
Datadog · Rome
As a Senior Enterprise Sales Engineer, you’ll serve as a trusted technical advisor and strategic partner to both customers and Sales. You’ll lead complex techni...
As a Senior Enterprise Sales Engineer, you’ll serve as a trusted technical advisor and strategic partner to both customers and
Sales. You’ll lead complex technical evaluations, align solutions to business outcomes, and help shape deal strategy in
high-impact opportunities.
This role goes beyond delivering demos - you’ll own the evaluation experience end-to-end, influence key stakeholders, and help
drive successful outcomes across enterprise accounts.
from PG to Closed Won
tailored Datadog solutions and measurable business outcomes
outcomes for diverse stakeholder audiences including executives
criteria, building a project plan with clear timelines, and holding all participants accountable to the process
champion cultivation and influence throughout the deal cycle
bringing field insights and customer patterns to PM and engineering teams
date in related systems
before customers are impacted
across the region
environment
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 listed above may vary based on the country of your employment and the nature of your employment with 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.
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.
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Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
Contentsquare is the all-in-one experience intelligence platform designed to be easily used by anyone who cares about digital journeys. With our flexible and scalable platform, organizations quickly get a deep understanding of their customers’ whole online journey. We are a global leader in the experience analytics space, with a growing presence across 15 offices worldwide. We’re here to stay—and we’re looking for team members who are excited to drive impact and help us scale even further. Our aim is to create an inclusive workplace where everyone learns and succeeds. Contentsquare has built a community of individuals who are daring, understanding, and deliberate. We invite you to join us in making the complex simpler—for our customers, their customers, and each other. Important note: Be careful of scammers pretending to be from Contentsquare. We will never ask for money or contact you through random texts. Any communication from our in house Talent Acquisition team will only ever come from our contentsquare.com or @contentsquare-ext.com domain. For more information, visit our careers blog. About the role: Contentsquare is building its footprint in Italy, and we're looking for a Senior Account Executive to own the Government and Enterprise segment. This means navigating the full complexity of public procurement (CONSIP, MEPA, framework agreements) while also running strategic enterprise cycles in the private sector. What You'll do: Own the full sales cycle for Government (Central and Local PA) and Enterprise accounts in Italy, from prospecting through close Self-source pipeline through your network, industry events, referrals, and targeted outreach — and coordinate with Marketing on ABM campaigns for strategic accounts Maintain rigorous pipeline hygiene in Salesforce and deliver accurate revenue forecasts Monitor and qualify public tenders across CONSIP, MEPA, and regional platforms Coordinate internally with Sales Engineering, Legal, and Tender Management to produce competitive technical-economic proposals Structure and manage RTI (Raggruppamenti Temporanei di Imprese) arrangements with System Integrators and technology partners where needed Stay current on the Codice dei Contratti Pubblici and identify opportunities tied to PNRR funding Build lasting relationships with decision-makers across the PA: Direttori Generali, Responsabili Transizione Digitale (RTD), and C-Level executives Map Contentsquare's capabilities to real business problems — digital experience improvement, conversion, accessibility, performance — and connect those to measurable ROI Lead internal deal teams (SE, Customer Success, Product, Legal) and keep everyone aligned on strategy and messaging Act as a credible voice for Contentsquare in the Italian market, representing the product at industry events and in senior client conversations About you: 10+ years in B2B or B2G sales, with meaningful time in enterprise or Government accounts managing complex, multi-stakeholder cycles Fluent in Italian and English, written and spoken Track record of hitting or exceeding quota Comfortable navigating both procurement processes and executive relationships Familiar with structured sales methodologies (MEDDIC, Challenger, SPIN, or similar) Experience in SaaS, digital analytics, MarTech, or enterprise tech is a strong plus; curiosity about the space is a baseline requirement
About Us Sophos is a cybersecurity leader defending 600,000 organizations globally with an AI-driven platform and expert-led services. Sophos meets organizations wherever they are in their security maturity and grows with them to defeat cyberattacks. Its solutions combine machine learning, automation, and real-time threat intelligence with frontline human expertise from Sophos X-Ops to deliver advanced, 24/7 threat monitoring, detection, and response. Sophos offers industry-leading managed detection and response (MDR) alongside a comprehensive portfolio of cybersecurity technologies — including endpoint, network, email, and cloud security, extended detection and response (XDR), identity threat detection and response (ITDR), and next-gen SIEM. Together with expert advisory services, these capabilities help organizations proactively reduce risk and respond faster, with the visibility and scalability needed to stay ahead of evolving threats. Sophos goes to market with a global partner ecosystem, including Managed Service Providers (MSPs), Managed Security Service Providers (MSSPs), resellers and distributors, marketplace integrations, and cyber risk partners, giving organizations the flexibility to choose trusted relationships when securing their business. Sophos is headquartered in Oxford, U.K. More information is available at www.sophos.com.
