How “Win-Win Thinking” made me an extra $2000.00 and got my son a MacBook!

How "Win-Win Thinking" made me an extra $2000 and got my son a MacBook

A principle I hold dear in all my personal and professional interactions is “Win-Win or No Deal”. This is easier said than done. Stephen R Covey (“7 Habits of Highly Effective People”) calls it one of the highest leadership ideals. It involves getting beyond a zero-sum or “scarcity” (“if you have more, I have less“) mind-set to thinking “abundance”, where “if you and I put our heads and strengths together, we can find a solution far greater than what we both individually or independently could”.

I’d like to share a very recent experience which reinforces the power of this mindset. Earlier this year, I put in an order for a new car for which the dealer offered me a measly $1000.00 for my old 4WD as a “trade-in”. I felt it could fetch more if I put it on the market as a private sale, but just could not make it a priority to put in the time and effort to do this. The thought of having to put an ad together, find out what it was potentially worth, learn how to sell it on the Internet, and the subsequent process of prospective buyers coming along to test drive it, negotiate etc. was enough to turn me off the exercise. I am a firm believer in investing my time and energy on what I do and love doing best and delegating other stuff as much as I can to others who can do it better.

My son Jeremy is doing his Year 12 and a few weeks ago became frustrated when his PC broke down. Having enjoyed the occasional use of my MacBook, he decided he’d love to get one too.  However, his finances did not quite stretch to being able to afford such a luxury. My philosophy with my children has always been “you can have anything you want in life, as long as it’s good for you, and as long as you are willing to work for it!“. When he was 12 and wanted to help a friend travel overseas for cancer treatment, he played his flute in a busy mall and with the earnings, chipped in with $150.00. When as a 15 year old he wanted a $1000 amplifier for his guitar, he worked part time waiting tables at a Chinese restaurant and earned it. And now, when he wanted a MacBook, he came to his Dad for ideas given he had decided to leave his part-time work this year to concentrate on his Year 12 studies.

So, here was the challenge – how could he make several hundred, or better yet, $1000+ with minimal effort and time? He had a challenge, I (with my car) had an opportunity.  So a deal was struck – he would research the Net to see what the car could reasonably fetch on the private market. I wanted a quick, clean, no-fuss sale – both he and I had far better things to do with our time.  He would clean and wash the car (something it BADLY needed), take great photos, produce a compelling ad (with his Dad helping as a reviewer), learn how to put it up on the Net, take calls, learn how to negotiate – basically, I wanted a full service deal. Of course, my primary motive was for my son to have an invaluable experience. Whatever my son sold the car for, he and I would go halves on anything we got that was over $1000.00 less expenses (cost of advertising etc.). I would provide the “capital” (the asset and expenses) and coaching, he would provide the energy and time.

Carsales.com.au showed other similar cars asking $5500.00+. We agreed to price it at an aggressive $4800.00 (keeping it below the psychological $5000.00 mark), paid extra ($80.00 instead of $50.00) for Premium advertising (priority display) and submitted the advertising application.  I got a call from Carsales in the morning, they wanted to verify if indeed I was happy with $4800.00 given their independent valuation had my car at $6000.00. I said yes, they suggested we put it up at $5000.00 to give us room to “negotiate”. I accepted their advice and experience and the ad went up.

First phone call came within 5 hours – gentleman from the Central Coast, keen to see it immediately, was willing to take the 1.5 hour drive down to check it out. I thought good, seems serious. He came, test drove it and was ready to purchase on the spot. We hit a snag. He wanted to put it on his credit card. He had been assured by his bank that if he paid me via PayPal (an online payment gateway), the transaction would be treated as a purchase and not a cash withdrawal, which meant his interest rate was at 11% rather than 20%. Now, just about ready to transact, he decides to ring his bank to confirm it. The bank says “no”, that this was a “private sale”, I could not be considered a vendor, the charge would be considered a cash withdrawal. Bummer!

Time to think out of the square. How can we make it a “purchase transaction” using his credit card with me as a vendor, as opposed to a private seller? My son rings his network, learns how to put the car up on eBay and within 15 minutes, our car is up on eBay. My buyer takes the Buy It Now option and the deal is done! He was willing to fork out the additional $150 or so to cover my costs for putting it up on eBay and we had a WIN-WIN!! Champagne flows, everyone’s happy. I have made my first and fastest ever transaction on eBay!

