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Strategic Account Executive (Italy)

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Remote from
Italy
Salary
EUR 89,500–121k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
29 Nov 2026
Listing views
32
Application actions
2
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AI Summary

The role, at a glance.

Datadog is hiring a Strategic Account Executive to win new business among large enterprise and Fortune 1000 customers in Italy. The role centers on prospecting, building executive relationship maps, diagnosing cloud-scale operational challenges, and positioning Datadog’s observability and security platform. The successful candidate will own a complex enterprise sales cycle, negotiate commercial terms, maintain accurate forecasts, and expand strategic territory coverage. Candidates need at least five years of closing experience, a record of exceeding €1M-equivalent sales goals, and experience selling SaaS, infrastructure, or similar technology solutions. This is a remote Italy-based role with regular travel to customer sites as business needs require.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a senior enterprise new-logo sales position involving long, complex buying cycles, large stakeholders groups, commercial negotiations, and demanding revenue targets. Success requires independent pipeline creation and credible technical-business conversations with strategic customers.

Salary analysis

Estimated compensation compared with the broader EU market for similar roles.

Estimated job median (per year)Market rate
€105,250
EU market range (per year)€85k–€130k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. Datadog explicitly states an annual total-cash range of €89,500–€121,000, excluding eligible variable compensation such as commission or bonus targets. The midpoint is €105,250 annually. Estimated Italian-market annual cash compensation for a strategic enterprise SaaS account executive is €85,000–€130,000; this is an AI estimate, not verified salary research.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you created pipeline independently in a strategic enterprise territory?

I segment accounts by business priority, technology environment, and likely operational pain points, then build multithreaded outreach plans for technical and executive stakeholders. I track conversion by stage, test messages, and use account signals to focus effort on the highest-propensity opportunities.

Describe a complex enterprise deal you closed with multiple decision-makers.

I mapped the economic buyer, technical evaluators, champions, procurement, and security stakeholders early. I aligned each group on measurable outcomes, ran a documented mutual action plan, and addressed commercial and risk concerns before the final negotiation.

How would you position Datadog to a company operating a large cloud environment?

I would begin with discovery around reliability, incident response, fragmented telemetry, cloud cost visibility, and security workflows. I would then connect Datadog’s unified platform to specific operational outcomes, such as faster detection and resolution, improved developer productivity, and reduced tool complexity.

How do you maintain forecast accuracy in a long enterprise sales cycle?

I use objective exit criteria for every stage, validate customer actions rather than relying on verbal optimism, and inspect deal risks weekly. I separate upside from commit, maintain close plans with dates and owners, and update leadership early when buyer alignment or procurement timing changes.

What is your approach to negotiating pricing and commercial terms with a large enterprise?

I establish business value and stakeholder alignment before discussing concessions, understand the customer’s procurement process, and trade rather than simply give. For example, any flexibility on price is tied to reciprocal commitments such as term length, scope, reference participation, or an accelerated signature date.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

Our Strategic Account Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role you’ll be focused on uncovering the pain points organizations face as they operate in or migrate to a cloud environment at scale as well as delivering the appropriate Datadog solution.

At Datadog, we place value in our office culture – the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You’ll Do:

  • Prospect into large Fortune 1000 companies while running an efficient sales process
  • Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts
  • Develop a deep comprehension of customer’s business
  • Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI
  • Handle existing customer expectations while expanding reach and depth into assigned territory
  • Demonstrate resourcefulness when faced with challenges that defy easy solution
  • Have intuitive sense of necessary steps to close business and gain customer validation
  • Identify robust set of business drivers behind all opportunities
  • Ensure high forecasting accuracy and consistency

Who You Are:

  • Someone with 5+ years closing experience (mix of field selling within mid-market and enterprise)
  • Driven and have met/exceeded direct sales goals of 1M+ and operated with an average deal size of $100k+
  • Able to demonstrate methodology to prospect and build pipeline on your own
  • Experienced in working for an innovative tech company (SaaS, IT infrastructure or similar preferred)
  • Experienced in selling into large Fortune 1000 companies with the ability to win new logos
  • Role requires regular travel to client sites, within your area and other regions, using various modes of transportation (car, train, air), depending on business needs.

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That’s okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.

Benefits and Growth:

  • High income earning opportunities based on self performance
  • New hire stock equity (RSU) and employee stock purchase plan (ESPP)
  • Continuous professional development, product training, and career pathing
  • Sales training in MEDDIC and Command of the Message
  • Intra-departmental mentor and buddy program for in-house networking
  • An inclusive company culture, opportunity to join our Community Guilds
  • Generous and competitive medical benefits package
  • Retirement savings match
  • Pet adoption and insurance program

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

This position is classified as Quadro and is regulated by the applicable CBA, the National Collective Bargaining Agreement for Employees of the Trade Sector.

#LI-SN3

#LI-Remote This is a remote position

#LI-Remote

Datadog is committed to transparent and equitable compensation practices. Actual compensation will be determined based on relevant skills, qualifications and experience. This role may also be eligible for equity and/or variable compensation. In addition to base salary, Datadog offers a comprehensive and inclusive benefits package which may include healthcare, pension contributions, family planning support, paid time off, wellness or fitness reimbursements and a discounted employee stock purchase plan.

The reasonably expected annual total cash range, exclusive of any eligible variable compensation such as commission or bonus targets, for this role is

€89.500—€121.000 EUR


About Datadog:

Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.


Equal Opportunity at Datadog:

Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.

Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.

Privacy and AI Guidelines:

Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.

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