Enterprise Sales Director (North Central)

Remote from: USA
Annual salary: Undisclosed
Salary information is not provided for this position. Check our Salary Directory to estimate the average compensation for similar roles.
Department: Sales
Employment type: Full Time,
Job posted: 22 Jul 2026
Apply before: 22 Aug 2026
Experience level: Director
Views / Applies: 30 / 1

About company

About Fivetran

The leader in automated data movement.

Computer Software
2012

Actively Hiring

AI Summary

Fivetran and dbt Labs are merging to form a leading data infrastructure company. This Enterprise Sales Director role covers the North Central US, focusing on acquiring new enterprise customers for dbt Cloud. The ideal candidate has 4+ years of tech sales closing experience, technical acumen with SQL/dbt, and thrives in an ambiguous, fast-paced environment. Responsibilities include owning the full sales cycle, leading POCs, and building the enterprise roadmap. The role is remote based in Illinois, with perks like medical insurance, stock grants, and parental leave.

Role DNA

Job Complexity

Easy Hard

Pace & Pressure

Relaxed Fast-paced

Autonomy Level

Guided Full Ownership

Communication Load

Independent Highly Collaborative

AI Insight Enterprise sales cycles are complex and lengthy, requiring technical depth and consultative skills. The target of 20 new customers per year adds pressure, making this a challenging role.

Salary Analysis

AI Insight The job listing does not specify a salary. Based on market data for Enterprise Sales Directors in US tech, typical OTE (base + commission) ranges from $150k to $250k, with a median around $200k. This role likely offers competitive total compensation including RSUs.

Core Skills Required

Enterprise Sales SaaS Data Analytics SQL dbt Consultative Selling Sales Cycle Management Remote Sales Customer Acquisition Open Source

Cover Letter Sample

Dear Hiring Manager,

I am excited to apply for the Enterprise Sales Director (North Central) role at Fivetran/dbt Labs. With over 6 years of enterprise technology sales experience and a proven track record of exceeding annual targets, I am confident in my ability to drive new business and expand customer relationships.

My technical background includes deep knowledge of SQL and data analytics, which I have leveraged to consultatively sell complex solutions to C-level executives. I am particularly drawn to the opportunity to work with innovative data stack technologies like dbt and contribute to the open source community.

I thrive in fast-paced, ambiguous environments and have consistently navigated long sales cycles to deliver results. I look forward to the possibility of joining your team to help customers unlock the full value of their data.

Best regards,
[Your Name]

Sample Interview Questions

Describe your experience managing complex enterprise sales cycles with multiple stakeholders.

I have managed 6-12 month sales cycles involving IT, data engineering, and C-suite stakeholders. For example, at my previous company, I coordinated a POC with a Fortune 500 client, aligning technical validation with procurement timelines, resulting in a $2M deal.

How do you stay updated on technical concepts like SQL and data tools?

I regularly take online courses, attend webinars, and practice on platforms like LeetCode. I also contribute to open source projects and follow thought leaders in the data space to ensure I can speak credibly with technical buyers.

How would you approach exceeding a target of 20 new enterprise customers per year?

I would focus on high-quality pipeline generation through account-based marketing, networking, and partnering with solutions engineers. I prioritize deals with clear ROI and accelerate them by building champions within customer organizations.

Describe a time you had to sell a product in an ambiguous or evolving market.

When my previous company pivoted to a cloud-native platform, I educated prospects on the shift and created ROI models showing long-term savings. I closed early adopters by offering beta access and dedicated support, proving the product's value.

How do you contribute to an inclusive team culture?

I actively mentor junior team members, solicit diverse perspectives during deal reviews, and celebrate team wins. I also participate in employee resource groups and ensure my sales collateral avoids bias.

From Fivetran’s founding until now, our mission has remained the same: to make access to data as simple and reliable as electricity. With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required. We’re proud that more organizations continue to leverage our technology every day to become truly data-driven.

