Meet Sam Trattles
You know what you want. But there’s a challenge in asking for it.
It’s that knot in your stomach before a conversation that matters. The conversations that you sometimes leave thinking, 'I should have said [that]'?
That's what I help leaders overcome.
You don’t want to appear pushy, demanding, or difficult, and you certainly don’t want to rock any boats that might damage your relationships.
But you don’t have to.
I'm Sam Trattles, and I help capable leaders overcome the hurdle between knowing and asking. With over a decade building a consultancy, and $575M+ in negotiated outcomes throughout my career, I created The Other Side Way – to make something that feels overwhelming, doable.
I show capable leaders that it's not about having the ‘right personality’, it's about having the right approach.
I teach a learnable system, with practical tools for immediate use. Just like learning a new language, sport or instrument – the more you apply the process, the more confident you'll become.
It’s not about becoming an aggressive 'gun-slingers'. I help leaders ask in ways that work for you, so you can approach moments that matter with calm, clarity, and authenticity.
My mission is to create a world where asking for what you want feels natural, not nerve-wracking.
Ready to unleash the power to ask?
My Why
I believe everyone deserves to know how to ask for what they want, without fear. Something I wish I was taught how to do from a young age!
My Accomplishments
☺️ My greatest achievements: when clients tell me about a conversation they've had with confidence, that they once wouldn't even imagine stepping up to at all.
📚Award-winning author of I Love Negotiating and Negotiate Your Worth - winner of "Best General Business Book 2022" at the Australian Business Book Awards.
👏 Named in Top 50 Small Business Leaders 2022 by Inside Small Business, recognising innovation and leadership in the business sector.
🎓Appointed as Adjunct Faculty Member at AGSM @ UNSW Business School, sharing expertise in negotiating.
🫱🏻🫲🏻 Over $575M in negotiated outcomes across sport, arts, charity, corporate and small business sectors, leading to the creation of The Other Side Way Methodology - an approach that translates insights from high-stakes negotiation into practical frameworks for everyday leadership challenges.
🏢 Founder of Other Side, a consultancy focused on transforming how business leaders approach the moments that matter to them through coaching, training and on-demand negotiation support.
Also, I love bringing a straightforward lens to a problem most Australian's fear (but don't have to).
Interested, let's chat.
Fun facts
I recently took up ballroom dancing to push myself out of my comfort zone. I'm pretty terrible at it but love every awkward minute.
How I can help
Enhance your ability to influence people and outcomes - hands-on coaching, training and on-demand support, that gives you an advantage.
Bridge the knowing-asking gap – empower you to confidently get what you want, without damaging relationships or coming across as pushy.
Decode the fear behind key conversations – identify what's really holding you back and replace it with practical strategies to move into action.
Navigate moments that matter with a plan – replace a 'hope-and-pray' approach with a structured process that works.
Stop leaving opportunities on the table – learn to advocate for yourself, so the moment doesn't pass you by.
Profile information supplied through Cuppa’s talent directory. Availability and suitability are confirmed on enquiry.