This isn't another SaaS sales role where you'll spend your days chasing incremental ARR improvements for yet another enterprise software product.
You'll be selling transformation to the world's most recognised companies - Fortune 500s, leading organisations, and household names like Deloitte, NASA, Harvard, Facebook, and Airbus. You'll help them radically reimagine how work gets done, connecting them to 80 million professionals across 247 countries, regions and territories.
This is a critical role within a globally distributed enterprise team operating inside an established, ASX-listed technology company that's fundamentally changing the future of work. You'll be at the intersection of innovation and enterprise scale, where your deals don't just move revenue numbers - they change how organisations operate.
About Freelancer.com
Thirteen-time Webby award-winning Freelancer.com is the world's largest freelancing and crowdsourcing marketplace by total number of users and projects posted, with more than 80 million users. We work with everyone from consumers to NASA in over 2,000 areas as diverse as website development, marketing, copywriting, astrophysics, aerospace engineering, and manufacturing.
Freelancer owns Escrow.com, the world's largest online escrow company with over US$7 billion in transactions secured. We also own Loadshift, a freight marketplace with over 650 million kilometres posted since inception.
Our Mission: Enable one billion jobs globally. This is how we keep score.
What You'll Do:
Drive Enterprise Transformation- Own and execute against an annual sales plan for North America's most recognised and successful companies
- Manage a territory of Fortune 500 and mid-market accounts, delivering quota through consultative, solution-focused selling
- Engage at the CxO level with business acumen that resonates with executive stakeholders while diving deep with middle managers, users, and decision-makers
- Create compelling value propositions that demonstrate how Freelancer Enterprise enables digital transformation of workforce models
- Nurture long-term customer relationships that go beyond transactions to deliver genuine innovation and business value
- Partner with customers to leverage the platform model to disrupt and innovate within their industries
- Collaborate with global colleagues across Freelancer and Enterprise teams to deliver exceptional customer outcomes
- Act as a trusted advisor on the future of work, talent acquisition strategy, and enterprise workforce transformation
- Participate in business planning that underpins Freelancer Enterprise development across APAC, working alongside European and North American teams
- Provide market intelligence and customer insights that shape product roadmap and go-to-market strategy
- Represent Freelancer Enterprise at industry events, conferences, and strategic meetings
- Drive expansion within accounts by identifying opportunities for increased platform adoption and value delivery
- Navigate complex sales cycles involving multiple stakeholders, lengthy evaluation processes, and sophisticated procurement requirements
- Write compelling proposals and negotiate complex contracts with enterprise legal and procurement teams
- Manage moderate travel across North America to meet with clients, attend industry events, and support strategic initiatives
- Leverage data and analytics to inform strategy, forecast accurately, and optimise your approach continuously
What You Bring:
Essential Experience- 5+ years of enterprise sales experience selling into mid-size companies and Fortune 500 organisations in technology, cloud services, HR tech, professional services, consulting, staffing, or related industries
- Proven track record of owning, managing, and delivering results in complex business engagements with multiple stakeholders
- Executive engagement capability: Comfortable presenting to and influencing C-level executives while also building relationships across all organisational levels
- Complex deal management: Experience navigating enterprise procurement processes, multi-stakeholder decision-making, and lengthy sales cycles
- Consultative selling approach: Ability to uncover business challenges, map solutions, and articulate value in customer terms
- Exceptional communication: Excellent verbal and written communication skills including proposal writing, presentation delivery, and contract negotiation
- Business acumen: Understanding of enterprise business models, organisational dynamics, and how technology drives competitive advantage
- Organisational excellence: Strong program management skills with ability to manage multiple complex opportunities simultaneously
- Data-driven mindset: Comfort with CRM systems, sales analytics, and using data to inform strategy and decisions
- Ownership mentality: A strong sense of ownership, drive, urgency, and scrappiness - this is a hands-on role where you'll need to figure things out
- Passion for innovation: Genuine interest in technology, the future of work, and how platform models are transforming industries
- Entrepreneurial spirit: Comfortable with ambiguity, ability to operate with minimal direction, and drive to create solutions rather than wait for them
- Competitive drive: We're a pro-sports team - we recruit the best, reward performance, and play to win
- Continuous improvement: Daily iteration mindset - "What can I improve today?" isn't just a question, it's how you operate
- Deep knowledge of HR Tech and the Human Resources / Talent Acquisition industry
- Experience selling platform or marketplace solutions
- Background in management consulting or professional services
- Track record of building new territories or markets from scratch
- Network within Fortune 500 HR, procurement, or operations leadership
What's In It For You:
Career AccelerationTrue Meritocracy
Your impact directly drives your trajectory. We promote from within - our current VP of Product started as a grad, our Head of Support began as a CX agent. When you deliver results here, your career moves at startup speed with public company resources.
