Datadog is a best-in-class SaaS company delivering the rare combination of hypergrowth, profitability, and long-term market leadership. Built by engineers, for engineers, our platform is used by organizations of all sizes to drive digital transformation, cloud migration, and full-stack observability across their technology landscape. We enable seamless collaboration and problem-solving across DevOps and Security teams globally.

Come join a high-performing team for the opportunity to learn from top leaders in the industry and grow alongside the company as we rapidly expand.

About the Role
Datadog is seeking a strategic, data-driven, and collaborative Head of Enterprise Sales to lead our organization in Japan to scale Datadog’s Strategic Enterprise and Public Sector business.

This senior leader will own both the Enterprise and Public Sector strategy for their region, ensuring resources are deployed effectively to build pipeline creation, deal progression, and multi-product adoption across Datadog’s largest and most strategic accounts. This senior leader will be responsible for driving market expansion and establishing Datadog as a trusted strategic partner.

Japan is a crucial market for Datadog’s growth, we have made a significant local investment with a local Data Centre, prominent real estate, more than 200 local staff to fully localize our products and services for Japanese customers.  

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

• Recruit, build and develop a world-class team of Enterprise Leaders and sellers
• Own Strategic Enterprise and Public Sector revenue contribution for your region and influence targets, ensuring consistent attainment across quarterly and annual targets
• Define and execute segment-level growth strategies across enterprise customers, including net-new acquisition, platform expansion, and multi-product adoption.
• Accountable for strong operating rigor across pipeline generation, forecast contribution, deal inspection, and account-level strategies.
• Guide leaders through complex, multi-stakeholder sales cycles, including executive alignment
• Ensure teams are consistently engaged at the right stage of the sales cycle to maximize impact, from discovery and executive alignment through technical validation and close.
• Continuously optimize sales motions, coverage models, and plays to improve win rates, deal velocity, and productivity.
• Develop strong leadership capability across your team by coaching on value selling excellence, executive engagement and influence.
• Foster a culture of collaboration, accountability, and customer obsession
• Serve as an executive sponsor for Datadog’s most strategic customers, supporting AEs in senior-level customer engagements.
• Invest deeply in leadership development, succession planning, and career progression.
• Build lasting relationships with alliance and channel partners in the Datadog ecosystem 

Who You Are

• 10+ years of progressive enterprise sales experience within B2B sales in a technology company (preferably SaaS)
• 7+ years in senior leadership roles managing distributed sales teams in complex, cross-functional GTM environments.
• A proven Sales professional with a track record of building relationships and managing complex sales processes
• Demonstrated success improving sales performance metrics such as win rate, deal size, pipeline quality, and forecast accuracy.
• Strong command of value-based selling methodologies, with experience using common frameworks such as MEDDICC.
• Executive presence with the ability to influence internal stakeholders and engage credibly with C-level buyers.
• Hands-on, high EQ leader comfortable diving into deals, coaching leaders, and reinforcing operational rigor.
• Comfortable leading through ambiguity and evolving market dynamics to proactively drive sustained growth.
• Comfortable speaking at public forums and conferences
• Ability to align Japanese sales style with global GTM strategy / translate global strategy and initiatives into Japan execution 

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

• Generous and competitive global and US benefits
• New hire stock equity (RSUs) and employee stock purchase plan
• Continuous career development and pathing opportunities
• Best-in-breed onboarding
• Internal mentor and buddy programs
• Friendly, inclusive, high-performance workplace culture

Benefits and growth opportunities may vary based on your country of employment and employment type.

A Snapshot 

At AirTrunk, we’ve all come together to deliver data centres that meet and grow with the needs of our large cloud, content, and enterprise customers. As Site Selection Strategy & Acquisition, Associate Director, you will report to the Senior Director, Real Estate and be part of a dynamic team driving AirTrunk’s rapid expansion.

In this role, you will lead the identification, origination, and acquisition of strategic data centre sites across Japan, working across both established and emerging markets. You will engage with key stakeholders including landowners, property developers, government agencies, and real estate brokers to source, structure, and advance high-potential development opportunities, including proprietary transactions and developer conversion opportunities.

You will receive mentorship from the Senior Director, Real Estate, while collaborating with a wide range of internal teams and external partners across the AirTrunk platform. 

Your Day to Day 

Site Selection and Acquisitions, Business Development, Market Analysis and Opportunity Mapping 

• Originate and execute multiple real estate transactions simultaneously, taking ownership of assigned markets and transactions with limited day-to-day oversight. 
• Build and maintain relationships with landowners, developers, brokers, and government agencies to source and evaluate potential sites, including identifying off-market and proprietary opportunities. 
• Proactively identify and cultivate proprietary development opportunities, including converting developer-led projects and landowner opportunities into strategic AirTrunk expansion sites. 
• Conduct market research and opportunity mapping to identify strategic expansion opportunities across Japan, collaborating with the Data Strategy team to assess priority locations. 

Due Diligence, Feasibility & Internal Approvals 

• Partner with multidisciplinary teams - including engineers, consultants, and real estate professionals—to conduct due diligence and feasibility assessments. 
• Support the structuring and advancement of development opportunities, working with internal teams to evaluate technical, commercial, and regulatory considerations. 
• Manage the due diligence budget for relevant site selection activities, ensuring cost control and transparency. 
• Collaborate with internal teams in preparing materials for investment approvals, including budgets and investment memos. 

Legal & Documentation 

• Lead negotiations of all key legal documents such as NDAs, LOIs / MOUs, lease agreements, and sale and purchase agreements. 
• Coordinate with internal and external legal teams to ensure alignment with deal terms and integration of due diligence findings. 
• Facilitate and track the execution of contracts and related documentation to ensure timely completion and compliance. 

