Aaron Mailey

👉 Sales & GTM Leader | Driving Growth through Managed Services, Cloud, Cybersecurity, AI & Digital Transformation

Zenzeroex-EnCybex-Dalil AI

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I’ve spent 25+ years in and around revenue teams, with the last decade focused on helping technology companies build and scale their go-to-market engines. My background spans early-stage startups through to global organisations across tech, finance, media, energy and telco.

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I’ve built sales functions from the ground up, led market entries and worked with leadership teams to turn chaotic growth into something more deliberate and repeatable. These days, my work tends to sit across three groups. - Founders building their GTM engine Most founders have to figure out sales in real time – often while building product, raising funds and hiring. I help them get clear on their GTM motion, build repeatable sales systems, close their first deals and make the transition from founder-led sales to their first hires. That can include pipeline coaching, deal support, recruiting and onboarding and putting the structure in place so their first AE or sales hire succeeds. - Early-stage sales people and first-time managers In startups and modern sales organisations, there’s rarely time or bandwidth for proper coaching. I work directly with SDRs, AEs and first-time sales leaders on the practical realities of the job – how to think about pipeline, navigate objections, progress deals that aren’t straightforward, and for managers, how to coach and lead while still learning themselves. - People focused on performance and consistency Across sales and leadership, I’m increasingly interested in what separates people who perform under pressure from those who struggle when things get messy. Mindset, habits and structure. The elements that don’t show up on a dashboard but often determine whether everything else actually works. What pulls me in across all of this is the messy space between strategy and execution, where good ideas tend to fall apart. Whether it’s an unstructured sales motion, a product that’s hard to sell or a team that’s stuck, I focus on creating clarity and building systems that people actually use. I’m based in the UAE and spend most of my time working across the startup and scale-up ecosystem here, while pulling in perspective from years in APAC and Europe. I’m open to the right fractional or full-time opportunities that align with my experience in GTM and sales execution. If you’re a founder trying to figure out GTM, an early-stage seller navigating the chaos or someone building the systems and habits that make performance repeatable, let’s talk.