Braun Board

Enterprise Account Executive

Contentful · Chicago, IL

Base
$100K–$165K
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
9d ago

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 1h agoon Contentful's careers page

What Contentful sells

Content sent to any screen, picked per visitor

Companies that run many websites and apps need the right content to reach each visitor on every screen. This software stores that content and sends it to any channel. Each visitor can see content picked for them.

In plain English, from their own job posts. Something wrong? Tell us

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The Braun Read

Worth a look

Solid on the basics. Use the first call to fill in the gaps.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Pipeline
Mostly self-sourced. Great if you like outbound, rough if you don't.
Time on market
Open 8 days.
Company hiring
Ramping up: posted 6 sales roles in the last 30 days.

Red flags

None spotted.

Green flags

  • Pays accelerators. Higher commission rates once you pass quota. Overperformance actually pays.

Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  2. 2.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  4. 4.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  5. 5.

    What's the OTE, and what did the median rep earn last year?

    Base is what you're guaranteed. OTE and the median show the upside.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

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The role

Sell Contentful's headless CMS and DXP platform to $1B+ North American enterprises, focusing on financial services. Run MEDPICC-led consultative cycles on new logos and expansion, with ACVs of $50K to $1M+.

Enterprise · Mixed · Outbound

Selling motion

Mixed

Who you're selling to

Buyer:
Not stated in the posting.Ask: “Who's the economic buyer, and who else is in the deal?”
Industry:
Financial servicesIn their words: “Focus for this role is financial services companies.”
Company size:
Enterprise

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$100K–$165K base

What is not disclosed

This posting doesn't tell you:

  • OTE
  • Quota size
  • Quota attainment
  • Average deal size
  • Sales cycle length

The questions above cover the big ones.

