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Sales Expert; Remote

Remote / Online - Candidates ideally in
Regina, Saskatchewan, S4M, Canada
Listing for: FourFront
Remote/Work from Home position
Listed on 2026-02-20
Job specializations:
  • Sales
    Business Development, Sales Representative
  • Business
    Business Development
Salary/Wage Range or Industry Benchmark: 5000 - 15000 CAD Monthly CAD 5000.00 15000.00 MONTH
Job Description & How to Apply Below
Position: Sales Expert (Remote, US-Based)

Relationship-Led Growth for a Services-First Company

Four Front is a remote digital marketing agency specializing in SEO and paid advertising. Historically, our growth has been driven by strong delivery and long-term client relationships. We’re now intentionally becoming more sales-disciplined — without losing the trust, care, and partnership mindset our clients value.

We’re looking for a Sales Expert who can help us grow the business while respecting the trust, relationships, and operating rhythms that have made Four Front successful to date.

This role is not about sales theater, aggressive tactics, or closing at all costs. It is about creating momentum, qualifying fit, initiating growth conversations, and helping the right clients say yes — while protecting delivery and long-term relationships.

The Role

You’ll be responsible for generating and growing revenue by:

  • Prospecting and developing new client relationships (primarily fintech, with healthcare and higher ed as secondary verticals)
  • Qualifying opportunities rigorously — walking away from bad-fit deals
  • Leading consultative sales conversations with CEOs, CMOs, and Marketing Directors
  • Partnering closely with operations to ensure smooth handoffs and realistic commitments
  • Supporting expansion and upsell opportunities within existing accounts
  • Building and maintaining a clean, honest pipeline and CRM

You’ll operate with limited internal support and high autonomy. This is an individual contributor role in a small, senior team — not a sales manager position and not a “build a sales org” mandate.

What Success Looks Like

In the first 6–12 months, success means:

  • Creating consistent, qualified pipeline — not just activity
  • Closing new retainer-based clients (typically $5k–$15k/month)
  • Helping existing clients grow in a way that adds real value
  • Establishing a repeatable, disciplined sales rhythm without over-structuring the company
  • Earning trust internally and externally as a thoughtful, steady presence

We care as much about how revenue is created as how much.

What We’re Looking For

We’re looking for someone who:

  • Has experience selling services or consultative solutions, not just products
  • Is comfortable prospecting and creating demand, even without heavy marketing support
  • Understands that not all growth is good growth
  • Can balance initiative with restraint
  • Is organized, reflective, and accountable
  • Communicates clearly without relying on buzzwords or canned frameworks
  • Is comfortable operating in ambiguity and making judgment calls

Sandler training or similar consultative sales training is a plus, but mindset matters more than credentials.

What This Role Is Not

To be clear, this role is not a fit if you are looking to:

  • Run large budgets, trade shows, or enterprise sales motions
  • Lead a sales team or redesign the organization
  • Rely primarily on inbound leads or brand gravity
  • Sell transactional or commodity offerings
  • Optimize dashboards without owning outcomes

We’re a small, growing services business. This role requires discernment, adaptability, and respect for constraints.

Logistics & Requirements
  • US-based and authorized to work in the US (no sponsorship)
  • Fully remote
  • Some travel for networking or client meetings may be required
  • Compensation will include a base salary plus performance-based incentives aligned to quality and retention, not just closes
Why Four Front

Our clients stay with us for years because we’re thoughtful, fair, and invested in their success. We don’t nickel-and-dime. We don’t oversell. And we believe sales should feel like the beginning of a relationship — not a transaction.

If that resonates, we’d love to hear from you.

Four Front is an equal opportunity employer.

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