I sell the car for the asking price – $5000.00. My son earns just a shade less than $2000.00 for what he estimates to be 9 hours of effort ($222.00 per hour – not bad for a 17 year old!). I have made $2000.00 more than I would have originally. My son purchases a second hand MacBook Pro (a beauty with all the bells and whistles and that still had 2 years of warranty left) for $1250.00 and still has $700.00 left over. My buyer is thrilled by his purchase. Carsales has had a good transaction and my car dealer is probably thrilled at not having to sell my 4WD! More importantly, my son has another confirmation that if you put your mind to it, are willing to invest and bet in yourself (there was no guarantee he would get anything out of the effort he had put in e.g. if the car could not fetch more than $1000.00), are willing to leave value in for others, stay positive, the sky is the limit. I feel confident my son will never have to beg, steal or borrow in his lifetime, given this mind-set.

And all this through thinking “win-win“.

Think about your work experiences. How often have you had clients or colleagues come to you with a tough request or dilemma? Did you come up with possible “win-win” options or was your response “no” or “that’s not possible”? Did you both get together to think “what’s the ideal outcome?”, “what resources can we draw from”, “what are you willing to give for that that someone else might value?”, “how can we make this work for both of us?”.

And here’s another insight. Imagine how many people out there are like me – time poor, willing to just trade their car in at a massive discount to what it could fetch in the private sale market, who could do with some help from a “partner” with time up or her hands and just a little initiative? Could this be a business opportunity? I think so. There is absolutely no reason for one to ever feel like they’re a victim of a weak job market, or a job they absolutely detest. All you need to succeed in life is already within you, and your mind-set. Think abundance, think “create value for someone else” and it will all come back to you.

Carpe Diem!!

Signature_DS

Andrew Davey

Andrew is a Master Trainer and Executive Coach known for helping organisations shift from transactional leadership to emotionally intelligent cultures. A Tony Robbins Mastery graduate, Certified Life Coach, and MBA holder, he empowers leaders to unlock clarity, resilience, and purpose.

Dominic Siow

Co-founder and EQ Alchemist at EQ Strategist, Dom has inspired leaders and transformed cultures across 260+ organisations in 10 countries. He is the author of the Amazon best-seller *What’s GREAT About This?* and host of the *Inspiring Leadership* podcast.

Sue Siow

Co-founder and Director of EQ Strategist, Sue is known for her calm presence, strategic clarity, and deep empathy. With a background in information systems and advanced leadership training, she has supported leadership journeys for global clients across Asia-Pacific.

Caroline Crosbie

Caroline is a sought-after trainer and psychologist based in Perth, delivering experiential leadership and wellbeing programs. With expertise in resilience, work-life integration, and communication, she helps leaders sustain performance while leading with care, clarity, and balance.

Vivien Ong

Vivien is a seasoned facilitator and coach with 20+ years of corporate leadership experience. She specialises in mindful leadership, communication, and team dynamics, creating vibrant, high-trust learning environments where individuals step into leadership with clarity and voice.

Dale White

Dale is a high-impact leadership and performance coach with 19+ years of experience across government, corporate, and education. Known for his energy and practical insight, he helps leaders align strengths with strategy to drive sustainable, high-performance outcomes.

Vivien Ong

Vivien Ong is a seasoned leadership facilitator, coach, and trainer known for helping professionals grow into self-aware, courageous and impactful leaders. With over 20 years of corporate experience in sectors such as banking, telecommunications, BPO, and media,

Vivien brings a strategic yet deeply human lens to leadership development. At EQ Strategist, she facilitates programmes in mindful leadership, communication, psychological safety and team dynamics. Celebrated for her vibrant facilitation style, she combines energy, empathy, and practical insight to spark meaningful dialogue where learning and growth happen. She also mentors youth through a social enterprise and serves in the leadership team at the

Contact Centre Association of Singapore, where she advocates for better leadership and service standards. Her work is rooted in the belief that better leadership builds a better world. Through storytelling, behavioural tools, and reflective practice, she helps individuals step into leadership with presence, clarity, and voice. Vivien’s clients value her ability to create high-trust environments where people feel seen, heard, and empowered to lead from within.

