Head of Sales

ConstructionClock App; Winnipeg; Hybrid; CAD 100,000 - 130,000; Full time

Benefits offered by this job

Employee health benefits

Paid vacation

Stock options

Job summary

ConstructionClock App in Winnipeg is seeking a Head of Sales to lead and grow the sales organization. This role involves end-to-end ownership of sales strategy, team leadership, and refining processes to ensure sustainable growth.

The ideal candidate will have strong experience in B2B SaaS and a proven track record of managing high-performing sales teams. The role is hybrid, requiring 3 days in the office each week.

Qualifications

• Strong experience in B2B SaaS.
• Track record of leading high-performing sales teams.
• Experience scaling sales functions in high-growth periods.

Responsibilities

• Own the sales function end to end.
• Lead and coach the sales team.
• Set targets and forecast sales results.
• Refine sales processes and tooling.
• Partner with marketing and product teams.
• Engage with customers and key deals.

Skills

B2B SaaS experience

Sales team leadership

Coaching skills

Data-driven management

Communication skills

Job description

Build and lead the sales engine at one of construction tech’s fastest-growing companies

This is the role that puts you front and center in our next chapter. ConstructionClock is scaling fast, and we’re looking for a Head of Sales to take the wheel — leading our current team of sales reps today and building the org that carries us through a period of serious, sustained growth. If you’ve ever wanted to own a sales function while it’s still being shaped and watch your fingerprints land on every number that follows, this is it.

About ConstructionClock

ConstructionClock is the first fully automated, hands-free time-tracking app built for small and mid-size construction and service companies. Using GPS, crews clock in and out simply by walking onto a job site — no buttons, no fudged timesheets, 100% accurate hours. The platform delivers detailed worklogs, automatic payroll reports, and clean project maps, and exports straight into QuickBooks, Xero, Payworks, XLSX, and PDF.

The market has noticed: 74,000+ downloads, a 4.5-star rating, and a loyal base of owners, crews, and bookkeepers who rely on us every workday. We’re now investing hard in sales to turn that momentum into market leadership — and that’s where you come in.

What you’ll do

• Own the sales function end to end — strategy, pipeline, process, and results.
• Lead, coach, and get the best out of our current team of reps from day one.
• Hire and scale the team as we grow, building the structure, playbooks, and culture that let it run.
• Set targets, forecast accurately, and report results directly to the leadership team.
• Refine our sales process and tooling — what to keep, what to fix, what to build.
• Partner with marketing and product to sharpen messaging, sources, and the customer journey.
• Stay close to customers and prospects, getting out front on key deals when it counts.

What we’re looking for

• Strong experience in B2B SaaS.
• A track record of leading and growing high‑performing sales teams, with comfort both managing and rolling up your sleeves.
• Experience scaling a sales function during a high‑growth period — you know what breaks at each stage and how to get ahead of it.
• Strong coaching instincts: you make the reps around you better.
• Data‑driven approach to pipeline, forecasting, and performance management.
• Excellent communication skills and the credibility to lead from the front on key deals.
• Assets: Familiarity with the construction, field‑services, or trades industries.

Hybrid in Winnipeg, MB — 3 days a week in our office, with flexibility around the rest.

Compensation

Competitive compensation package including employee health benefits, paid vacation, and stock options.

Why now

We’re at the inflection point where momentum meets opportunity. The product is proven, the customers are loyal, and the runway ahead is wide open. The person who steps into this role gets to do the rare and exciting thing: build the sales organization that defines our growth — and grow their own career right alongside it.

Ready to build something? We’d love to hear from you.

To apply, please submit your resume via email to: [e-mail]