Director Of Sales / Founding Sales Leader Global AI-Native Tech Talent Venture (WFH)

About the job

We're looking for an exceptional Director of Sales / Founding Sales Leader to lead the commercial growth of SkillsCapital's new AI Career Intelligence vertical.

This is an opportunity to join at the beginning of a potentially category-defining AI-native Career Intelligence business , while leveraging the technology, intelligence, and AI capabilities SkillsCapital has already built.

This is not a traditional sales management role.

This is a builder's role .

You'll work directly with the founders and leadership team to define the market, build the customer acquisition engine, establish the sales playbook, drive early revenue, and progressively build the sales organization around this new vertical.

For the right person, this role can evolve into VP Sales and ultimately Chief Sales Officer for the Career Intelligence business , with significant ownership of its global commercial strategy and growth.

About SkillsCapital

SkillsCapital is an AI-native Talent Intelligence platform helping organizations discover, evaluate, and deploy specialized technology talent across enterprise technology ecosystems.

Our existing technology foundation includes:
- AI-Native Talent Intelligence
- AI-Native Talent Engine
- Agentic AI
- Intelligent matching and evaluation
- Semantic intelligence
- Workflow automation
- Talent data and intelligence
- Expert-led validation
- Deployment-readiness intelligence

These capabilities are already operational, production-ready, and deployed in real business workflows.

Over the past year we have:
- Built and launched a production-ready AI-native Talent Intelligence platform
- Built and deployed an AI-Native Talent Engine
- Developed proprietary AI and Talent Intelligence capabilities
- Built Agentic AI-driven end-to-end workflows
- Established customer relationships across the United States, United Kingdom, Europe, Australia, and the Middle East
- Achieved a multi-million-dollar annual run rate
- Bootstrapped the business to profitability without external funding
- Built a growing network of deeply vetted technology professionals
- Established the foundation for the next phase of global growth

Our leadership team brings experience from:

IBM Accenture PwC Deloitte Trilogy ESW Capital

and leading institutions including:

The Wharton School London Business School IIT Delhi IIIT Hyderabad BITS Pilani

The Opportunity: AI Career Intelligence

SkillsCapital is now extending its AI and Talent Intelligence foundation into a new B2C Career Intelligence vertical.

We see an opportunity to build a fundamentally more intelligent platform for technology professionalshelping them navigate their careers using AI, professional intelligence, market intelligence, personalized recommendations, and intelligent workflows.

The product is being built on top of SkillsCapital's existing:

Talent Intelligence + AI-Native Talent Engine + Agentic AI + Matching + Evaluation + Technology Intelligence

This creates a significant opportunity to build a new category at the intersection of:

AI CareerTech Talent Intelligence Future of Work

The Director of Sales will be one of the key leaders responsible for turning this product opportunity into a scalable global business.

What You'll Own

1. Build the Revenue Engine

Own early revenue generation for the Career Intelligence business.

You'll personally identify prospects, engage customers, conduct sales conversations, demonstrate the product, handle objections, close customers, and build relationships.

2. Define the Sales Strategy

Work with the founders to determine:
- Who should we sell to first?
- Which customer segments have the strongest pain?
- What should our initial offer be?
- What pricing model works?
- Which channels should we prioritize?
- What makes customers convert?
- What drives retention and expansion?

You'll help turn these answers into a repeatable GTM model.

3. Build Customer Acquisition

Develop acquisition strategies across:
- Direct outreach
- Communities
- Partnerships
- Referrals
- Content-led acquisition
- Social channels
- Product-led growth
- Events
- Professional networks
- Strategic partnerships

4. Own Consultative Selling

Understand the professional's career challenges and connect them to the Career Intelligence product.

You'll need to sell outcomes and intelligence , not simply product features.

5. Build the Sales Playbook

Develop repeatable processes for:

Prospecting Discovery Product Demo Qualification Conversion Onboarding Retention Expansion

Document what works and turn it into a scalable sales system.

6. Drive Product-Led Sales

Work closely with product and technology teams to understand:
- Product usage
- Activation
- Conversion
- User engagement
- Drop-off points
- Customer feedback
- Product-market fit

Use these insights to improve both the product and the sales journey.

7. Build Partnerships

Identify and develop partnerships with organizations that already have access to technology professionals, including:
- Professional communities
- Technology associations
- Training organizations
- Certification ecosystems
- Universities
- Career platforms
- Technology companies
- Influencers and creators
- Professional networks

8. Build the Sales Organization

Initially, this will be a hands-on builder role .

You'll personally drive the early sales motion.

As the business scales, you'll recruit and lead the sales organization, establish territories and processes, develop sales managers, and build the broader commercial function.

9. Build Sales Intelligence

Use AI and data to understand:
- Customer acquisition
- Conversion rates
- Sales velocity
- Customer segments
- Buying behavior
- Objections
- Pricing
- Churn
- Expansion opportunities

What We're Looking For

We care more about commercial capability, ownership, creativity, execution, and results than titles or years of experience.

You may be a great fit if you have:
- Proven sales experience in B2C technology, SaaS, AI, CareerTech, HRTech, EdTech, or professional platforms
- Strong consultative selling ability
- Experience selling technology products
- Ability to build pipelines from scratch
- Strong discovery and objection-handling skills
- Excellent communication and storytelling
- Strong customer empathy
- Entrepreneurial mindset
- Comfort with ambiguity
- Ability to work directly with founders
- Willingness to personally sell before building a team

Particularly valuable experience includes:
- Consumer AI
- Generative AI
- CareerTech
- HRTech
- EdTech
- Professional networks
- SaaS
- Marketplaces
- Subscription products
- Community-led businesses
- Product-led growth

What We Value

We're looking for someone who thinks:

Customer before channel.

Value before features.

Revenue before activity.

Experimentation before assumptions.

Ownership before hierarchy.

You should be comfortable moving between:

Strategy Prospecting Discovery Demo Conversion Customer Feedback Growth

without needing a large team around you.

You should also be excited about using AI to transform the sales function itself.

The AI-Native Sales Opportunity

The Career Intelligence business itself is AI-nativeand we intend for its sales organization to be AI-native as well.

You'll have the opportunity to leverage AI across:
- Prospect intelligence
- Customer research
- Personalized outreach
- Sales preparation
- Conversation intelligence
- Follow-up
- Lead qualification
- CRM automation
- Conversion analysis
- Customer segmentation
- Sales forecasting
- Retention and expansion

The goal is to build a high-output commercial organization , not simply a large sales team. Click on apply to see more..