Regional Lead, Sales Engineering - AMER

Datadog

Datadog is looking for a visionary Senior Leader of Sales Engineering (SE) to lead and scale a high-performing team of SE Directors in North America across Enterprise, Majors, and Public Sector accounts. This is a strategic leadership role with regional and global impact. You will define the Sales Engineering strategy for North America and act as a regional voice in global discussions with Product Management, Engineering, and Go-To-Market teams—ensuring that customer needs in North America influence Datadog’s global direction.  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 Will Do Executive Leadership & Organizational Growth * Recruit, develop, and lead a team 3rd line SE Directors, fostering a culture of technical excellence, customer-centricity, and continuous growth. * Define and drive the technical sales strategy across North America, and globally. * Set the vision, priorities, and operating model for Sales Engineering, ensuring alignment with Datadog’s business objectives and local market dynamics. * Partner with Sales Leadership to align on revenue targets, go-to-market initiatives, and strategic customer engagement across the region. * Represent North America Sales Engineering globally, ensuring regional perspectives and requirements are reflected in Datadog’s product roadmap and GTM planning. Customer Partnership & Advocacy * Act as a trusted advisor to C-level and senior technical executives, demonstrating how Datadog solves critical observability, performance, and security challenges, especially given the rapid business adoption of AI. * Provide executive support for high-stakes opportunities, offering guidance throughout complex sales cycles. * Serve as an executive sponsor for strategic customers across North America. * Promote value-based technical selling, empowering teams to deliver impactful business outcomes. Cross-functional Collaboration & Global Influence * Collaborate closely with Sales, Marketing, Product, Engineering, and Customer Success to align field execution and messaging. * Use customer and field insights to advocate for innovation and regional needs within Product and Engineering. * Influence Datadog’s product roadmap and go-to-market strategies through close collaboration with global stakeholders. Operational Excellence * Implement and scale pre-sales methodologies, tools, and KPIs to drive consistency and customer impact across North America. * Analyze team performance and regional trends to drive data-driven improvements. * Stay current on market trends, competitive landscape, customer pain points, and evolving partner ecosystems. Who You Are * 10+ years of experience in Sales Engineering, Solutions Architecture, or similar pre-sales leadership roles, with multiple years of SE leadership experience or second line leadership. * Proven expertise in enterprise SaaS, cloud, observability, AI, and security solutions, with a track record of driving technical sales success at scale. * Strong executive presence and ability to engage and influence C-level stakeholders in large, complex organizations. * Exceptional leadership, coaching, and team-building capabilities, with experience scaling high-impact teams. * Proven track record in building customer relationships and willing to get in the field and help with top down sale * Deep understanding of sales methodologies such as MEDDICC, Command of Message (CoM), or similar frameworks. * The general travel expectation is 25%, though during peak periods it may increase to 50% 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 :  * Best-in-breed onboarding * Generous global benefits * Intra-departmental mentor and buddy program for in-house networking * New hire stock equity (RSUs) and employee stock purchase plan (ESPP) * Continuous professional development, product training, and career pathing * An inclusive company culture, able to join our Community Guilds and Inclusion Talks Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog. #LI-Hybrid Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan. The reasonably estimated yearly salary for this role at Datadog is: $238,000—$349,000 USD ---------------------------------------------------------------------------------------------------------------------------------- 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.

Thought Machine

Thought Machine's mission is bold – to properly and permanently rid the world's banks of legacy technology. To achieve this, we have developed the foundations of modern banking through core and payments technology which run natively in the cloud. What we are attempting is hard and means we need great people working together to build great technology. We have grown rapidly in the past few years – growing our team to more than 550 individuals across offices in London, New York, Singapore, Sydney and our newly established Engineering Hub in Lisbon. We have raised more than £500m in funding and our investors include Molten Ventures, Eurazeo, Intesa Sanpaolo, Temasek, Nyca Partners, JPMorgan Chase Strategic Investments, Standard Chartered Ventures, and more. We have created a culture that enables our team to produce the best work in the industry while ensuring we have fun along the way. We're regularly cited as having a fantastic workplace culture and have been recognised by Sifted magazine as having one of the highest Glassdoor ratings for a UK fintech company and the industry's most generous employee share package. Named one of the world's most innovative fintechs by Global Finance Magazine, we were also recognised by the Financial Times as one of Europe's fastest-growing companies for two consecutive years—and a UK Best Employer for 2026. Thought Machine is building the next-generation infrastructure designed to empower mid-market and regional banks to compete at the highest level. Our core banking and payments platforms are widely recognised for their unparalleled flexibility, providing mid-market, regional and challenger banks, as well as community banks and credit unions with the same sophisticated technology typically reserved for global giants. By removing the constraints of legacy systems, we enable these banks to innovate at pace, launch products faster, and drive the digital transformation necessary to capture market share from larger incumbents. We are looking to expand our sales team by hiring a Sales Director. In this role you will have focus on winning new business from mid-market, regional, and challenger banks, institutions that are primed for rapid digital transformation. Duties: * Develop and deliver high-impact proposals that address the specific digital transformation goals and growth objectives of Tier 2-5 banks across AMER. * Drive end-to-step lead generation by identifying, qualifying, and building relationships with target accounts, taking full ownership of both the initial search and the subsequent stakeholder mapping. * Navigate and influence key stakeholders to build rapid consensus and accelerate the sales cycle within regional and mid-market institutions. * Consistently exceed annual AMER sales targets for software licensing and professional services, focusing on the high-growth potential of the Tier 2-5 banking segment. * Collaborate with sales engineering, delivery, and marketing to execute agile, segment-specific campaigns that resonate with the unique competitive pressures faced by mid-sized and challenger banks. * Prioritise high-velocity opportunities to ensure consistent pipeline flow, while simultaneously building deep partnerships with key regional players. * Design and execute a Tier 2-5 AMER market and expansion plan that focuses on scalable growth and rapid brand-building within the region. Requirements: Essential: * Fluent in Spanish. * A proven and active network within Tier 2-5 banks, regional building societies, or challenger banks across AMER. * Experience in enterprise software sales, specifically within Fintech. * A track record of socialising new technology and/or expanding business into new segments. Traits We Value: * Bright and Enthusiastic People: Bring energy and a positive outlook to inspire clients and colleagues. * Ambitious and Hardworking: Demonstrate a proactive, results-driven mindset with a strong work ethic. * Future Leaders: Aspire to progress toward senior leadership roles such as CRO or Regional Sales Leader. Benefits * Highly competitive salary and commission * Healthcare, vision and dental * 25 days holiday * Unlimited paid safe and sick time * 401K matching (up to 7%) * $750 per year flexible spend benefit * Share options * Commuter Pass * Flexible Spending Account (FSA) * Life and long-term disability insurance * All the latest tech you need * A talented and experienced team as your colleagues * An environment where we encourage learning and progress We actively hire candidates who demonstrate technical excellence in their field and welcome people of all ages and backgrounds, providing everyone with equal access to professional development. You are encouraged to apply even if your experience doesn't accurately match the job description. We also encourage applications from those with different abilities, including candidates with ADHD, autism, dyslexia or dyspraxia.

