Head of Revenue

Salary: $350,000 CAD

Location: Kelowna, BC (In-Office Only)

About Martell Group

The Martell Group exists to build people, brands, and ventures that create meaningful impact. Across our four companies, we combine audience, operators, and execution to launch scalable products and empower ambitious leaders in Media, B2B SaaS, and AI.

Founded by serial entrepreneur and investor Dan Martell (investor in Udemy, Intercom, and Unbounce), we’re building a company that values leadership, growth, and simplicity, and we’re looking for people who live those values too.

Our goal is to attract world-class talent and align people where their impact is greatest. When you apply to Martell Group, you’ll automatically be considered for all open roles across our companies, not just the one you applied for.

Why you shouldn't work here – Radical Transparency from our CEO

About the Role

We are hiring a senior operator who owns all revenue functions and monetization for Martell Media. You will operate the revenue engine with precision, taking complete ownership of every stage of revenue and monetization, from first touch to repeat purchase, including acquisition, selling events, renewals, and expansion.

At Martell Media, we sell exclusively through chat, SMS, and email, so you must bring deep experience with digital sales psychology, high-ticket chat conversion, asynchronous closing, and the operating rhythms that make this motion predictable. You will lead setters, closers, and client success while partnering directly with the Head of Demand Generation and Creative Director to ensure traffic, messaging, positioning, and sequencing align with revenue targets.

This role requires strategic clarity, operational precision, strong leadership, and the ability to strengthen the people, systems, and mechanisms responsible for driving revenue every day.

What You’ll Do

1. Revenue Engine Leadership

• Lead all revenue functions for Martell Media, including offer strategy, pricing, forecasting, and the full MQL-to-close pipeline, renewals, expansion, and selling events.

• Build a unified, high-performance revenue team across setters, closers, and client success with clear KPIs, standards, and accountability rhythms.

• Develop training programs, skill development frameworks, and coaching systems that raise the bar on clarity, communication, objection handling, and conversion quality.

• Partner with the Head of Demand Generation and Creative Director to align demand, messaging, funnels, and monetization into one cohesive operating rhythm.

• Drive strategic clarity across launches and evergreen cycles so revenue plans, sequencing, and expectations are aligned and predictable.

2. Conversion Systems, Team Excellence, and Performance

• Own all chat-based selling systems across chat, SMS, and email, improving conversion, tightening processes, and driving reliable revenue.

• Implement high-leverage improvements to scripts, objections, offers, messaging, and micro-commitments using real chat data and performance patterns.

• Build and maintain conversion dashboards that track speed-to-lead, win rates, sales velocity, revenue per lead, and forecasting accuracy.

• Establish coaching, training, and performance review rhythms to sharpen execution and maintain high standards across the team.

• Strengthen the entire revenue journey, including sequences, follow-ups, decision triggers, payments, upgrades, and customer experience touchpoints that build trust and increase conversion.

3. Monetization Strategy and Lifecycle Expansion

• Build and optimize monetization pathways that increase new revenue, expansion revenue, and long-term customer value.

• Develop upgrade paths, cross-sells, reactivation campaigns, and lifecycle flows that maximize revenue per customer.

• Lead offer sequencing, pricing strategy, and positioning during launches to maximize demand and revenue capture.

• Analyze buyer behavior, chat patterns, and lifecycle data to strengthen offer clarity, remove friction, and align each stage of the journey with revenue goals.

• Build repeatable monetization frameworks that scale across the portfolio and turn attention into customers and customers into long-term value.

What You Bring

• A senior revenue leader with deep experience owning high-ticket monetization, offer strategy, and revenue operations.

• Strong expertise selling exclusively through digital channels including chat, SMS, and email, with mastery of asynchronous closing.

• High-level command of revenue metrics including MQL-to-close rate, win rates, revenue per lead, sales velocity, and forecasting.

• Ability to lead setters, closers, and client success in a unified, high-performance revenue team.

• Player-coach capability: able to refine a script, diagnose a funnel, optimize a sequence, and develop the team directly.

• Clear, documented wins improving conversion, increasing monetization, and building scalable revenue systems.

• High-judgment operator who moves fast, sets high standards, and owns outcomes end-to-end.

Success Looks Like (First 120 Days)

Define the revenue path for each company and maintain alignment with both our annual goals and five-year strategy.

• A complete revenue operating system running across setters, closers, and client success with clear KPIs and accountability rhythms.

• Measurable improvements in MQL-to-close rate, revenue per lead, and conversion consistency across all chat-based channels.

• Streamlined offer, pricing, and positioning frameworks aligned with demand generation and optimized for clarity and revenue capture.

• Improved funnel and sales performance through disciplined iteration of messaging, scripts, sequences, and decision points.

• Monetization pathways implemented that increase new, expansion, and recurring revenue.

• Chat, SMS, and email sales surfaces optimized for clarity, speed, and conversion.

• A unified, predictable revenue cadence across launches and evergreen cycles supported by accurate forecasting and visibility.