Vice President of Mid‑Market Sales, North America

About the Opportunity

Contentful is seeking a Vice President of Mid‑Market Sales ($0-$1B in Revenue), North America, to lead our sales efforts across North America. Reporting directly to the Chief Revenue Officer, leading other senior sales leaders, you will define and execute our go-to-market strategy for the mid‑market segment, drive predictable revenue growth, and scale a high-performing team. This role is contributing to Contentful’s annual recurring revenue (ARR) and is an important piece of our growth strategy.

At Contentful, our values, Relentless Customer Focus, Own It, Be Bold, and Win Together, guide every decision. You will embody these values while building a culture of excellence and accountability across the mid‑market sales organization.

What to Expect

• Own the North America mid‑market sales strategy, driving ARR growth and market expansion in alignment with global objectives.
• Lead, mentor, and scale a team of 3 Sales leaders and 18 Account Executives across multiple hubs.
• Deliver predictable revenue by managing pipeline health, coverage ratios, and accurate forecasting.
• Partner with Marketing, Business Development, Customer Success, Sales Operations, and Product to design and execute cohesive go-to-market motions.
• Drive cross-sell and upsell opportunities by collaborating with ISV and SI partners to deliver integrated solutions.
• Implement operational rigor with clear sales cadences, playbooks, and KPIs that ensure consistent performance.
• Actively engage in strategic customer deals, modeling best-in-class sales execution.
• Represent Contentful at industry events, executive forums, and with key customers and partners to strengthen our brand and expand our reach.
• Foster a high-performance culture that reflects Contentful’s values: Relentless Customer Focus, Own It, Be Bold, and Win Together.

What you need to be successful

• 10 + years of progressive SaaS sales leadership, with at least 6 years leading mid‑market sales teams in high-growth environments.
• Proven success scaling sales organizations, contributing to ARR, with a track record of exceeding revenue targets.
• Experience managing distributed teams and developing future leaders, including first line managers and account executives.
• Deep expertise in pipeline management, forecasting, and operational discipline.
• Strong cross functional collaboration skills, with the ability to align Sales, Marketing, Product, and Customer Success to achieve shared goals.
• Ability to operate strategically while remaining hands-on in critical deals.
• Analytical mindset with proficiency in CRM tools and modern sales engagement platforms.
• Excellent communication skills and executive presence, capable of engaging C-level leaders internally and externally.
• Willingness to travel across North America as required.
• Experience in content management, digital experience platforms, or enterprise SaaS solutions.
• Background in building and refining scalable sales processes, playbooks, and onboarding programs.
• Familiarity with leveraging ISV and SI partnerships to drive integrated customer solutions.

MBA or equivalent advanced degree is a plus.

What's in it for you?

• Join an ambitious tech company reshaping the way people build digital experiences
• Full-time employees receive Stock Options for the opportunity to share in the success of our company
• Comprehensive health/dental/vision care package covering 100% of monthly  premiums for employees
• We value Work-Life balance and You Time! A generous amount of paid time off, including vacation days, education days, and volunteer days.
• 16 weeks of paid parental leave to care for and focus on your growing family
• Use your personal education budget to improve your skills and grow in your career.
• Enjoy a full range of virtual and in-person events, including workshops, guest speakers, and fun team activities, supporting learning and networking exchange beyond the usual work duties
• Use your physical fitness budget to get away from your desk and support your physical wellness
• A monthly phone/internet stipend and phone upgrade reimbursement after 2 years
• New hire office equipment stipend. Get the gear you need to work at your best.

This role will need to be conducted in a state in which we are currently registered to do business. 

The application deadline is 10/20/25

Colorado Salary Statement: The salary range displayed is specifically for those potential hires who will work or reside in the state of Colorado if selected for the role. Any offered salary is determined based on internal equity, internal salary ranges, market data/ranges, applicant's skills and prior relevant experience, certain degrees and certifications (e.g. JD/technology), for example.

Colorado Salary Range: $400,000 - $475,000
[This position is eligible for equity awards, annual bonuses, short- and long-term incentives, and program-specific awards in accordance with the terms of Contentful’s variable compensation plans.]

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Who are we?

Contentful is a leading digital experience platform that helps modern businesses meet the growing demand for engaging, personalized content at scale. By blending composability with native AI capabilities, Contentful enables dynamic personalization, automated content delivery, and real-time experimentation, powering next-generation digital experiences across brands, regions, and channels for more than 4,200 organizations worldwide. More than 700 people from more than 70 nations contribute their energy and creativity to Contentful, working from hubs in Berlin, Denver, San Francisco, London, New York, and distributed worldwide.

Everyone is welcome here!

“Everyone is welcome here” is a celebrated component of our culture. At Contentful, we strive to create an inclusive environment that empowers our employees. We believe that our products and services benefit from our diverse backgrounds and experiences, and we are proud to be an equal opportunity employer. All qualified applications will receive consideration for employment without regard to race, color, national origin, religion, sexual orientation, gender, gender identity, age, physical [dis]ability, or length of time spent unemployed. We invite you to apply and join us!

If you need reasonable accommodations at any point during the application or interview process, please let your recruiting coordinator know.

Please be aware of scammers who may fraudulently allege to be from Contentful. These types of fraud can be carried out through copycat websites, fake email addresses claiming to be from our company, or social media. We do not ask for your personal information, such as bank account numbers, identification numbers, etc, through social media or chat-based apps, nor do we request or send money for the purchase of business equipment. If you suspect fraud, please report it to your local authorities, as well as reach out to us at security-esk@contentful.com with any information you may have.

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