrying teams
  • Proven track record of closing deals and scaling revenue in a fast-paced environment
  • Experience selling into eCommerce brands, supply chain, or logistics is highly preferred
  • Strong understanding of B2B sales processes, including outbound prospecting, consultative selling, and deal negotiation
  • Hands-on leader who can both strategize and execute—this is not just a management role
  • Excellent communicator with a hunter mentality and a drive to win
  • Experience with CRM tools (HubSpot, Salesforce, or similar) and sales automation platforms

Mindset & Approach

  • Ownership mentality – you take full responsibility for sales results
  • Data-driven and metrics-focused, with a clear approach to analyzing and improving performance
  • Comfortable working in fast-changing environments where playbooks are still being built
  • Passionate about developing talent and creating a winning sales culture

Benefits

  • Private Health Insurance
  • Paid Time Off
  • Work From Home
  • Training & Development

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Before You Apply
📍 Be aware of the location restriction for this remote position: USA
Beware of scams! When applying for jobs, you should NEVER have to pay anything. Learn more.
Head of Sales @Portless
Sales / Business
Salary 💸 unspecified
Remote Location
USA
Job Type unspecified
Posted Mar 20, 2025
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📍 Be aware of the location restriction for this remote position: USA
Beware of scams! When applying for jobs, you should NEVER have to pay anything. Learn more.
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