Head of Demand Generation, Canada

About Rippling

[Company] gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.

Take onboarding, for example. With [Company], you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds.

Based in San Francisco, CA, [Company] has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.

We prioritize candidate safety. Please be aware that all official communication will only be sent from @[Company].com addresses.

About the role

[Company] is one of the fastest growing startups on the planet ($0 → $17B). And, despite what our scale suggests, we’re just getting started. Between scaling our current business, expanding into new products, and unlocking international growth, we have a multi-billion dollar opportunity ahead of us.

As the Head of Demand Generation – [Country], you’ll be the go-to marketing partner for our [Country] sales team, owning the country-level strategy to generate pipeline and build the brand. You’ll link brand programs and performance, building integrated campaigns that guide prospects from first engagement to revenue. You’ll craft full-funnel plans—webinars, content, nurture streams, ABM, and more—to drive engagement, conversions, and ultimately ARR for [Company] [Country].

This role is the tip of the spear for marketing in [Country]—accountable for building both awareness and fueling revenue growth across SMB, MM, and ENT segments. This role reports to the VP of International & Global Marketing and is loosely based 3 days a week in our San Francisco or New York offices (remote considered from Toronto or other major [Country] market).

What you will do

• Own the marketing plan for [Country]: You’ll build and execute the demand generation strategy from top to bottom—integrating always-on campaigns with quarterly priorities and sales goals.
• Act as the primary marketing partner to [Country] sales leadership: You’ll be in lockstep with AE and SDR leadership supporting product launches, market-specific messaging, and shared accountability for pipeline targets.
• Run full-funnel programs: From top-of-funnel awareness to lead generation and deal acceleration, you’ll budget for and deploy the right mix of channels to hit new logo ARR goals. You’ll execute across the following channels: email, ABM, direct mail, webinars, events, out of home advertising, content syndication, and outbound activations with SDRs.
• Make events a revenue-driving channel: You’ll oversee the [Country] field event strategy, designing programs that build brand trust and generate real pipeline—from regional conferences to hosted executive roundtables.
• Partner closely with SDRs: You’ll co-create and optimize sales plays, ensuring campaigns translate into productive outbound activity and strong conversion down the funnel.
• Optimize performance and scale what works: You’ll analyze campaign ROI, shift budget and resources to high-performing plays, and rapidly iterate to improve conversion at every stage.
• Collaborate cross-functionally: You’ll work closely with global and regional peers in growth/digital advertising, content, brand, ops, and analytics—contributing to a high-performing international marketing engine.

What you will need

• 7+ years of experience driving B2B demand generation, ideally with at least some experiences in the [Country] market.
• Deep understanding of demand gen channels across both digital (SEM, paid social, email, content syndication) and in-person (field marketing, executive events). Executional expertise is not required for digital, but channel strategy ownership is.
• Proven ability to build strong partnerships with sales and own shared revenue targets.
• Experience owning pipeline goals in a field or regional marketing capacity.
• Analytical mindset—you use data to guide strategy, prioritize programs, and optimize results.
• Strong communicator—you can influence stakeholders across levels and functions, from SDRs to country GMs.
• Bias to action—you execute with urgency, thrive in a fast-paced environment, and aren’t afraid to test, fail, and learn quickly.
• Bonus: Experience marketing to HR and Finance buyers in [Country]

Additional Information

[Company] is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, [Company] is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accomodations@[Company].com

[Company] highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a [Company] office), [Company] considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.

This role will receive a competitive salary + benefits + equity. The salary for US-based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here.

A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below.

The pay range for this role is:

147,000 - 257,250 USD per year (US Tier 1)

126,000 - 220,500 CAD per year (CA)

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