7 Measures of a Great Contractor

Default Author • March 24, 2021


No matter what the job or project, when gearing up to add additional expertise, it’s natural to want to have the crème de la crème on the team. Yet, faced with a vast sea of independent contractors all boasting an array of expertise and capability, how do you determine whether you’ve found a good one? Or not?

Success in hiring contractors starts, by knowing at the outset, that you are clear about exactly what your company is looking to achieve within the contract.

With this in place, the next step is to identify people who fit in well with your company to ensure your company will receive the planned results it needs, when it needs. To assist you identify high calibre contractors each and every time, here is our take on the 7 ideal contractor qualities you need to be on the lookout for;

#1 Connectors

Possessing a natural affinity to connect well with people, the best contractors are the ones who understand the importance of communicating effectively with people across all levels of your organisation.

Now – we’ re not saying that contractors have to be ‘people pleasers’ but they do need the confidence to navigate an organisational matrix and work effectively with a wide range of individuals. The skill here, is taking the time to get to know the individuals they are working with and connecting with them to ensure that they’re able to effectively meet their needs.

#2 Active listening

The best switched on contractors are adept at listening. From your conversations with them, they in turn, decipher your real needs out of the conversation. They don’t require you to break things down for them, instead they will listen, absorb the information, ask questions to clarify and then apply the information you’ve given them to complete your project. Poor listeners can derail a project, so make sure you check their ‘ears aptitude’.

#3. Solution finders

A switched-on contractor can see and understand the problems facing an organisation and will be willing to go the extra mile to offer solutions needed to assist solve these organisational dilemmas. It’s both an intuitiveness with problem identification and a willingness to offer practical solutions that make them so valuable.

#4 Outcomes seekers

Great contractors have the expertise to look at the outcome required and develop a process that will get you, and them, there. It’s the ability to be able to break down the pieces of a project, work backwards from the projected outcome and plot the process needed to get the job done. (aka: strategic staircasing)

#5 Highly organised and carefully planned

Contractors must be able to zero in on the goals rather than scrambling around to find relevant information. When hiring contractors, actively search for those who have demonstrated previous organisational skills with a project management mentality that guided their work. Check they were structured, organised, well-planned and efficient on the job. And check out that they stayed within the timeframe and budget given them. Extensions are prone to be very costly!

#6 Influencers

Like great leaders, great contractors have the capacity to bring stakeholders along with them on the journey. Some situations reveal that a brave conversation is needed to highlight errors, mistakes or areas for improvements or alternative solutions. Given the audience might be less than receptive, this is where the ‘rubber meets the road’ in contracting-land. Confident, respectful and diligent contractors are worth their weight in gold when it comes to instigating those awkward conversations that could end up saving you millions.

#7 Ego-free

Great contractors aren’t seeking fanfare or accolades; rather they are driven to using their skills to get the job done and to do it well regardless of the recognition that they receive in the process.

For more information on all things contracting, please call us on 1300 121 727.


Find the job you love I Find the right talent
Get in touch with people2people

Australia   I   United Kingdom

In business since 2002 in Australia, NZ, and the United Kingdom, people2people is an award-winning recruitment agency with people at our heart. With over 12 offices, we specialise in accounting and finance, business support, education, executive, government, HR, legal, marketing and digital, property, sales, supply chain, and technology sectors. As the proud recipients of the 2024 Outstanding Large Agency and Excellence in Candidate Care Awards, we are dedicated to helping businesses achieve success through a people-first approach.



