Double Triple is the #1 tech sales advisory firm in the world. Each week, Caelah and Gabe sit down with guests from across the tech sales industry to talk sales, go-to-market, and the frontier tech companies shaping what's next. They also bring on clients to share their real journeys breaking into and leveling up in tech sales.
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Sep 28, 2026 · 20:50
A new opportunity is emerging in the world's most innovative industry, but most people are still trying to reach it through a hiring system that is completely broken. After…
Sep 27, 2026 · 18:57
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 Katie's first week inside Double Triple…
Sep 23, 2026 · 44:05
Recorded October 2026, Full podcast originally aired on Ben Nash on the Mo Money Podcast to share our 5-year journey from having –$50K in cash to building a $4.3 portfolio and…
Sep 20, 2026 · 27:33
Ornella spent 10 years as an ICU vet nurse across Canada and Australia. She realised about a year in that she'd made the wrong call, but the study, the time and the cost made it…
Sep 16, 2026 · 1:07:06
Recorded October 2025, Full podcast originally aired on the Flamingo Property Investing Podcast with Jack Henderson.
Sep 15, 2026 · 21:08
The realistic path to a $300k+ tech sales role and exactly how to get there.In this video I break down where you start, how to climb the career ladder, how equity works and the…
Sep 13, 2026 · 32:40
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 Alex land the right role.
Sep 9, 2026 · 1:01:00
Recorded May 2026, Full podcast originally aired on Tomorrow's Mind with Ben Handler. In this episode, Caelah breaks down how she got into tech sales, what most people…
Sep 8, 2026 · 34:57
Between us we've spent 13+ years in the tech sales industry, Caelah went from SDR to strategic AE closing $7M+ in software, and Gabe pivoted from the army into tech, landing an…
Sep 6, 2026 · 22:06
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 Leigh land the right role.
Sep 1, 2026 · 24:33
We ran a live session to hear how our clients broke into six-figure tech sales careers with no experience!Here's the recording 👇https://webinar.doubletriple.ai/watch-the-replay…
Aug 30, 2026 · 52:32
Mun-Nee shares his inspiring journey from military service to a successful career in tech sales, highlighting the importance of community, strategic patience, and passion for…
Aug 30, 2026 · 41:05
Everyone talks about the base salary and the commission in tech sales. Almost nobody talks honestly about the piece that actually builds wealth, equity. In this episode of the…
Aug 23, 2026 · 39:03
Ash shares his journey through the Double Triple program, highlighting the importance of strategic storytelling, interview preparation, and community support in landing a top…
Aug 20, 2026 · 45:08
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Aug 16, 2026 · 30:10
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 Daniel land the right role.
Aug 13, 2026 · 54:39
Matt Loop has spent 20 years building tech companies in Asia Pacific. Joined Salesforce at 250 people. LinkedIn before it hit a million users. Slack through the Salesforce…
Aug 9, 2026 · 48:00
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 Cam land the right role.
Aug 6, 2026 · 46:56
Stephanie Zuniga-Maher spent 20+ years in tech recruitment and talent, and she's actually the person who hired Caelah at Splunk, so having her join us as a coach at Double Triple…
Aug 2, 2026 · 24:28
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 Ebony land the right role.
Jul 30, 2026 · 49:28
Chris McPherson has made President's Club 8 times across some of the best tech companies in the market. Chris is in the top 1% of great enterprise sales reps. He started as a…
Jul 26, 2026 · 12:27
Ben Lanciano is a Principal Account Executive at Chainguard and a 5x President's Club winner who's built a $1.5M+ career in tech sales. In this bonus part 2, back by popular…
Jul 23, 2026 · 34:32
Brad Perriott has spent more than 20 years selling through every major tech wave: infrastructure, cloud, cyber, and now AI. Today he leads GTM at monō ai, one of the hottest AI…
Jul 19, 2026 · 40:25
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 Alex land the right role.
Jul 15, 2026 · 41:39
Luke Napoli on the non-traditional path to Tech Sales Leadership and what the journey entails. Caelah and Luke discuss why "go slow to go fast" is important in enterprise tech…
Jul 12, 2026 · 42:39
Charlie shares his journey from physio to tech sales, detailing his strategic approach to job hunting, interview prep, and leveraging community resources to land a Tier 1 role.…
Jul 9, 2026 · 55:07
Adam McCaughey went from $67K in debt and living in his car, to becoming one of the most respected sales operators in the online education space. In this episode of the Double…
Jul 5, 2026 · 35:04
In this episode, Matty shares his inspiring journey from scientist and solo entrepreneur to a successful tech sales professional. Discover how leveraging existing skills,…
Jul 2, 2026 · 48:25
Dalibor Siroky, GM ANZ at Wonderful, joins Gabe Marzano to unpack how an 18-month-old agentic AI company is scaling to a billion-dollar enterprise business, 30 markets, and a…
Jun 28, 2026 · 30:33
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 Saxon land the right role.…
Jun 25, 2026 · 43:57
Tahlija Macdonald is Head of Sales Development at HiBob, where she's spent ~4 years building and leading the ANZ BDR/SDR team. After starting out in media sales, a world that…
Jun 21, 2026 · 35:56
In this episode, Lee shares his transformative journey from healthcare sales to tech SaaS, highlighting the strategic approach, leveraging AI tools, and the importance of…
Jun 18, 2026 · 46:05
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…
Jun 14, 2026 · 47:43
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.…
Jun 11, 2026 · 1:11:33
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…
Jun 1, 2026 · 26:49
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.…
May 25, 2026 · 27:51
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…
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