Regional Sales Manager (Enterprise/ Team - Management) at OUTSYSTEMS SINGAPORE PTE LTD

Tokyo, , Japan -

Full Time

Start Date

Immediate

Expiry Date

27 Sep, 26

Salary

0.0

Posted On

29 Jun, 26

Experience

10 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Team Leadership, Sales Coaching, Enterprise Sales, B2B Sales, SaaS, Strategic Selling, Deal Negotiation, Account Expansion, Cloud Computing, Digital Transformation, Executive Engagement, Sales Forecasting, Japanese Fluency, English Proficiency, Objection Handling, Market Penetration

Industry

Software Development

Description

There are NO limits to your career: come shape the future and be part of a truly unique global culture at OutSystems! About OutSystems At OutSystems, we are accelerating digital transformation globally by empowering organizations to build enterprise-grade applications quickly and efficiently. As we aggressively scale our commercial footprint in Japan, we are seeking an experienced, high-caliber Regional Sales Manager to lead our Enterprise sales division (Automotive/ Manufacturing) in Tokyo. This is a pivotal leadership role for an emotionally intelligent, data-driven sales coach who thrives in a fast-paced environment and is passionate about building high-performing teams to exceed revenue and operational goals. Position Overview Role Title: Regional Sales Manager, Mid-Market (Commercial Segment) Location: Tokyo, Japan (Hybrid/Office-based) Employment Type: Full-time, Permanent (正社員 - Seishain) Language Requirements: Native-level/Fluent Japanese (JLPT N1 or equivalent) and Business-level English Key Responsibilities (職務内容) As the Regional Sales Manager, you will be responsible for driving new business acquisition, expanding existing accounts, and cultivating a highly motivated team of full-cycle sales professionals. Team Leadership & Coaching: Hire, mentor, and inspire a successful team of Enterprise Account Executives. Act as a dedicated coach to elevate individual performance, foster career growth, and retain top sales talent. New Business Acquisition (Hunting): Drive strategic initiatives to penetrate the Mid-Market space, securing new logos and expanding OutSystems' market share in Japan. Executive Engagement & Strategic Selling: Map prospective accounts (organizational structures, key stakeholders, and legacy technology ecosystems). Engage and orchestrate high-level business discussions with senior executives to align OutSystems’ value proposition with their corporate objectives. Deal Execution & Negotiation: Serve as a key executive point of contact for critical accounts. Lead sales strategies, overcome complex objections, and spearhead commercial negotiations to secure win-win outcomes. Account Expansion: Develop and execute strategic growth plans to upsell and upgrade existing customers as their digital transformation needs evolve. Value Demonstration: Effectively communicate—verbally, in writing, and through executive-level presentations/demonstrations—how prospective clients can capture measurable business value and envision their future with OutSystems. Cross-Functional Collaboration: Partner closely with Pre-Sales, Marketing, Partners/Alliances, and Customer Success teams to optimize regional sales execution and maximize customer success. Qualifications & Requirements (応募資格・条件) We are seeking a results-oriented leader with a strong track record in enterprise/commercial IT sales and a people-first management philosophy. Sales Experience: Minimum of 8 years of quota-carrying B2B sales experience, with a proven track record of success selling into the Enterprise segments within the software/SaaS industry. Leadership Experience: 4+ years of direct experience managing, coaching, and leading a quota-carrying, closing sales team to over-achievement. Leadership Style: Strong leadership presence built on trust, emotional intelligence, and mutual respect. A proven ability to attract, develop, and retain premier sales talent in Japan. Domain Expertise: Deep understanding of cloud computing technologies, SaaS business drivers, enterprise IT ecosystems, and digital transformation trends. Experience prospecting to IT decision-makers (CIOs, IT Directors) is required. Deal Management & Negotiation: Exceptional interpersonal and communication skills. Expert-level capability in objection handling, risk mitigation, and sophisticated commercial negotiations. Analytical Skills: Data-driven mindset with the ability to leverage sales metrics and forecasting tools to drive predictable business growth. Integrity & Autonomy: High level of professional integrity, solid time-management skills, and the ability to operate autonomously to execute regional business plans. Language Proficiency: Japanese: Native or bilingual fluency (written and verbal). Mastery of professional business etiquette (Keigo) is mandatory for executive client engagements. English: Working-level proficiency (written and verbal) to collaborate with APAC and global leadership teams. What We Offer (待遇・福利厚生) Competitive base salary with an attractive, performance-driven OTE (commission/incentive) structure. Social Insurance fully covered (Health Insurance, Employee's Pension, Employment Insurance, and Industrial Accident Compensation Insurance). Flexi - Allowance Generous annual paid leave, continuous leadership development programs, and a collaborative, globally-minded work environment. More about OutSystems OutSystems is a leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission-critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on one unified platform. As the future becomes agentic, our customers need us now more than ever. While AI has opened the door to extraordinary