Caroline Crosbie

Caroline is a sought-after trainer and psychologist who brings warmth, depth, and structure to leadership and wellbeing programmes. At EQ Strategist, she delivers experiential learning focused on resilience, work-life integration, and effective communication. Her academic background includes a Master of Clinical Psychology and certifications in Extended DISC, NLP, and EFT. Caroline’s clients appreciate her thoughtful approach to coaching and her ability to simplify complex psychological principles into actionable steps. With professional experience in five countries, she brings a culturally attuned perspective to her facilitation. Her goal is to help individuals and teams sustain performance without burning out—leading with insight, care, and clarity.

Dale White

“Real transformation doesn’t come from more information—it comes from aligned action.”

Dale White is a high-impact, outcome-focused leadership and performance coach, known for his energy, strategy and ability to drive real change. With 19+ years of experience helping professionals perform at their highest potential & a background in business, behavioural psychology, and high-performance coaching, Dale supports leaders to build clarity, confidence, and resilience in both work and life. At EQ Strategist, Dale facilitates training & coaching that blend behavioural insight, personal mastery, and practical implementation. His sessions are known for being dynamic, personalised, and results-focused – ensuring participants take real-world action that sticks. Dale holds degrees in Business and Exercise Science, and certifications in NLP, PCM, and Robbins Leadership Mastery. Whether supporting government departments, corporate leaders, guiding frontline teams or values-driven founders, Dale’s mission is to help people cut through theory and lead with purpose.

Jack Rankin

Jack Rankin is a high-impact trainer, executive coach, and culture catalyst with over 1,500 workshops delivered globally. His client portfolio includes leading names across government, finance, insurance, construction, and retail. At EQ Strategist, Jack helps organisations strengthen leadership capability, stakeholder alignment, and communication excellence. He is known for making learning engaging and actionable—tailoring each session to drive meaningful outcomes. His past clients include Singapore Airlines, Rio Tinto, Visa Westfield, Nike, Schneider Electric, and City of Parramatta Council. Jack is a Tony Robbins Leadership Mastery graduate and serves on the Synergistic Results Leadership team. Through each programme, he inspires individuals to elevate how they speak, lead, and influence.

Sue Siow

With a heart for people and a sharp strategic lens, Sue Siow co-founded EQ Strategist to help individuals and organisations flourish from the inside out. As Operations Director, she ensures the seamless delivery of high-impact programs while supporting clients with insight, empathy, and practical wisdom.

In addition to leading operations and client experience, Sue is also a skilled Facilitator and Participant Coach—contributing to larger workshops through 1-on-1 coaching, small group facilitation, and experiential team-building segments. Her calm, grounding presence invites reflection, trust, and personal growth.

With a background in Information Systems and advanced training from Tony Robbins’ Mastery University, Sue has supported programs across Singapore, Australia, Malaysia, China, and Indonesia for clients including Sembcorp, Esker, DBS Bank, Changi Airport Group, FedEx, Yokogawa, and AirAsia.

Dominic Siow

“Be the light or the mirror that reflects it.”

These words define Dominic Siow’s approach to life and leadership. As a globally recognised leadership facilitator, keynote speaker, coach, and co-founder of EQ Strategist, Dom is known for helping people reconnect with their purpose, lead with heart, and create cultures where everyone can thrive.

Drawing on senior leadership experience from IBM and Grapevine Technologies, he has spent the past two decades empowering over 260 organisations across 10 countries—from multinational corporations to public sector agencies and values-driven startups.

Dom’s facilitation style is equal parts insight, empathy, and inspiration. Whether leading a leadership retreat, designing a culture transformation program, or coaching executives through complexity, he helps people become not just better leaders, but better human beings.

He is the author of the Amazon bestselling book What’s GREAT About This?—a guide to building resilience through disruption—and the host of the Inspiring Leadership Podcast, where he shares real stories of growth and grit.

For Dom, leadership is not about titles. It’s about helping others find their light—and reflecting it back so they can shine.

Andrew Davey

At EQ Strategist, Andrew Davey is known for helping organisations move from transactional leadership to purposeful, emotionally intelligent cultures. As a master trainer and trusted coach, he brings a rare blend of business insight, coaching expertise, and facilitation mastery. Andrew’s clients span industries from logistics and software to government and education. He is a Tony Robbins Mastery University graduate, a Certified Life Coach, NLP Master Practitioner, and MBA holder. His mission is to empower leaders to unlock clarity, strengthen resilience, and lead inspired teams that drive results. Andrew delivers programs that are practical, energising, and deeply human—enabling sustained transformation at both the individual and organisational level.