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Sales Development Representative

Remote / Online - Candidates ideally in
Canada
Listing for: WP Umbrella
Remote/Work from Home position
Listed on 2026-01-13
Job specializations:
  • IT/Tech
    SaaS Sales, Sales Engineer
  • Sales
    SaaS Sales, Sales Engineer
Salary/Wage Range or Industry Benchmark: 28200 - 30850 CAD Yearly CAD 28200.00 30850.00 YEAR
Job Description & How to Apply Below

We’re hiring our first Sales Development Representative to help WP Umbrella grow in a deliberate, sustainable way.

This is a hands-on, outbound-focused sales role, centered on starting meaningful conversations, hunting for qualified prospects, and turning interest into revenue opportunities, not pushing volume or running scripts.

WP Umbrella serves a strong customer base in the US, France, and German-speaking Europe. This role focuses on outbound sales toward US-based agencies as well as French-speaking or German-speaking agencies, which is why fluency in English and French, or English and German, is required.

You will be entrusted with one of the most critical missions at WP Umbrella: creating new revenue opportunities with a clear return on investment.

This role comes with high ROI expectations. Your work is expected to translate into pipeline and revenue.

You’ll work autonomously after onboarding, build your own pipeline, book and organize demos, and help define how sales should work at WP Umbrella as we scale.

We’re a small and growing startup, which means your impact will be real and visible. If you perform, opportunities to grow with the company will naturally follow.

You’ll work directly with the founder and collaborate closely with Support and Marketing to ensure strong alignment between sales, product, and customer reality.

Your Mission
  • Proactively hunt for new leads in the Word Press and web agency ecosystem
  • Identify relevant prospects and start conversations in a natural, non-salesy way
  • Engage prospects on social platforms (Linked In, X, communities, etc.)
  • Qualify interest and book product demos with the right prospects
  • Build, manage, and maintain your own sales pipeline
  • Keep your work structured and well-documented (leads, conversations, outcomes)
  • Share feedback from prospects to improve messaging, positioning, and targeting
  • Help build the first outbound sales processes and playbooks

Requirements

Your Hard & Soft Skills Must-Have
  • Fluent in English and French, or English and German
  • Comfortable with outbound sales and lead hunting
  • Strong written and spoken communication skills
  • Able to start conversations without scripts or pressure tactics
  • Comfortable with performance expectations and revenue accountability
  • Autonomous, reliable, and organized in a remote environment
  • Comfortable working in an early-stage setup where not everything is defined yet
  • Knowledge of the Word Press web agency / freelancer ecosystem
Nice to Have
  • Experience selling SaaS to agencies, freelancers, or professionals
  • Familiarity with Word Press, hosting, or website maintenance concepts
What Is WP Umbrella?

WP Umbrella is the infrastructure for your Word Press care business.

We help freelancers and agencies manage and protect all their Word Press sites from one simple, reliable dashboard — without juggling tools or worrying about silent failures.

WP Umbrella is built for professionals who sell maintenance plans and need stability, clear client reporting, and long-term trust in their tools.

Our Values & Working Principles

Kindness, goodwill, collaboration, and ownership are at the core of how we work.

We care about the quality and impact of your work, not about performative activity. We value autonomy, clarity, and long-term sustainability.

WP Umbrella in Numbers

🧑‍🔧 8-person team
🚀 Plugin installed on 60,000+ websites
🥰 5,000+ paying customers
⌛ Founded in July 2021
💵 Bootstrapped and healthy company

Benefits

  • 💵 Base salary: $28,200 — total compensation ~ $30,850
  • 🤗 Friendly, supportive team
  • 🏝 100% remote work
  • Flexible hours
  • ⛺️ 35 days of PTO
  • 📒 Monthly remote-work budget
  • 📈 Individual performance bonus & annual collective increase
  • ✈️ Annual team retreat
  • 📚 Learning & training opportunities

If you want a role where your personality, curiosity, and communication skills directly grow a SaaS loved by freelancers and agencies, we’d love to meet you.

Note that applications are not being accepted from your jurisdiction for this job currently via this jobsite. Candidate preferences are the decision of the Employer or Recruiting Agent, and are controlled by them alone.
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