Full posting
Applications for this position will be accepted on an ongoing basis. About the Opportunity Building on the success of our US-based sales team, Contentful is expanding our Enterprise Account Executive team across North America. As an Enterprise Account Executive, you will drive Contentful’s growth by leading the full end-to-end sales cycle—from prospecting to closing—across both new and existing enterprise accounts ($1B+). In this highly consultative role, you’ll drive new revenue, customer enablement initiatives, and act as a trusted advisor to both technical and business stakeholders. This position requires a deep understanding of the Martech/DXP ecosystem, CMS platforms, and content personalization, as well as mastery of value-based selling and MEDPICC-driven enterprise sales processes. Partnering with Business Development, Customer Success, Solutions Engineering, and Marketing, you’ll nurture relationships and guide enterprises to realize the full value of Contentful, ensuring that business objectives are met and digital experiences are transformed. What To Expect - Source, position, negotiate, and close new logo and expansion business ($50K- $1M++ ACV) in North American enterprise accounts, leveraging strong knowledge of Martech, DXP, CMS, and personalization/experience platforms. Focus for this role is financial services companies. - Consistently meet or exceed quarterly and annual sales goals by developing robust account strategies, developing pipeline, informed by in-depth understanding of the Martech and DXP landscape. - Execute and document the MEDPICC sales methodology throughout the entire sales cycle—ensuring deals are qualified, stakeholder alignment is achieved, and forecast accuracy is maintained. - Lead value-based consultative sales engagements, clearly articulating customer ROI and business outcomes to C- Level Executives, and mapping Contentful solutions to digital transformation priorities. - Develop and present compelling proposals, tailored business cases, ROIs and commercial constructs that align to customer needs, often including complex, multi-stakeholder deal orchestration. - Manage RFI/RFQ processes in concert with internal and client teams, ensuring solution alignment and advancing strategic enterprise opportunities. - Refine and evolve our land-and-expand model in collaboration with Sales, Partnerships, and Customer Success teams, driving expansion, cross-sell, and upsell motions. - Partner with Sales Engineers, Solution Architects, BDRs, Account Managers, and Customer Success throughout the sales cycle to uncover technical challenges and ensure customers achieve full value from Contentful’s platform. - Deeply understand digital experience challenges, content workflows, and personalization requirements; use this insight to align Contentful’s capabilities with measurable business value. - Partner with Customer Success and Marketing to ensure the successful adoption of best practices in Martech, CMS, and digital personalization within the customer base. - Your compensation plan includes monthly and annual accelerators for over-achievement against bookings goals. What You Need to Be Successful - 4-8+ years selling enterprise SaaS or PaaS platforms, with expertise in Martech, CMS, personalization, or digital experience technologies. - Demonstrated experience using the MEDPICC (or equivalent) sales qualification framework to structure, manage, and close large, complex enterprise deals. - History of consistent quota overachievement, including individual responsibility for closing $150K+ transactions at organizations with $1B+ in revenue and frequent engagement with VP and C-level executives. - Advanced skills in value-based selling and consultative sales methodologies, with the ability to articulate and deliver measurable customer outcomes. - Deep knowledge of digital marketing technology, including headless CMS, content personalization, customer data integration, and cross-channel content delivery. - Expertise working within a partner ecosystem and leveraging partnerships to land, expand, and drive customer value. - Experience growing and expanding existing customer accounts within SaaS/PaaS environments. - Strong communication, proposal development, and presentation skills, with an ability to engage and influence both technical and business decision-makers. - Understanding of sales-led growth motions and enterprise software sales best practices. - Prior experience in CMS sales is highly preferred. This position is not eligible for visa sponsorship. Applicants must be authorized to work without the need for visa sponsorship by the start date of employment. At Salesforce, we believe in equitable compensation practices that reflect the dynamic nature of labor markets across various regions. The typical base salary range for this position is $99,500 - $164,850 annually. In select cities within the San Francisco and New York City metropolitan area, the base salary range for this role is $109,500 - $181,000 annually. Your recruiter can share more about the specific salary range for the job location during the hiring process. The range represents base salary only, and does not include company bonus, incentive for sales roles, equity or benefits, as applicable Contentful is now officially part of Salesforce. Unleash Your Potential When you join Salesforce, you’ll be limitless in all areas of your life. Our benefits and resources support you to find balance and be your best, and our AI agents accelerate your impact so you can do your best. Together, we’ll bring the power of Agentforce to organizations of all sizes and deliver amazing experiences that customers love. Apply today to not only shape the future — but to redefine what’s possible — for yourself, for AI, and the world. If you need reasonable accommodations at any point during the application or interview process, please let your Recruiter know. Equal Opportunity Statement Salesforce is an equal opportunity employer and maintains a policy of non-discrimination with all employees and applicants for employment. What does that mean exactly? It means that at Salesforce, we believe in equality for all. And we believe we can lead the path to equality in part by creating a workplace that’s inclusive, and free from discrimination. Know your rights: workplace discrimination is illegal. Any employee or potential employee will be assessed on the basis of merit, competence and qualifications – without regard to race, religion, color, national origin, sex, sexual orientation, gender expression or identity, transgender status, age, disability, veteran or marital status, political viewpoint, or other classifications protected by law. This policy applies to current and prospective employees, no matter where they are in their Salesforce employment journey. It also applies to recruiting, hiring, job assignment, compensation, promotion, benefits, training, assessment of job performance, discipline, termination, and everything in between. Recruiting, hiring, and promotion decisions at Salesforce are fair and based on merit. The same goes for compensation, benefits, promotions, transfers, reduction in workforce, recall, training, and education. Please be aware of scammers who may fraudulently claim to be from Contentful. These types of fraud can occur 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 to purchase business equipment. If you suspect fraud, please report it to your local authorities and contact us at security@contentful.com with any information you may have. By clicking “Apply for this job,” I acknowledge that I have read the “Contentful’s Candidate Privacy Notice” and hereby consent to the collection, processing, use, and storage of my personal information as described therein.
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