Enterprise Sales - Manager / Sr Manager
Bengaluru, IndiaFull-timeSenior · 6+ years
About this role
About the role
Outskill helps organisations adopt AI and build future-ready teams. We're looking for a high-calibre Enterprise Sales professional to own and scale our most strategic commercial relationships. You'll drive end-to-end enterprise deals — from early-stage discovery and pre-sales through to close and long-term account growth — working with global organisations on high-value engagements. This role demands consultative depth, executive presence, and the ability to operate across complex buying cycles with multiple stakeholders.
Key Responsibilities
End-to-End Enterprise Sales Ownership
- Lead the full sales cycle for enterprise accounts — pre-sales discovery, solution design, commercial negotiation, contract closure, and post-sale onboarding.
- Own deal strategy and execution for high-value, multi-stakeholder opportunities across geographies.
Pre-Sales & Solution Consulting
- Partner with product and content teams to build tailored proposals, demos, and business cases aligned to each client's transformation agenda.
- Lead RFP responses, executive presentations, and proof-of-concept engagements with speed and precision.
- Translate complex client requirements into structured, compelling solution narratives.
Strategic Account Management
- Build and deepen relationships across key accounts as a trusted advisor to HR, L&D, CXO, and digital transformation leaders.
- Identify and execute expansion opportunities — upsell, cross-sell, renewals — to grow account revenue and lifetime value.
- Ensure high client satisfaction through consistent engagement, QBRs, and proactive problem-solving.
Global Client Engagement
- Manage international and cross-border accounts, navigating cultural, commercial, procurement, and operational nuances across regions.
- Serve as the senior point of contact for high-value global client portfolios.
Revenue & Pipeline Discipline
- Own a significant individual revenue target with a structured, data-driven approach to pipeline management and forecasting.
- Maintain rigorous pipeline hygiene and report deal progress, risks, and forecasts accurately to leadership.
- Apply strong deal qualification frameworks to prioritise effort on high-conversion opportunities.
Market Intelligence & Internal Advocacy
- Track enterprise buying trends, competitor positioning, and emerging client needs across target verticals.
- Feed structured client insights back to product, marketing, and leadership to sharpen GTM strategy.
- Act as the voice of the enterprise customer internally, influencing roadmap and positioning decisions.
What Success Looks Like
- Consistently hits revenue and growth targets with a healthy, well-forecasted pipeline.
- Wins new strategic accounts and grows existing ones through expansion and renewals.
- Maintains strong retention and account health across the book.
- Builds trusted, long-term relationships with senior decision-makers.
Qualifications
Experience
- 6+ years in enterprise or B2B sales with end-to-end ownership of full-cycle deals, including pre-sales solutioning and post-sales account management.
- Proven track record of closing high-value, multi-year contracts with mid-to-large global organisations.
- Experience across both hunting (new business) and farming (account growth).
Global Client Exposure
- Hands-on experience managing international or cross-border accounts, ideally across APAC, MEA, or US/UK markets.
- Comfortable in high-stakes, long-cycle deal environments with multiple decision-makers and procurement layers.
Stakeholder & Executive Engagement
- Proven ability to build credibility with CXOs, CHROs, VP-level procurement, and L&D leaders.
- Strong executive presence, confident leading boardroom-level conversations and negotiations.
Sales Process & Tool Proficiency
- Comfortable across the deal-lifecycle tool stack — lead sourcing, data enrichment, CRM, invoicing, billing, and contract management — and quick to adopt internal tooling.
- Structured, disciplined approach to forecasting and revenue reporting.
Communication & Consultative Selling
- Strong written, verbal, and presentation skills tailored to enterprise audiences.
- Able to diagnose complex organisational challenges and position solutions as strategic business interventions, not product pitches.
Preferred (Not Mandatory)
- Experience in SaaS sales or IT advisory / consulting engagements.
- Exposure to HR Tech, L&D, or digital transformation buying cycles.
- MBA from a premium institution (IIMs, ISB, or equivalent international B-school).
- Familiarity with AI / GenAI-enabled products or learning platforms.
Why Join Outskill?
- Be part of a company redefining how professionals and enterprises adopt AI — at scale.
- Work on deals that create measurable business impact, not just software adoption.
- Operate with ownership and autonomy in a fast-moving, mission-driven environment.
- Collaborate directly with founders and senior leadership on GTM strategy.
If you're excited about building strategic enterprise relationships and closing deals that create real business impact, we'd love to hear from you.