Head of Demand Generation

About Obol

Obol is redefining how businesses manage cash flow. Our platform equips finance teams with powerful tools to automate cash flow operations, plan with confidence, and make smarter decisions all in real-time. With seamless integrations to bank accounts, ERPs, and payment processors, Obol turns complex cash management workflows into streamlined, proactive strategies.

Backed by leading American VCs and leaders from top tech companies like Square, PayPal, eBay, Tipalti, and Afterpay, Obol is at the forefront of financial innovation. We’re tackling a mission-critical challenge for finance teams across North America, empowering businesses to focus less on cash flow worries and more on achieving their ambitions.

As a member of the Obol team, you’ll work closely with the founders and a world-class team to shape the future of cash flow management through technology. This is a unique opportunity to make a significant impact at an early stage and contribute to our mission of empowering businesses.

About the Job

We’re hiring a Head of Demand Generation to scale our marketing engine at Obol. This is a strategic leadership role with full ownership of pipeline creation, content strategy, campaign performance, and the systems that power our growth. You’ll work closely with Sales and Product to drive measurable impact across the entire funnel.

This role is ideal for a marketing professional who can think strategically, move fast, and scale a demand gen function with precision. You bring creative energy, performance discipline, and a deep understanding of how to reach and convert finance teams at scale.

While technical fluency across tools and channels is important, what sets this role apart is your ability to think strategically, generate original campaign ideas, and thrive in a lean, fast-moving environment. We’re looking for a builder, not just an operator, who’s energized by creativity, experimentation, and impact.

What You’ll Be Doing

• Lead and develop Obol’s demand generation strategy to consistently deliver qualified pipeline and drive revenue growth
• Launch and scale campaigns across paid media, SEO, content, webinars, events, and outbound channels including organic and paid digital channels
• Own marketing-sourced pipeline targets and improve performance through continuous testing, optimization, and reporting
• Drive creative ideation and messaging collaborating with Product and Sales to develop campaigns that resonate with target personas and align with our ICPs across multiple digital touch-points
• Own and implement our marketing tech stack, including tracking, attribution, automation, and operational tooling
• Analyze campaign performance data to uncover insights, iterate on strategy, and identify new growth opportunities

What We’re Looking For

Experience: 5+ years in B2B marketing and demand generation, with a proven track record of driving customer acquisition and revenue growth in SaaS, fintech, or consumer technology. Experience building or leading demand gen functions at an early or growth-stage company is strongly preferred.

Education: A bachelor’s degree is a plus, but not required. We value talent from all backgrounds and understand that the best candidates don’t always follow traditional paths.

Skills:

• Deep understanding of performance channels including paid media, SEO, creative content, outbound, and digital engagement platforms
• Strong analytical skills and fluency in campaign metrics, funnel data, and attribution
• Expertise in marketing tools such as HubSpot, and modern analytics or automation platforms
• Creative thinker with an entrepreneurial mindset who is able to translate insights into results
• Excellent communicator and collaborator, with experience partnering cross-functionally with Sales and Product

Mindset & Adaptability:

• Strategic, hands-on leader who thrives in high-growth, fast-moving environments
• Brings a creative and entrepreneurial mindset to campaign development and experimentation
• Comfortable operating autonomously, making decisions with imperfect information, and iterating quickly
• Motivated by results, but equally focused on building long-term infrastructure for scalable growth

Why Join Obol?

At Obol, we don’t just build solutions; we redefine how finance teams work, creating technology that empowers businesses to focus on growth.

• Impact: Lead the demand generation function from the ground up and play a mission-critical role in shaping how the world discovers Obol.
• Collaboration: Work directly with founders, sales, and product to craft messaging, drive strategy, and define what great looks like in performance marketing.
• Culture: Join a collaborative and dynamic work environment where your contributions will make a tangible impact.
• Perks: Competitive salary, equity options, and the chance to be part of a high-growth fintech company.