HEAD OF SALES

Talentmodular; Manila; On-site; PHP 1,339,200 - 1,785,600; Full time

Job summary

Talentmodular is looking for a Head of Sales to lead its B2B Sales organization in Manila. The ideal candidate will have 8–12 years of enterprise sales experience and a proven track record of closing complex deals. Responsibilities include owning a defined territory, managing stakeholder relationships, and driving revenue growth. The role is hybrid-enabled, offering autonomy and the opportunity to impact employee financial wellness solutions across leading enterprises in the Philippines.

Qualifications

• 8–12+ years of B2B or enterprise sales experience.
• Demonstrated success in closing complex, multi-stakeholder deals.
• Proven ability to engage and influence C-suite leaders.

Responsibilities

• Own a defined enterprise territory with full accountability for new logo acquisition.
• Lead end-to-end enterprise sales cycles including negotiation and contract execution.
• Engage senior business leaders as a trusted advisor rather than a vendor.

Skills

B2B Sales Experience

Executive Communication Skills

Financial Acumen

Negotiation Skills

Complex Deal Leadership

Job description

This role is designed for enterprise revenue leaders, not transactional sellers.

We’ve been exclusively retained to scale the B2B Sales organization of a fast-growing, category-defining digital financial wellness platform serving leading local and multinational enterprises across the Philippines. The company partners with HR, Finance, and business leaders to deliver payroll-integrated, responsible financial solutions that directly impact employee wellbeing, productivity, and workforce stability.

As the Head of Sales, you will operate at a principal level, owning complex enterprise opportunities from origination through close, influencing executive decision‑making, and shaping how large organizations adopt and scale financial wellness programs.

You will be trusted to run your territory with autonomy, judgment, and accountability.

Enterprise Scope: Large, complex organizations; multi‑stakeholder buying groups; long sales cycles

Strategic Influence: Executive‑level conversations that shape budget, policy, and workforce strategy

Domain Advantage: Payroll, payroll‑integrated, or HR‑adjacent selling experience is a strong differentiator

This is a full‑time, hybrid‑enabled role for top‑tier enterprise closers who consistently deliver in high‑expectation, high‑impact environments.

What You’ll Own:

Principal‑Level Enterprise Revenue Ownership

Own a defined enterprise territory or segment, with full accountability for new logo acquisition, pipeline health, and revenue delivery.

Originate high‑value enterprise opportunities through strategic prospecting, executive networking, referrals, and ecosystem partnerships.

Lead end‑to‑end enterprise sales cycles, discovery, solution design, commercial structuring, negotiation, and contract execution.

Exercise independent commercial judgment across deal qualification, pricing, risk assessment, and prioritization.

Deliver predictable revenue outcomes while maintaining disciplined forecasting and pipeline governance.

Executive Advisory & Strategic Value Selling

Engage CHROs, CFOs, Payroll Heads, and senior business leaders as a trusted advisor rather than a vendor.

Lead strategic conversations around workforce financial wellbeing, payroll‑linked benefits, and measurable ROI.

Build compelling enterprise business cases that connect product capabilities to productivity, retention, cost control, and employee resilience.

Influence executive stakeholders across multiple functions and levels to drive alignment and consensus.

Complex Deal Leadership & Stakeholder Orchestration

Navigate sophisticated enterprise buying processes involving HR, Finance, Payroll, IT, Legal, Procurement, and Risk.

Anticipate and manage objections related to compliance, implementation complexity, data security, and organizational change.

Maintain deal momentum across extended sales cycles through structured stakeholder mapping, value reinforcement, and executive sponsorship.

Field Leadership & Cross‑Functional Influence

Act as a senior voice from the field, providing feedback to Product, Marketing, and Leadership on buyer behavior, objections, and competitive dynamics.

Partner closely with Marketing and Product on enterprise GTM initiatives, pilot programs, and strategic accounts.

Ensure seamless handoff to Client Success and Operations, setting accurate expectations and driving long‑term account success.

Contribute to improving sales playbooks, messaging, and enterprise deal standards.

Standards, Culture & Professional Maturity

Model enterprise‑grade professionalism, ethical selling, and client stewardship.

Maintain strong self‑management, accountability, and resilience in a high‑performance environment.

What You Bring To The Table:

8–12+ years of progressive B2B or enterprise sales experience, with at least 5+ years selling to enterprise or upper mid‑market accounts.

Demonstrated success closing complex, multi‑stakeholder deals with long sales cycles (3–9+ months).

Clear track record of new logo acquisition and consistent quota achievement in competitive environments.

Executive Presence & Commercial Judgment

Proven ability to engage and influence C‑suite and senior functional leaders (HR, Finance, Payroll, Operations).

Strong financial and business acumen, with comfort discussing ROI, budgets, and commercial trade‑offs.

Excellent executive communication skills, concise, credible, and outcomes‑oriented.

Domain & Industry Advantage (Strongly Preferred)

Prior experience selling payroll software, payroll services, or payroll‑integrated products.

Background in HR tech, workforce technology, financial wellness, fintech, or enterprise SaaS.

Familiarity with compliance‑sensitive or regulated enterprise selling environments.

Ownership, Drive & Resilience

Self‑directed, highly accountable seller who thrives with autonomy and responsibility.

Comfortable operating without heavy oversight, while maintaining strong alignment with leadership goals.

Persistent, resilient, and disciplined in managing complex enterprise pursuits.

Location & Schedule Flexibility

This is a full‑time, remote‑first, hybrid‑enabled role for professionals based in Metro Manila.

The role requires comfort with:

High‑stakes presentations and negotiations

On‑demand collaboration with internal stakeholders

Being Manila‑based enables close engagement with enterprise clients and leadership teams.

Your Future Starts Here. Are You Ready?

If you are a principal‑level enterprise seller who thrives in complex environments, influences executive decisions, and consistently closes high‑impact deals, this role offers the platform to shape a category and leave a measurable market footprint.

I consent to Talent Modular processing my personal data in accordance with the Policy.