Wings & Sales

Dillon Reyes spent years as a high school teacher in the UK and Sydney before making a full career pivot into tech sales. Today he's a Senior Account Executive and Team Lead at Huntress — a cybersecurity company where he was hire number two and watched the APAC team grow from 2 to 40 people. In this episode, we unpack the real journey from SDR to Senior AE, and what it actually takes to build a lo...

Vincent and Simba are back with an unscripted session of W & Sales Live . In this episode, we reflect on real cold call lessons from the week—funny responses, permission-based openers, and why in-person meetings still win in 2025. Then we did a "sales roleplay roulette" wheel—pitching fake products like “Jargon Buster AI” and “CoffeeSync Pro” live on the spot in 2-minute sales calls....

In this unscripted Friday-night special, Vincent & Simba return for a raw, high-energy live episode where they explore how to stay sharp in a sales role—especially when your week gets wrecked by public holidays, rejection, or burnout. From sales books to the rise of AI voice agents, it’s a jam-packed masterclass in adapting, evolving, and staying mentally strong in the SDR/AE game. 🔥 Highligh...

In this raw, unscripted live episode, Vincent and Simba dive into the mental toughness it takes to survive and thrive in tech sales. From cold calling C-suite execs to getting ghosted on LinkedIn, they unpack the wins, the facepalm failures, and the psychology behind rejection. You’ll learn: How to gamify rejection and stay sharp on the phones The 3 sales skills every SDR and AE must master (Sales...

Another Linkedin Live #2 Shoutout to our 2 viewers! We reflect on the week thats been in sales, wins, setbacks, and stories. Key Topics: - how mindset, routine, and emotional discipline shape sales performance. - how to master cold call objections - how to deal with burnout and rejection, - objection-handling techniques - why tonality > script - why your “bad week” doesn’t mean you're bad at sa...

Linkedin Live #2 — Ep. 16 of Wings & is here! Vincent and Simba dive into the chaos of sales life, lessons from mock discovery calls. Why listening beats scripts every time. Then we took it to Reddit, breaking down a viral post from a burnt-out AE questioning if sales is really worth it Key Topics: the value of being adaptable in Chaos Why you need to follow the prospect , not the script The e...

Linkedin live #1 What does ChatGPT have in common with Sales? Why is it important to be adaptable in Sales? This episode delivers raw & authentic insights, and a hilarious breakdown of how to read the room , close deals, and dress like a chameleon. Key Topics: 1. How AI is changing sales, e-commerce & cybersecurity 2. Sales objections: handling fear around AI takeover 3. Real-life ChatGPT...

Why do you need to be curious? Dive into some philosophical, deep sales chats. Tune in Fellas.

What's the game of referrals? How do you work smart not hard? How did Marc break the sales record at his company? Find out more in this episode. We're back and better. It's been 7mths since the last episode. We haven't stopped recording. We've been too busy and had no time to edit the podcasts. We've got at least another 10 episodes coming!!! Check out the LinkedinLive!

How do you stand out as a salesperson on the phone? What's the importance of building relationships? Why does persistence pay off? Find out more about what strategies Marc implements.

How do you stand out in sea of a million salespeople all trying to reach the same prospect? What skills should we focus on developing as a salesperson? How is the game of sales changing with trigger based outreach? Find out more in this episode!

How do you effectively manage your time & day? What’s the importance of utilising Linkedin for Sales? Why is it important to personalise and get on the phones? Find out more in this episode with Eric. Eric was a photographer and transitioned into tech sales through the Earlywork academy. Now, Earlywork is a BDR at Yotpo and also an Earlywork Instructor

What advice would Bryce give to the younger generation of sales people starting? How do you genuinely connect with a customer? Bryce is an Earylwork sales mentor, so if you need help. Reach out on his Linkedin https://www.linkedin.com/in/bryce-antoine-203269164/ Or if you dare, cold call him if you're from Earlywork and have a few q's about sales

Alongside the great bants and laughs we had we also learnt about Misophonia.  While enjoying some delicious wings, we talked about Bryce’s story in sales and his experience early on, things he’s learnt about marketing events. How do you approach networking effectively? What marketing campaigns have worked in Australia? Why is it important to be authentic and build a connection in sales?

How do you deal with burnout? How did you find your motivation for sales? What's the importance of mentorship and reflection? Oftentimes, making a career-switch is daunting. And, working in sales can be very tough. Jump into this episode as Sam shares his story of how he began his career in tech sales and a few tips for how he did well in his role.

What's the most important skill you want to establish on a call? How do you handle rejection and dry slumps in sales? Why is it key to be understanding of your prospects and respect their time? Find out in this episode!

What are the traits of a successful SDR? How do you continue to learn and develop outside of your sales job? Why should you seek mentorship? We cover all these things in this jam-packed episode. Lick your lips and tuck into another fresh, hot episode. Serving up nuggets of wisdom to all salespeople. Enjoy!

How did Earlywork's journey start? Why is the term a "cold call" is the biggest misconception? What was Vincent's journey into tech sales like from a uni student? Find out more in this special episode and come along for a rollercoaster ride.

How is Sales like dating? What's the importance of feedback? Why is it important to have a sharp mindset? Find out more in the episode!

How do you know if you are a good fit for Sales? What to do when navigating price of product? How important is your tonality when you finish a sentence? Find out in this episode some personal stories we share about sales, how to handle pricing situations and create rapport with customers.

Simba & Vincent, the co-host dive into the FIRST episode of Wings of Sales. What are the skills & mindset it takes to be a top-performing sales reps? How do you combat the challenges and rejections in Sales? What are the lessons and frameworks that we found to be successful? What are you waiting for? Plug your headphones or earphones in and learn a few things on your commute to or from wor...