Double Triple Tech Sales Podcast

Ben Lanciano has quietly built one of the most impressive enterprise tech sales careers in the APJ region. Over 10–15 years he's gone from door-knocking the toughest parts of Australia for Fuji Xerox, to taking a pay cut to join Okta as an enterprise SDR, to becoming a top 1% Account Executive selling into some of the largest organisations in the world. He's now at Chainguard, a ~$4B cybersecurity company in the software supply chain security space, and as he puts it, scaling a rocket ship.This conversation was packed. We covered Ben's rogue path into tech sales, why he believes the SDR seat on the right rocket ship beats the AE title on the wrong one, and the exact traits that separate the top 1% from everyone else, relationships and "what's in it for them," a relentless sense of urgency, and professional persistence. We also got real about the numbers: what enterprise AEs actually earn, how OTE, accelerators and stock options stack up, and why he's seen top reps clear over $1.5M in their strongest years.If you want to understand how to evaluate a tech company before you join it, how to break in from outside the industry, and what it really takes to earn like a top 1% rep, this is the episode.Follow on Instagram @caelahstanleyFollow on LinkedIn @caelahstanleyFollow on Instagram @GabemarzanoFollow on LInkedIn @Gabemarzano#techsales #B2BSales #SaaSSales #technology

Thinking about getting into tech sales, but not sure where to start, or if it’s even worth it anymore? Listen to this episode to hear how we helped Blake land the right role. Follow on Instagram @caelahstanleyFollow on LinkedIn @caelahstanleyFollow on Instagram @GabemarzanoFollow on LInkedIn @Gabemarzano#techsales #B2BSales #SaaSSales

Duncan Simpsons had one of the most impressive tech sales careers I've come across.Closing $16M deals. At the top of the game.Then he did what only a small percentage of top reps ever do, he left to build his own company. He's now co-founder of CyberAI, a cybersecurity and AI partner helping organisations reduce risk, simplify complexity, and move faster, without the cost and drag of traditional security models. The conversation was fire.We covered how Duncan got into tech sales, how it changed the trajectory of his life, and how it sparked the entrepreneurial drive that led him to build something of his own. If you've ever wondered what the path from rep to founder actually looks like, this is the episode.Follow on Instagram @caelahstanleyFollow on LinkedIn @caelahstanleyFollow on Instagram @GabemarzanoFollow on LInkedIn @Gabemarzano#techsales #B2BSales #SaaSSales #technology

Thinking about getting into tech sales, but not sure where to start, or if it’s even worth it anymore? Listen to this episode to hear how we helped Mike land the right role. Follow me on Instagram @caelahstanley#techsales #B2BSales #SaaSSales

Thinking about getting into tech sales but not sure where to start?In this video, we discuss: 1. The full career path, from SDR to Enterprise AE to leadership, and the realistic earning potential at each stage.2. How we are helping others do the same in tech sales3. Our personal stories breaking into tech sales, the challenges we faced, and what we’d do differently.If you’re ambitious, hungry to grow, and want to build a career that combines people skills, problem-solving, and financial freedom, this one’s for youCheck out all my socials:Instagram: caelahstanley 🔔 Subscribe for more content on tech careers, mindset, and building wealth through high-performance sales.