Senior Enterprise Sales Manager - Up to 200k SGD OTE

About SkillfloTalent

SkillfloTalent is a talent solutions firm based in Ho Chi Minh City, Vietnam, specializing in connecting exceptional candidates with high-growth technology companies across Southeast Asia. We combine deep industry knowledge in AI, Cloud, and enterprise technology with a hands-on, relationship-driven approach to recruitment. Our mission is to match the right people with the right opportunities — enabling both candidates and clients to grow faster.

Company Information

Our client is a fast-growing recruitment and HR technology firm operating across Southeast Asia, combining specialist talent acquisition services with emerging recruitment and training simulation platforms. They work with a diverse portfolio of clients — from scaling startups to established enterprises — helping them solve complex hiring challenges through a high-touch, consultative approach. The business has a collaborative, entrepreneurial culture where commercial success is shared and individual contribution is genuinely recognised. This is an opportunity to join at a pivotal stage of regional growth and help shape the commercial direction of the business.

Job Summary

We are seeking a Senior Enterprise Sales Manager to lead new client acquisition in Singapore and across Southeast Asia, owning the full sales cycle from prospecting through to close. This is a pipeline-building role at its core, requiring someone who can generate opportunities independently through cold outreach, referrals, and an existing professional network. The successful candidate will work remotely day-to-day, with the broader team coming together in person on a bi-weekly basis to align on pipeline, strategy, and progress.

Key Responsibilities

• Build and manage a consistent new-business pipeline by combining cold outreach — calls, email, and LinkedIn — with warm introductions and referrals from an existing professional network.
• Identify and prioritise target companies and hiring decision-makers who are a strong fit for the firm's AI solutions.
• Run the full sales cycle end-to-end: prospecting, first meeting, needs discovery, proposal, negotiation, and close.
• Develop and maintain strong long-term relationships with HR leaders, hiring managers, and senior executives as ongoing clients.
• Represent the business at industry events, networking sessions, and client meetings in Singapore and across Southeast Asia.
• Work closely with line manager and delivery team to ensure a smooth handover from signed client to active search.
• Contribute market intelligence — including client needs, pricing signals, and competitor activity — to help shape the firm's commercial strategy.

Requirements

• 5+ years of business development, sales, or new-client acquisition experience, ideally in recruitment, HR services, SaaS, or a related B2B field.
• Proven track record of building a pipeline from scratch, with demonstrated comfort in cold outreach as well as leveraging warm connections and referrals.
• Existing network of HR, talent agencies, or business leaders in Singapore is a strong plus.
• Strong communication and relationship-building skills in English.
• Self-starter capable of managing a remote, largely independent workload while remaining accountable to team goals.
• Comfortable working with agentic CRM and sales tracking tools.
• Experience selling into HR, talent acquisition, or recruitment services specifically (nice to have).
• Familiarity with AI-powered HR tech or SaaS sales (nice to have).
• Prior experience in a startup or fast-growing consultancy environment (nice to have).
• Additional sales skillsets — account management, partnerships, channel sales, or client success — are welcome and considered a plus.

Benefits

• Remote-first working arrangement with flexibility to work from anywhere in Singapore.
• Opportunity to operate at a senior, autonomous level within a fast-growing regional business.
• Exposure to a broad client base across Southeast Asia.
• Entrepreneurial environment where individual commercial contribution is directly recognised.

Working Environment

• Location: Remote-first — Singapore. Travel within Southeast Asia for client meetings as required. Regional travel across APAC for events and client engagements.
• Hours: Full-time