Thought Machine

Thought Machine's mission is bold – to properly and permanently rid the world's banks of legacy technology. To achieve this, we have developed the foundations of modern banking through core and payments technology which run natively in the cloud. What we are attempting is hard and means we need great people working together to build great technology. We have grown rapidly in the past few years – growing our team to more than 550 individuals across offices in London, New York, Singapore, Sydney and our newly established Engineering Hub in Lisbon. We have raised more than £500m in funding and our investors include Molten Ventures, Eurazeo, Intesa Sanpaolo, Temasek, Nyca Partners, JPMorgan Chase Strategic Investments, Standard Chartered Ventures, and more. We have created a culture that enables our team to produce the best work in the industry while ensuring we have fun along the way. We're regularly cited as having a fantastic workplace culture and have been recognised by Sifted magazine as having one of the highest Glassdoor ratings for a UK fintech company and the industry's most generous employee share package. Named one of the world's most innovative fintechs by Global Finance Magazine, we were also recognised by the Financial Times as one of Europe's fastest-growing companies for two consecutive years—and a UK Best Employer for 2026. Thought Machine is building the next-generation infrastructure designed to empower mid-market and regional banks to compete at the highest level. Our core banking and payments platforms are widely recognised for their unparalleled flexibility, providing mid-market, regional and challenger banks, as well as community banks and credit unions with the same sophisticated technology typically reserved for global giants. By removing the constraints of legacy systems, we enable these banks to innovate at pace, launch products faster, and drive the digital transformation necessary to capture market share from larger incumbents. We are looking to expand our sales team by hiring a Sales Director. In this role you will have focus on winning new business from mid-market, regional, and challenger banks, institutions that are primed for rapid digital transformation. Duties: * Develop and deliver high-impact proposals that address the specific digital transformation goals and growth objectives of Tier 2-5 banks across AMER. * Drive end-to-step lead generation by identifying, qualifying, and building relationships with target accounts, taking full ownership of both the initial search and the subsequent stakeholder mapping. * Navigate and influence key stakeholders to build rapid consensus and accelerate the sales cycle within regional and mid-market institutions. * Consistently exceed annual AMER sales targets for software licensing and professional services, focusing on the high-growth potential of the Tier 2-5 banking segment. * Collaborate with sales engineering, delivery, and marketing to execute agile, segment-specific campaigns that resonate with the unique competitive pressures faced by mid-sized and challenger banks. * Prioritise high-velocity opportunities to ensure consistent pipeline flow, while simultaneously building deep partnerships with key regional players. * Design and execute a Tier 2-5 AMER market and expansion plan that focuses on scalable growth and rapid brand-building within the region. Requirements: Essential: * A proven and active network within Tier 2-5 banks, regional building societies, or challenger banks across AMER. * Experience in enterprise software sales, specifically within Fintech. * A track record of socialising new technology and/or expanding business into new segments. Traits We Value: * Bright and Enthusiastic People: Bring energy and a positive outlook to inspire clients and colleagues. * Ambitious and Hardworking: Demonstrate a proactive, results-driven mindset with a strong work ethic. * Future Leaders: Aspire to progress toward senior leadership roles such as CRO or Regional Sales Leader. Benefits * Highly competitive salary and commission * Healthcare, vision and dental * 25 days holiday * Unlimited paid safe and sick time * 401K matching (up to 7%) * $750 per year flexible spend benefit * Share options * Commuter Pass * Flexible Spending Account (FSA) * Life and long-term disability insurance * All the latest tech you need * A talented and experienced team as your colleagues * An environment where we encourage learning and progress We actively hire candidates who demonstrate technical excellence in their field and welcome people of all ages and backgrounds, providing everyone with equal access to professional development. You are encouraged to apply even if your experience doesn't accurately match the job description. We also encourage applications from those with different abilities, including candidates with ADHD, autism, dyslexia or dyspraxia.