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Requirements found
Recruiting Marketing (must) Sales (must) Team Leadership Negotiation (must) Compliance Salesforce (nice) Training (must)
What this posting asks for
Level: Manager — The title says "Head of".
Main responsibilities
- Team leadership and organizational development
- Lead, mentor, and inspire a high-performing global Deal Desk organization.
- Coach the team to operate as commercial advisors to the field, raising the strategic value of every interaction with Sales.
- Build capability and bench strength, reducing key-person dependency as the team scales.
- Strategic leadership and vision
- Own and execute the global vision for the Deal Desk organization across the combined Fivetran + dbt business.
- Conceptualize and launch new, high-impact commercial strategies and deal constructs (e.g. multi-year deals, shift to consumption-based pricing, and product-s…
- Lead commercial strategy for the Fivetran + dbt integration, landing one combined operating model, policy set, and deal construct.
- Build the team structure, governance framework, and ways of working needed to support a global enterprise sales engine selling a multi-product, consumption-b…
- Position the deal function as a driver of growth, net revenue retention, and cross-sell, and align the C-suite behind that mandate.
Competencies an interviewer will look for
- Technical skill Core
In the posting: “With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required.” · “dbt Labs pioneered analytics engineering, helping teams transform data into reliable, governed insights.” · “Oversee marketplace operations across AWS, GCP, Azure, Snowflake, and Databricks, ensuring a streamlined and compliant transaction experience for customers.”
Show it by: Names the tools, languages or systems used and how; Explains a technical choice and its trade-off. - Teamwork and collaboration Core
In the posting: “Deal governance and cross-functional alignment” · “Partner with Finance and Revenue Accounting to ensure sound revenue recognition, revenue predictability, deal hygiene, and commercial compliance as consumpti…” · “Partner with Systems, Legal, and Finance to deliver a unified, high-quality quoting and contracting experience across CPQ, CLM, and order management.”
Show it by: Says what they did inside a team, not only what 'we' did; Shows how a disagreement was handled. - Leadership and mentoring Core
In the posting: “The role sets the strategy for how deals get structured, priced, routed, reviewed, and approved, and acts as a key commercial advisor to GTM leadership on th…” · “Team leadership and organizational development” · “Lead, mentor, and inspire a high-performing global Deal Desk organization.”
Show it by: Describes setting direction or a standard others followed; Names someone they coached and what changed for them. - Customer focus Core
In the posting: “With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required.” · “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…” · “Engage directly with customers on strategic, high-value negotiations when needed, representing the company with credibility.”
Show it by: Puts the customer's need in their own words; Shows a result for the customer, not only for the company. - Planning and organisation Core
In the posting: “We’re proud that more organizations continue to leverage our technology every day to become truly data-driven.” · “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…”
Show it by: Shows how priorities were set when everything was urgent; Mentions deadlines met and how. - Data and analysis Core
In the posting: “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.”
Show it by: Uses a number to describe the situation or the result; Explains what the data showed and what was done with it. - Attention to detail and quality Core
In the posting: “Act as the trusted advisor for high-risk, non-standard, and strategically significant commercial discussions.” · “Scale AI-enabled workflows that improve seller productivity, deal quality, approval consistency, and speed, building on an existing foundation of deal-desk A…” · “Partner with Finance and Revenue Accounting to ensure sound revenue recognition, revenue predictability, deal hygiene, and commercial compliance as consumpti…”
Show it by: Gives an example of an error caught before it caused harm; Names the check or standard they used. - Stakeholder management Core
In the posting: “It leads a global team across the Americas, EMEA, and APAC and partners closely with Sales, Finance, Legal, Product, Systems, Pricing, and Partner Marketplac…” · “Commercial guidance and executive escalation” · “Provide strategic counsel to senior sales leadership and account teams on complex deal structures, pricing options, concessions, and negotiation strategy.”