At Trustpilot, we're on an incredible journey. We're a profitable, high-growth FTSE-250 company with a big vision: to become the universal symbol of trust. We run the world's largest open customer review platform, and while we've come a long way, there's still so much exciting work to do. Come join us at the heart of trust! As a Senior Solutions Engineer, you are the technical and consultative partner to the New Business and Account Management teams — enabling customers to understand and realize the value of Trustpilot’s platform during the sales process. You are responsible for translating customer needs into tailored solutions, designing integration approaches, and delivering technical credibility that drives confidence and conversion. Your work bridges technology and business outcomes, ensuring every deal is both commercially and technically sound. This is a high-impact, customer-facing role that combines technical expertise with commercial influence. Success is measured by deal conversion rates, technical win rates, and the quality of handover to implementation. What you'll be doing: * Partner with Account Executives to uncover customer needs, system environments, and integration requirements. * Develop clear, scalable solutions that meet business objectives and align with technical feasibility. * Deliver tailored demos and presentations that articulate Trustpilot’s value, flexibility, and ROI. * Support pilot programs to validate functionality, integration, and impact prior to contract signature. * Act as a trusted advisor throughout the sales cycle - answering technical questions and resolving blockers. * Work closely with Product, Engineering, and Implementation teams to ensure solution integrity and smooth handover. * Maintain accurate documentation for proposed solutions and integration requirements. * Capture recurring customer feedback and insights to inform product development and roadmap prioritization. Who you are: * Fluency in both Italian and English * You have experience in pre-sales, solutions consulting, or technical advisory roles within a SaaS or technology environment. * Strong understanding of APIs, web integrations, data flows, and common SaaS architecture. * Excellent communication and presentation skills — able to translate technical concepts into business value. * Customer-centric and commercially aware, with strong problem-solving ability. * Comfortable managing multiple sales opportunities and stakeholders simultaneously. * Experience collaborating across Sales, Product, and Customer Success. * Organized, proactive, and motivated by solving customer challenges through technology. What's in it for you: * Competitive compensation package + bonus * 22 days holiday plus 3 extra days after one year of employment * 2 (paid) volunteering days a year to spend your time giving back to the causes that matter to you and your community * EUR 10 per day work meal voucher (mobile app) to contribute towards the cost of lunch * Rich learning and development opportunities supported through the Trustpilot Academy and Blinkist * Full access to Headspace, a popular mindfulness app-based service designed to promote positive mental health and access to a 24/7 Employee Assistance Plan * Reimbursement of internet charges (up to 30 EUR) * Base Salary: 61,800€ – 72,800€ * On-Target Earnings (OTE): 77,250€ – 91,000€ at 100% of target * Variable compensation represents 20% of OTE and comprises a company bonus and OTC (On Target Commission). Still not sure? We want to be a part of creating a more diverse, equitable, and inclusive world of work for all. We’re excited to hear about your experiences as well as how you will contribute to our working culture. So, even if you don’t feel you don't meet all the requirements, we'd still really like to hear from you! #LI-AP1 About us Trustpilot began in 2007 with a simple yet powerful idea that is more relevant today than ever — to be the universal symbol of trust, bringing consumers and businesses together through reviews. Trustpilot is open, independent, and impartial — we help consumers make the right choices and businesses to build trust, grow and improve. Today, we have more than 350 million reviews and 60 million monthly active users across the globe, with 149 billion annual Trustpilot brand impressions, and the numbers keep growing. We have more than 1000 employees and we’re headquartered in Copenhagen, with operations in Amsterdam, Denver, Edinburgh, Hamburg, London, Melbourne, Milan and New York. We’re driven by connection. It’s at the heart of what we do. Our culture keeps things fresh –– it’s built on the relationships we create. We talk, we laugh, we collaborate and we respect each other. We work across borders and cultures to be the universal symbol of trust in an ever-changing world. With vibrant office locations worldwide and over 50 nationalities, we’re proud to be an equal opportunity workplace with diverse perspectives and ideas. Our purpose to help people and businesses help each other is a tall order, but we keep it real. We’re a great bunch of humans, doing awesome stuff, without fuss or pretense. A successful Trustpilot future is driven by you –– we give you the autonomy to shape a career you can be proud of. If you’re ready to grow, let’s go. Join us at the heart of trust. Trustpilot is committed to creating an inclusive environment where people from all backgrounds can thrive and where different viewpoints and experiences are valued and respected. Trustpilot will consider all applications for employment without regard to race, ethnicity, national origin, religious beliefs, gender identity or expression, sexual orientation, neurodiversity, disability, age, parental or veteran status. Together, we are the heart of trust. Trustpilot is a global company and our data practices are designed to ensure that your personally identifiable information is appropriately protected. Please note that your personal information will be transferred, accessed, and stored globally as necessary for the uses and disclosures stated in our Privacy Policy. If you have a disability and would like to discuss any adjustments you might need either in submitting your application, or to the recruitment process more generally, please let us know by contacting our Talent Acquisition Team (talent.acquisition@trustpilot.com) quoting the role you wish to apply for.