Reporting & Coordination 

• Prepare clear and concise presentation materials and updates for internal stakeholders, highlighting progress, risks, and key milestones in the site acquisition process. 
• Collaborate with cross-functional teams to maintain alignment and momentum across real estate initiatives. 

Requirements 

• 8+ years of experience in the real estate sector, with exposure to site selection, acquisitions, or related business development activities. 
• Experience in industrial real estate, data centres, energy or infrastructure sectors is advantageous but not mandatory. 
• Fluency in Japanese (JLPT N1 or equivalent) and at least intermediate English communication skills. 
• Demonstrated ability to work effectively in collaborative team environments. 
• Strong analytical and quantitative skills. 

About Eucalyptus

We’re on a mission to make good health last a lifetime. More than 1 billion people live with obesity worldwide, driving preventable chronic conditions. We’re here to build better long-term care.

Euc is the company behind Juniper, one of the world’s largest weight-management programs combining GLP-1 medication with personalised nutrition, movement support, and clinician-led care from prescribers, nurses, health coaches, pharmacists, and dietitians. Our published clinical research shows that our combined clinical and behavioural approach helps patients lose significantly more weight during their treatment with Juniper by four times.

Our Growth Story:

• 130% YoY revenue growth and 90% reduction in cash burn, with $100M+ raised from investors including BOND, NewView, Blackbird and Airtree.
• Scaled to over 100,000 monthly active patients across our weight-management program.
• Grew the UK patient base from 4,000 to ~40,000 and received selective NICE endorsement to provide services to the NHS.
• Tailored our offering to over 5,000 patients in Germany and Japan

About the role (What you'll be doing)

This isn’t your ordinary customer support role. You won't just be executing processes or answering tickets; you'll be at the forefront of resolving patient issues and delivering high-quality care. As an Operations Specialist, you’ll be an essential part of our mission to provide outstanding support to our patients.

Your core responsibilities:

• Patient-Centric Problem Solving: You'll take ownership of patient issues, ensuring they are resolved swiftly and effectively. Your focus is on delivering the highest standard of care and support, making a real difference in the lives of our patients.
• Collaborative Partnerships: Work closely with our doctors, nurses, pharmacies, and delivery partners to coordinate and deliver the best possible outcomes for our patients, ensuring seamless communication and collaboration across teams.
• Exceeding Service Targets: Consistently meet and exceed key performance metrics, including Customer Satisfaction (CSAT), tickets solved, Average Handling Time (AHT), and other service-related goals.
• Process Improvement & Innovation: Identify opportunities to enhance our services through optimized processes and automation. You’ll not only spot inefficiencies but also take the initiative to design and implement solutions that improve our support operations.
• Trend Identification & Escalation: Monitor and escalate recurring issues or patterns in patient tickets to your colleagues and team leaders. Your attention to detail will be crucial in preventing future problems and enhancing our service quality.

About you (Who you are):

• You have 3+ years of experience in Telehealth or healthcare support, customer service, tech support or other problem solving roles (e.g. travel and hospitality, financial services, e-commerce support, real estate, logistics)
• You have strong Japanese & English written and verbal communication skills, and can adapt your tone of voice to suit different patient needs
• You're passionate about solving problems and committed to creating positive outcomes for patients
• You’re comfortable with technology, with strong computer skills and experience using customer service tools such as Zendesk, Zoom Phone, or LINE.
• You’re proactive and reliable, with a talent for anticipating next steps and following through effectively.
• You have exceptional attention to detail and a commitment to delivering high-quality work.
• You’re genuinely interested in healthcare and wellness, and may have experience in the healthcare sector or related fields.

Why join Eucalyptus?

Euc is also behind a growing family of digital healthcare clinics (Pilot, Kin, Software, Compound) across men’s health and well-being, fertility, skincare, and preventative health.

Here’s what makes joining Euc unique:

• What’s next - Our goal for the next three years is to support 1 million patients globally to live better for longer. We’re launching into new conditions, demographics, and geographies as we build a truly preventive healthcare ecosystem.
• Build something world-changing - We’re on the path to becoming the world’s largest international digital healthcare company. It will be challenging, fast-paced, and deeply rewarding.
• Make real impact - You will deliver work that directly shapes patient outcomes and scales evidence-based care across markets.
• Accelerate your growth - You will have high ownership, continuous feedback, and dedicated development support.
• Join a motivated team - You will collaborate with talented peers to solve complex clinical and operational problems at scale.

What’s ahead in Japan?

Obesity in Japan is often overlooked. Although the country is seen as a “slim nation,” the WHO recognises obesity for Asian populations from a BMI of 25 due to higher health risks at lower thresholds. Around 20% of adults receive obesity indicators during annual check-ups, yet many don’t get access to ongoing, supportive care.

Euc is here to offer a more supportive path through:

• Thoughtful, evidence-based clinical care
• Ethical and responsible prescribing
• Accessible, affordable treatment options
• Warm, non-judgmental support for every patient

Our aim: Help people in Japan live with confidence, vitality, and long-lasting wellbeing.

• Grow with us globally - Get mentorship from leaders across Australia, the UK, Germany, and Japan while collaborating with top-tier teams in the Philippines and South Africa.
• Shape your career - Access learning budgets (includes language learning), shadow peers in other teams, and learn from a global knowledge-sharing culture.
• Work where wellbeing matters — Enjoy wellness budgets, mental health support through our Employee Assistance Program, annual health checks, flu shots, and work from anywhere policy,
• Innovate with purpose - Work with state-of-the-art tools and contribute to bold, impactful solutions in healthcare.

At Eucalyptus, we value individuals from all backgrounds, experiences, and perspectives, and we embrace the unique qualities each person brings. When you apply, please let us know of any reasonable adjustments you may need during the interview process.