Chief Revenue Officer

CHIEF REVENUE OFFICER

• Do you love taking good businesses with strong execution and helping them become exceptional by bringing strategic clarity, better decision-making, and a world-class revenue architecture?
• Have you built scalable revenue systems that consistently produce predictable growth rather than relying on individual performers or founder instinct?
• Are you energized by the challenge of stepping into a founder-led company with incredible momentum, strong leadership, and a proven product, but one that's ready for a true executive to architect its next stage of growth?
• Do you enjoy being the strategic leader above high-performing Sales and Marketing teams, setting the direction while empowering great operators to execute?
• Do you naturally think in funnels, customer acquisition, positioning, RevOps, brand, conversion, and long-term growth strategy instead of simply chasing next month's numbers?
• Do you want to help professionalize an entire industry while making a meaningful impact on thousands of entrepreneurs building contracting businesses?

If this sounds like you, read on.

ABOUT BREAKTHROUGH ACADEMY

Breakthrough Academy specializes in helping high-performing entrepreneurs in the contracting industry grow their businesses by implementing excellent operational systems into their companies. We believe in the unlimited potential of entrepreneurship and help our Members (customers) break through barriers and take their businesses to the next level.

Our proprietary training program brings systemization to a contracting company's operations, develops an entrepreneur's core business skills, and holds accountability to goals through a clear business plan.

Breakthrough Academy is now 11 years old and evolving rapidly, with over 750 business owners developing inside our programs and an incredible team of 50+ people behind the scenes. We have become the industry leader in business coaching for contractors across North America, and we're entering our next stage of growth where strategic revenue leadership will become one of the biggest drivers of our future success.

Because of this, we are looking for our first ever Chief Revenue Officer.

This is where you come in.

THIS IS FOR YOU IF:

• You have built and executed revenue strategies inside a $12M+ B2B business with measurable growth results.
• You have successfully led both Sales and Marketing functions, creating alignment around one unified revenue strategy.
• You naturally think in systems, data, funnels, customer journeys, and long-term revenue architecture rather than tactical execution.
• You have experience improving forecasting, CRM discipline, pipeline management, and revenue operations.
• You know how to identify what is working, eliminate what isn't, and focus teams on the highest-impact opportunities.
• You are highly analytical and use data to make strategic decisions rather than relying on instinct alone.
• You understand digital customer acquisition, online marketing, positioning, and brand strategy.
• You enjoy coaching experienced leaders while giving them strategic direction and clear priorities.
• You thrive inside fast-growing founder-led businesses where structure is still being built.
• You are excited by the opportunity to leave a lasting impact on a company entering its next stage of scale.

IN THE ROLE, YOU WILL BE: 

• Developing and owning Breakthrough Academy's overall revenue strategy across both Sales and Marketing
• Creating one integrated growth engine that aligns marketing investment, sales execution, and revenue performance
• Evaluating and optimising the entire customer journey, from first touch through conversion and long-term member value
• Improving forecasting, reporting, CRM discipline, pipeline visibility, and revenue analytics
• Refining our Ideal Customer Profile, market positioning, and go-to-market strategy.
• Identifying the highest-performing acquisition channels while improving conversion rates and return on investment
• Building stronger collaboration between Sales and Marketing through shared goals, accountability, and feedback loops
• Evaluating pricing, packaging, offers, and additional revenue opportunities across the business
• Leading and developing the Director of Sales and VP of Marketing while establishing clear performance expectations.
• Serving as the CEO's strategic partner for all growth, revenue, and market expansion initiatives

EXPERIENCE REQUIRED

• 5+ years leading revenue, growth, or commercial functions within a $15M+ B2B organization.
• 10+ years of leadership experience overseeing both Sales and Marketing.
• Demonstrated success driving measurable revenue growth through strategic leadership.
• Strong understanding of RevOps, CRM optimization, forecasting, funnel analytics, and KPI management.
• Experience developing ICPs, positioning strategies, and scalable go-to-market plans.
• Proven ability to lead senior leaders while creating alignment across multiple functions.
• Strong commercial acumen with experience optimizing customer acquisition, conversion, and revenue performance.
• Excellent communication, strategic thinking, and executive leadership skills.
  

THE BENEFITS

• Become the executive responsible for shaping the future growth strategy of one of North America's fastest-growing business coaching companies.
• Partner directly with the CEO to influence company strategy and long-term direction.
• Lead both Sales and Marketing while building a best-in-class revenue organization.
• Work alongside an ambitious leadership team committed to continuous improvement and high performance.
• Be part of a company where execution quality directly shows up in real business outcomes for our Members 
• Enjoy a highly competitive executive compensation package that includes a strong base salary, performance based bonus structure, and long term equity participation through stock options 
• Enjoy amazing travel perks and company events in epic locations - our team events this year range from the warm beaches of Cabo to the serene outdoors in Canmore
  

If you're an experienced revenue leader looking for an opportunity to architect the next stage of growth inside a profitable, founder-led business with tremendous momentum, we'd love to hear from you.

We thank you for your time and interest. We will reach out directly to shortlisted applicants.