Show it by: Shows how they aligned people with different goals; Explains how they handled a 'no' from someone senior. - Problem solving Core
In the posting: “The ideal candidate moves fluidly between long-term commercial strategy and hands-on problem solving, has a proven track record scaling a deal function in a …” · “Proven ability to influence and collaborate with senior executives across Sales, Finance, Legal, Systems, and Product, with exceptional analytical, strategic…”
Show it by: Describes a real problem, the options considered and the one chosen; Shows how the cause was found, not just the fix. - Communication Supporting
In the posting: “Executive-level communication skills, with the ability to articulate complex concepts simply and persuasively.”
Show it by: Adapts the message to the listener; Gives an example of explaining something clearly in writing or speech. - Ownership and accountability Supporting
In the posting: “Build a tiered service model where automation handles standardized, low-risk deals end to end, so the team's time goes to complex, strategic ones.”
Show it by: Takes a task from start to finish without being chased; Owns a mistake and what was changed after it. - Adaptability and learning Supporting
In the posting: “Generous paid time away from work, including paid vacation or flexible/unlimited vacation depending on role and country, plus paid sick time, inclusive paren…”
Show it by: Describes learning something new quickly and using it; Shows a change of plan and how they adjusted.
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Read the interview answer library
Strong sample answers to every practice question below, with why they work and the mistakes that cost points. Nothing to type.
Interview journey 25 questions in groups of 5, a new random order each time, then the HR Perspective analysis; no account needed.
HR Perspective question bank Browse 53 prompts with topic filters, answer criteria and follow-up practice.
Practice questions
- Tell me about yourself. Dedicated step-by-step practice.
- If an interviewer asks something improper How to respond to questions about age, family, origin or health.
- Built from this posting (8):
- Walk me through a piece of work where you used your strongest technical skill. What exactly did you do? From this posting
- Describe a time you worked with another team to deliver something. What was your part? From this posting
- Tell me about a time you helped someone on your team get better at their work. From this posting
- Describe a time you went out of your way to solve a customer's problem. From this posting
- How have you used marketing in your work? Walk me through one real example. From this posting
- Tell me about a problem you solved using sales. From this posting
- Tell me about a time you had to explain something complex to someone outside your field. From this posting
- Tell me about a task you took from start to finish without anyone asking you to. From this posting
- This posting reads as Data analysis: its questions come first.
- Tell me about an analysis that changed a decision. Data analysis
- Describe a time you found that the data you were given was wrong. Data analysis
- A manager asks you for 'the numbers' by tomorrow with no further detail. What do you do? Data analysis
- How do you check that a query or spreadsheet you built gives the right answer? Data analysis
- What makes a dashboard useful, and how have you built one? Data analysis
- Tell me about a time you explained a statistical result to people without a data background. Data analysis
- Sales dropped 15% last month. How would you find out why? Data analysis
- Describe a new tool or technique you learned to finish a piece of work. Data analysis
- Tell me about a sale or agreement you are proud of.
- How do you keep your pipeline organised?
- Describe a time you handled an upset customer or colleague.
- Tell me about a time you had several deadlines at once. How did you decide what to do first?
- Give an example of a mistake you caught before it caused a problem.
- Tell me about a time you taught someone how to do something.
- Describe a time you took the lead without being asked.
- Tell me about a time you had to explain something complicated in simple terms.
- Describe a process you improved.
- Do you have any questions for us?
- Why do you want to work here?
- Why is there a gap in your employment? Difficult question
- Why did you leave your last job? Difficult question
- Why are you changing careers? Difficult question
- What is your greatest weakness? Difficult question
- What are your salary expectations? Difficult question
- You seem overqualified for this role. Why do you want it? Difficult question
- Improper-question practice: How old are you? / Do you have children? / Where are you from originally?
- A customer is angry about a delay you did not cause. What do you do?
- How do you keep track of many open customer requests?
- Tell me about a time you could not give a customer what they wanted.
- You find that the inventory count does not match the system. What do you do?
- Tell me about a time a shipment or delivery went wrong.
- How do you make sure safety rules are followed on a busy shift?
- Two managers ask you to book the same room at the same time. What do you do?
- How have you used spreadsheets in your work?
- Tell me about a time you had to enter or check a lot of data accurately.
- A prospect says your price is too high. How do you respond?
- Tell me about a technical problem you solved on your own.
- You find a bug right before a release. What do you do?
- Walk me through how you would check whether a report's numbers are right.

