We're representing an AI platform company scaling fast across APAC from its Singapore hub — real product, referenceable enterprise logos, and a pipeline problem that's a good problem: more serious buyer conversations than sellers who can hold them.

This is enterprise AI sales as it actually is in 2026 — long cycles, C-suite buyers who are equal parts excited and skeptical, procurement teams asking about governance — and it needs a seller who can carry a technical, consultative, board-level sale, not a feature demo.

What You'd Own

Own a named-account patch of large enterprises across SEA — full cycle, from first conversation to signed multi-year deal
Run complex, multi-stakeholder sales: CIO, CDO, risk, procurement, and the business sponsor who actually feels the pain
Build the business case with the customer — value modelling, pilot design, and expansion paths that survive the CFO
Navigate AI-specific buying friction: data governance, model risk, regulatory posture — credibly, not defensively
Partner solutions engineering and customer success so what you sell is what gets delivered
Forecast honestly and carry the number — S$2–3M+ annual quota with commensurate upside

What You'll Bring

8+ years in enterprise B2B sales with at least 3 selling data, cloud, SaaS or AI/ML into large organisations
A record of closing six-to-seven-figure deals in long, multi-stakeholder cycles — with the numbers to show
Fluency in the AI conversation at the executive level — use cases, limitations, governance — without bluffing
Regional experience across SEA enterprise buyers; financial services or regulated-industry sales a strong plus
Consultative craft: discovery that earns trust, negotiation that protects value, and the patience for the real cycle
A growth mindset with new technology — you learn the tools before you're told to, and you're honest about what you don't know yet
The ability to give feedback that lands and receive it without armour
Stakeholder management across functions — you keep the right people close, informed, and on side
Communication skills that hold up with senior leaders — clear, concise, and credible in the rooms where decisions get made

You'll Thrive Here If

You'd rather sell something genuinely hard and genuinely valuable than something easy and forgettable
You treat the customer's skepticism about AI as the start of the sale, not an obstacle to it
You want a market at its inflection point — and a number worth carrying

Data Privacy & Consent

The Talent Lever collects, uses, and discloses the personal data you submit with your application in accordance with Singapore's Personal Data Protection Act 2012 (PDPA). Your data will be used to assess your suitability for this role and for related recruitment purposes, will be shared with our client only with your prior knowledge, and will be retained for up to 24 months unless you request earlier deletion. You may withdraw consent, or request access to or correction of your personal data at any time.

By applying, you also consent to receive communications from The Talent Lever about job opportunities and career development resources that may suit your profile. You can opt out at any time.

Don't tick every box Apply anyway. Most people won't put themselves forward unless they meet every line, we'd rather you did. We know our clients well. If you're close, we'll champion you and advise them accordingly.

Enterprise Sales Director (AI)