Head of Sales – North America

Remote | Philippines-based | Full-time | North American business hours

L'EVATE Inc. is a Canadian offshore staffing company helping businesses build high- performing remote teams with skilled global professionals.

We have already proven the model through founder-led sales, referrals, partnerships, repeat business, and successful placements.

Now we are building a dedicated sales organization. We are looking for a Head of Sales – North America to work directly with our Founder to build and lead that function. This is a hands-on player-coach role. You will not simply manage a team. You will help build the sales engine, sell alongside the

Founder, recruit and coach the team, improve the process, and progressively take ownership of day-to-day sales execution. You are not inheriting a mature sales department. You are helping build it.

What You'll Own

• Develop and execute the sales strategy for Canada and the U.S.
• Refine our ideal customer profile, target industries, and priority segments
• Build and improve outbound prospecting systems
• Develop sales messaging, scripts, email sequences, discovery frameworks, and objection handling
• Personally participate in prospecting, discovery calls, proposals, negotiations, and closing
• Build strong CRM discipline, pipeline stages, KPIs, dashboards, and forecasting
• Recruit, onboard, coach, and manage SDRs, BDRs, AEs, and future sales hires
• Run pipeline reviews, call coaching, and performance management
• Establish quotas and incentive structures for the sales team
• Improve conversion rates throughout the sales funnel
• Work closely with Recruiting and Operations to ensure sales commitments are realistic and deliverable
• Progressively reduce L'EVATE's dependence on founder-led sales
  
  
  

Who We're Looking For

• We care more about what you have actually built and sold than the titles you have held.
  
  
  

You should have:

• Proven experience selling B2B services into the U.S. and/or Canada
• Experience personally carrying and achieving sales quota
• Experience hiring and managing SDRs, BDRs, AEs, or full-cycle sales reps
• Experience building or materially improving an outbound sales motion
• Strong pipeline-generation experience
• Strong discovery, negotiation, objection-handling, and closing skills
• Experience managing CRM, KPIs, forecasting, and team performance
• Excellent written and spoken English
• Strong commercial judgment
• High ownership and accountability
• Comfort working in an environment where the sales system is still being built
• Experience in BPO, offshore outsourcing, staffing, recruitment, RPO, professional services, managed services, SaaS, agencies, or HR technology is strongly preferred.
  
  
  

This Role Is Not For You If

• You only want to manage an established team
• You rely mainly on inbound leads
• You are uncomfortable selling personally
• You have managed activity but never owned revenue
• You have never built or materially improved a sales process
• We are looking for someone who can build, sell, coach, and lead.
  
  
  

What Success Looks Like

• In your first 90 days, you should be able to:
• Learn L'EVATE's business, clients, pricing, and sales motion
• Work alongside the Founder on active opportunities
• Refine ICPs and priority verticals
• Improve outbound messaging and sales processes
• Establish strong CRM discipline and reporting
• Begin generating qualified pipeline
• Build the initial sales hiring plan
• Within 6–12 months, we expect you to:
• Build a repeatable outbound sales engine
• Recruit and manage a growing sales team
• Establish more predictable pipeline and forecasting
• Improve conversion rates
• Increase new client acquisition
• Progressively take ownership of day-to-day sales management
  
  
  

Compensation

• This role includes a competitive Philippines-based base plus meaningful performance upside.
• Target OTE: CAD $60,000–$75,000+ annually
• Top performers: CAD $90,000+ potential
• Performance compensation will be tied to measurable sales and team results.
• The detailed compensation structure will be discussed with shortlisted candidates.
  
  
  

Working Hours

• This is a full-time remote role based in the Philippines.
• You must be available during significant North American business hours, primarily EasternTime.
• Flexibility around prospect and client schedules is required.
  
  
  

Growth Opportunity

• This is an opportunity to build the sales organization, not simply join one.
• For the right person, there is a clear path toward increased executive responsibility as
• L'EVATE scales, including potential progression into senior revenue leadership.
  
  
  

How To Apply

Please use the following subject line:

HEAD OF SALES – [Your Full Name]

Then answer:

1. What experience do you have selling B2B services into the U.S. and/or Canada?

2. Tell us about a sales team or sales process you personally helped build. What existed before, what did you change, and what measurable results did you produce? Please be specific. We are most interested in what you have personally built, managed, and improved.