About Us
Fivetran and dbt Labs are bringing together two industry-leading companies with a shared mission: helping organizations unlock the full value of their data.
Together, we’re delivering the data infrastructure layer that helps organizations move, transform, and trust their data — from the moment data moves, through every transformation, to the context teams and AI systems rely on.
Fivetran helps organizations automate data movement across the systems, clouds, engines, and tools they rely on. dbt Labs pioneered analytics engineering, helping teams transform data into reliable, governed insights. Together, we support thousands of organizations as they build a trusted foundation for analytics, AI, and better business decisions.
As we bring our teams and technology together, we’re building on the strengths of both companies while continuing to deliver the products and experiences our customers know and trust. It’s an exciting time to join us: we’re creating a company with the scale, talent, and technology to help more organizations put their data to work with greater speed, confidence, and impact.
During this transition period, you may see references to both Fivetran and dbt Labs throughout our recruiting process as we integrate our teams, systems, and career sites.

About the Role

We’re looking to hire a Sales Director to join the Revenue Team. This person will be responsible for building out our enterprise customer base within various regions in the US. The ideal person will be a proactive and curious member of our growing Sales team, identifying new business with prospects and growth opportunities for clients. A certain level of foresight and knowledge working with intrinsic sales cycles will take this individual confidently into the future of dbt Labs.

This is a full-time remote position based out of Illinois.

What You’ll Do

Own the full sales cycle from lead to ongoing utilization for enterprise prospects
Organize POC implementations of dbt Cloud Enterprise Win 20 new dbt Cloud Enterprise customers per year (after ramp)
Lead and contribute to team projects that develop our sales process
Work with product to build and maintain the dbt Cloud enterprise roadmap
Become an expert in SQL, dbt, and enterprise data operations
Be an active member of the dbt open source community

Skills We’re Looking For

4+ years closing experience in technology sales, with a proven track record of exceeding annual targets
Ability to understand complex technical concepts and develop them into a consultative sale
Excellent verbal, written, and in-person communication skills to engage stakeholders at all levels of an analytics organization (individual developer up to CTO)
The diligence and organizational skills to work long, intricate sales cycles involving multiple client teams
Ability to operate in an ambiguous and fast-paced work environment
A passion for being an inclusive teammate and involved member of the community Experience with SQL or willingness to learn

Bonus Skills

Prior experience in analytics, ETL, BI, and/or open-sourced software
Knowledge of or prior experience with dbt

Perks and Benefits

100% employer-paid medical insurance*
Generous paid time-off policy (PTO), plus paid sick time, inclusive parental leave policy, holidays, and volunteer days off
RSU stock grants*
Professional development and training opportunities
Company virtual happy hours, free food, and fun team-building activities
Monthly cell phone stipend
Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching, and self-guided mindfulness exercises for all covered employees and their covered dependents.

*May vary by country and worker type – please reach out to your recruiter for more information

Click here to learn more about Fivetran’s Benefits by Region.

We’re honored to be valued at over $5.6 billion, but more importantly, we’re proud of our core values of Get Stuck In, Do the Right Thing, and One Team, One Dream. Read about us in Forbes.

Fivetran brings together high-quality talent across the globe to make data access as easy and reliable as electricity for our customers. We value and recognize that our customers benefit from having innovative teams made of people from many backgrounds, experiences, and identities. Fivetran promotes diversity, equity, inclusion & belonging through attracting, recruiting, developing, and retaining a diverse workforce, not only because it is the right thing to do, but because it helps us build a world-class company to better serve our customers, our people and our communities.

To learn more about Fivetran’s culture and what it’s like to be part of the team, click here and enjoy our video.

To learn more about our candidate privacy policy, you can read our statement here.

We are committed to ensuring that all candidates have an equal opportunity to participate in our interview process. If you require accommodations at any stage of the process due to a disability, medical condition, or any other circumstance, please don’t hesitate to submit your request by filling out this form. We will work with you to provide reasonable accommodations to facilitate your participation and ensure a fair and accessible interview experience. Your request and any information provided will be kept confidential and will not impact your candidacy. We look forward to hearing from you and accommodating your needs to the best of our ability.

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