possibilities, most large organizations find themselves stuck on one side of the "enterprise gap" because AI by itself doesn't solve their complex use cases and business challenges. OutSystems bridges the "enterprise gap" by combining the speed of generative AI with a deterministic, enterprise-grade framework. We provide the tools for teams of any size to deliver high-quality, reliable AI solutions that drive real business impact. We are looking for passionate, talented, and motivated people to join us as we empower organizations to build, deploy, and scale the next generation of enterprise software. While we are leading the charge into the agentic era, our mission is broader: we are the platform enterprise leaders trust to evolve their entire business, accelerating innovation through secure, governed human-AI collaboration. OutSystems is a global company, with more than 900k developer community members, 1,700 employees, more than 600 partners, and thousands of active customers in over 75 countries and across 21 industries. Founded in 2001, OutSystems now has offices in the United States, United Kingdom, the Netherlands, Portugal, Germany, the UAE, Japan, Hong Kong, Malaysia, Australia, India, and Singapore, and includes a thriving, worldwide community of remote employees. Our customers are some of the world's most recognizable brands across diverse industries— such as Toyota, Heineken, Bosch, KeyBank, and UCLA—who trust OutSystems to deliver ROI and transformational impact. Consistently recognized as a leader by top analyst firms Gartner, IDC and Forrester, OutSystems continues to shape the future of enterprise software development in the agentic era. We are proud to be named a leader in more than 100 categories on G2, including #1 in Customer Satisfaction in Enterprise Low Code Development, and most recently as a leader in AI Agent Building in the G2 Spring 2026 Reports. Working at OutSystems Our culture is built on our core values of Trust, Customer Success, Innovation, and Alignment. We operate as one global OutSystems team, taking ownership to pursue our vision of being the AI platform enterprise leaders trust to build, secure, and evolve their most critical applications and systems. What do we have to offer you? A company at the vanguard of the agentic revolution, where we don’t just react to AI innovation—we architect it. Joining OutSystems means stepping onto a high-growth rocket ship that combines the fearless agility of a startup with the sophisticated, global foundation of an enterprise powerhouse. Real growth opportunities. We don't just talk about development; we invest in it through structured programs designed to scale your expertise. Whether you are aiming for vertical progression, exploring lateral moves into new domains, or mastering specialized AI skills through our Professional Development Fund and Internal Mobility Program, we provide the resources to get you there. A global collective of world-class talent, where you’ll collaborate with enterprise software legends and sought-after thought leaders. At OutSystems, our industry experts aren't just visionaries—they are accessible, approachable mentors who are deeply invested in your growth as we architect the agentic future together. OutSystems nurtures an inclusive culture where talented individuals from all backgrounds are empowered to learn, experiment and make an impact. . We believe that driving our next phase of growth requires the radical creativity that only comes from diverse perspectives. We are committed to building a team as global and diverse as the organizations we serve, ensuring every individual can perform to their full potential. As an equal opportunity employer, all qualified applicants receive equal consideration regardless of race, origin, religion, sex, sexual orientation, gender identity, disability, veteran status, or any other protected status. OutSystems is the leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission-critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on one unified platform. We are looking for passionate, talented, and motivated people to join us as we empower organizations to build, deploy, and scale the next generation of enterprise software. While we are leading the charge into the agentic era, our mission is broader: we are the platform enterprise leaders trust to evolve their entire business, accelerating innovation through secure, governed human-AI collaboration. Don't see the job you are looking for? You can submit a resume for future consideration. OutSystems is a leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission-critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on a unified platform. OutSystems is consistently recognized as a leader in enterprise software development by Gartner, IDC, and Forrester, and ranked #1 in Customer Satisfaction by users on G2. Business leaders, IT executives and developers choose OutSystems to accelerate internal innovation without compromising reliability and security. Founded in 2001, the OutSystems ecosystem includes more than 85 million end users, over 600 partners, and thousands of active customers in 75+ countries across 20+ industries. Learn more at www.outsystems.com. Ready to join the global leader in AI Development and be part of a transformative journey? OutSystems awaits, where your talent meets unparalleled opportunity!

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Responsibilities

Lead the Enterprise sales division in Tokyo by hiring, mentoring, and coaching a team of Account Executives to exceed revenue goals. Drive new business acquisition in the Mid-Market space and manage high-level strategic negotiations with senior executives.