Share insights

Recent articles

By Mark Green April 9, 2025
With 68% of Australian workers worried about potential redundancies, job security is now a top priority—especially in tech sectors across NSW and WA. In this blog, people2people’s Mark Green explores how employee preferences have shifted from salary-driven goals to long-term stability. As uncertainty grows, businesses must adapt by fostering transparent communication and building trust. We also share essential tips for leaders navigating redundancy conversations with empathy and strategy. Want to know how to retain top talent and protect your employer brand during uncertain times? Discover how to support your workforce and strengthen loyalty in today’s cautious job market.
By Mark Green April 7, 2025
As return-to-office mandates rise across Australia, many leaders face the challenge of balancing productivity with employee preferences. In this blog, Mark Green from people2people and Maja Paleka from MPC unpack the drivers behind these mandates, their impact on engagement and retention, and why forcing full-time office returns may backfire. With hybrid work models proving effective for many, forward-thinking businesses are seizing this moment to attract top talent and build trust-based cultures. We also share practical tips for leaders navigating this shift in 2025. Wondering how to future-proof your workplace without losing your best people? Read on to find out more.
By Suhini Wijayasinghe March 31, 2025
Millennials are now leading teams made up of both older and younger generations—but how do they bridge the gap between Baby Boomer values and Gen Z expectations? In this blog, we explore leadership in a multigenerational workforce with insights from Ramp Fitness co-founder Matthew Papalo. From building scalable systems to fostering community and wellbeing, discover how modern leaders are adapting to new workplace demands. If you're a millennial manager (or aspire to be one), this is your guide to leading with resilience, empathy, and innovation. Want to know the key to staying ahead of the curve in 2025 and beyond?
By Aiden Boast March 26, 2025
Feeling stuck in your job? You’re not alone—60% of workers are staying in roles longer than they’d like due to financial concerns and fear of instability. Yet, 66% believe a career change could make them happier. In this blog, people2people’s Aiden Boast unpacks recent data revealing why so many professionals are hesitant to move on, despite growing demand for skills-based hiring and flexible work options. Learn practical tips for overcoming career stagnation, leveraging your transferable skills, and taking the first steps toward a more fulfilling role. Could now be the perfect time to rethink your career path? Read more to find out.
By Janet Gebre March 24, 2025
Artificial intelligence (AI) has rapidly moved from being a futuristic concept to a practical tool already reshaping industries—including human resources. In fact, recent surveys show that 68% of HR leaders have already integrated AI into their hiring processes. From automating repetitive tasks to enhancing candidate experiences, AI is unlocking new efficiencies across the entire recruitment lifecycle. As AI becomes more mainstream, HR teams are leveraging tools like chatbots, generative AI platforms, and applicant tracking systems with built-in intelligence to save time and make smarter decisions. Whether it’s auto-sorting CVs, drafting communications, or delivering data-backed insights, AI is now a critical element in HR’s toolkit. However, with these benefits come valid concerns. Questions around bias, ethics, data quality, and the fear of losing the “human touch” still hold some organisations back from adopting AI. For businesses looking to remain competitive in today’s fast-moving job market, understanding how AI works—and how to use it responsibly—is essential. With AI quickly becoming a core part of HR strategy, the challenge for many professionals isn’t whether to adopt it, but how to do so effectively while maintaining fairness and empathy in the hiring process. “Sixty-eight percent of HR leaders have integrated AI into their hiring,” In a recent live stream, Aiden Boast, Temporary Specialist Recruitment Team Leader at people2people, sat down with Nicole Ashe, HR expert and author of The People Perspective, to explore how AI is shaping recruitment and the workplace. Aiden kicked things off by highlighting the growing adoption of AI in hiring. “Sixty-eight percent of HR leaders have integrated AI into their hiring,” he noted. “As AI continues to reshape the hiring process for many, businesses that embrace it are gaining a competitive edge.” Nicole explained that AI is not a singular tool but a suite of technologies working together to improve HR outcomes. “AI is about augmenting—it’s about lifting your expertise in HR or talent acquisition and levelling it up,” she said. “It can predict outcomes, automate repetitive tasks, and provide insights HR professionals need to make better decisions.” She emphasised how everyday tools like Copilot and ChatGPT are already making life easier for HR teams. “Once you train AI in your brand or voice of your organisation, it won’t sound artificial… it actually lifts your game,” she added. One surprising use case Nicole shared involved public transport: “AI is already used by Transport NSW to adjust traffic lights, helping Sydney buses run on time.” Closer to HR, she noted, “Platforms like LinkedIn Learning are using AI to suggest training based on people’s skills and career goals.” Aiden then raised a key concern: resistance from HR leaders. Nicole was quick to respond. “The biggest concern is bias,” she said. “AI is only as good as the data it learns from. If your past hiring practices have bias, that will carry through.” She also acknowledged a common fear: that AI might replace human roles. “It’s not about replacing recruiters—it’s about enabling them to focus more on relationships and less on admin,” she explained. “AI lets recruiters get back to understanding candidates, building connections, and making more informed decisions.” The conversation also touched on misconceptions. Nicole noted, “People think AI makes final hiring decisions, but it’s only one part of the process.” The real opportunity lies in combining human judgment with AI-generated insights to deliver faster, fairer, and more effective hiring. As AI becomes more embedded in day-to-day workflows, HR leaders will need to sharpen their skills. “AI literacy is becoming essential,” Nicole said. “It doesn’t mean you need to be an engineer, but you must understand what AI can and can’t do.” She encouraged organisations to take a phased approach to AI adoption. “Start small—maybe with a chatbot or automating email responses—then build from there,” she suggested. “HR’s role is also to help shape governance and ethical frameworks around how AI is used.” Aiden closed the conversation with appreciation for Nicole’s insights. “It’s fascinating how AI is already integrated in so many ways. Thanks for helping us understand the potential—and the pitfalls.” Key Strategies for HR Leaders Embracing AI As more companies integrate AI into their HR systems, leaders should consider the following strategies to successfully navigate the transition: 1. Prioritise AI literacy. HR teams must understand how AI works, what it can do, and where its limits are. This means upskilling staff to interpret AI-driven insights and manage its outputs responsibly. 2. Start small and scale. Begin with manageable projects like automating scheduling or implementing a recruitment chatbot. As confidence and understanding grow, expand into more complex areas like predictive analytics and performance tracking. 3. Always involve human oversight. AI is a tool—not a replacement. HR professionals should validate AI outputs, especially in candidate selection, to ensure fairness and ethical decision-making. 4. Monitor for bias. Regularly audit AI tools to ensure they’re not perpetuating bias from past hiring decisions. This includes reviewing data sources, outputs, and how algorithms rank candidates. 5. Build clear governance policies. Develop and enforce frameworks around AI use, including transparency, data privacy, and accountability. Define who is responsible for monitoring outcomes and adjusting systems when needed. 6. Use AI to free up time for human connection. Let AI handle time-consuming tasks so HR professionals can focus on strategic initiatives, candidate engagement, and employee experience—the parts of HR that truly require a human touch. 7. Treat AI as a collaborative partner. Think of AI as a personal assistant. When trained correctly, it enhances productivity, creativity, and accuracy, but the final decisions should still rest with people. As AI continues to revolutionise HR practices, those who embrace it thoughtfully and ethically will be better positioned to attract talent, improve candidate experiences, and drive long-term success.

Latest Media Features


Get in touch

Find out more by contacting one of our specialisat recruitment consultants across Australia, New Zealand, and the United Kingdom.

Contact us