Ownership Culture
Run your territory like it's your business. We reward those who think and act like owners. No hand-holding, just ownership and results.
Direct CEO Access
Weekly Town Halls with unfiltered Q&A. Your ideas reach the top without bureaucracy. You'll have more face time with executive leadership than most VPs get at other companies.
Hackathons
Two-day innovation sprints where teams across the company ship real solutions and compete for prizes and implementation. Yes, sales and enterprise teams participate and win.
Cross-Functional Exposure
Work directly with Product, Engineering, Marketing, and Sales leaders globally. Build skills and relationships beyond traditional enterprise sales.
Global Scale Playground
Sell solutions that connect customers to 80 million professionals across 247 countries. Test approaches, learn from global best practices, and operate at a scale few enterprise sellers ever experience.
Friday Culture
Catered lunches featuring rotating global cuisines, team celebrations, and informal strategy sessions. It's where deals get refined and relationships get built.
Fully Stocked Kitchens
Premium coffee, snacks, and everything you need to fuel long proposal writing sessions and pre-pitch preparation.
You won't be selling another procurement optimisation tool or HRIS module. You'll be connecting the world's leading organisations to global talent and economic opportunity.
Change Lives isn't just a value we put on posters - it's what we measure. Last month alone, our platforms powered commerce across 247 countries, regions and territories. Your enterprise sales will literally help organisations access talent they never could before, enable professionals worldwide to earn income, and fundamentally change how work gets done.
Every deal you close:
- Opens economic opportunity for thousands of professionals globally
- Helps organisations access skills and capabilities they couldn't find locally
- Enables companies to innovate faster by tapping into the world's largest talent marketplace
- Contributes to our mission of enabling one billion jobs worldwide
Take Charge: Own your territory like a founder. Figure things out. Drive results.
What Can I Improve Today?: We iterate daily, test constantly, and never settle for "good enough."
What Does the Data Say?: Every decision backed by numbers, every assumption tested, every forecast grounded in reality.
We're a Pro-Sports Team: We recruit the best, reward performance, and play to win. If you perform, you'll be rewarded and promoted. If you don't, you won't last long. We're building championship teams, not country clubs.
Why This Role Is Different:
If you join a mega-cap tech company...You'll be the 10,000th hire, struggle to see your impact, navigate endless bureaucracy, and spend more time on internal politics than selling.
If you join an early-stage startup...You might work on the latest fad with few resources, limited market validation, toy problems, and no proven playbook to learn from.
At Freelancer Enterprise, you get the best of both worlds:- Established platform with 80M+ users and proven product-market fit
- Startup speed and autonomy with resources and brand recognition
- Real responsibility where your deals materially impact the business
- Global scale with ASX-listed company stability
- Mentorship and learning from experienced leaders who've built enterprise sales organisations
- Rapid skill building across complex sales, strategic account management, and consultative selling
This won't be your typical cog-in-the-machine type of job. If you're a high achiever with talent, looking for something more than a boring job in corporate, want to work with the best and brightest, don't need to be handheld, and want to be at ground zero with a company that has a shot at being one of the biggest platforms on the Internet, this is the role for you.


