Double Triple Tech Sales Podcast

Caelah Stanley and Gabe Marzano
  • 0.0 (0)
  • Careers
  • Updated Biweekly

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.

Episodes

  1. 2d ago

    Professional Footballer & High Ticket Closer into Tech Sales in 3 weeks

    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. Follow me on Instagram @caelahstanley ⁠#techsales⁠ ⁠#B2BSales⁠ ⁠#SaaSSales

    31 min

  2. 6d ago

    From $15k in Debt to Tech Sales Leader | Tahlija Macdonald

    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 nearly pushed her out of the industry for good, she made the jump to tech at ServiceNow and never looked back. Tahlija is passionate about one thing above all: helping people from any background break into tech sales and change their lives doing it. Chapters: 00:00 Intro & welcome 01:15 Tahlija's origin story: market stalls, retail & studying marketing 04:30 Media sales at oOh! Media — burnout, debt & nearly quitting 08:00 The friend who handed her a tech role 09:30 Marketing vs sales: why listening beats being the loudest in the room 12:00 The moment sales clicked as a career 14:30 KPIs as a tool, not pressure (& the Deloitte lesson) 17:00 Consistency over time — the sports analogy 19:00 Landing ServiceNow: the 3-month talent-pipeline interview 22:00 Big vendor vs scale-up: where should you start? 25:30 What she looks for when hiring (and the AI-polished red flag) 29:00 Cold calling, Orum & coaching with data 32:00 LinkedIn & personal brand at work 34:00 Her leadership style: extreme ownership + radical candor 37:00 Managing expectations: BDR to AE & finding your "why" 40:00 Motherhood & returning to work in tech 43:30 Final advice: there's no one "right" background for tech sales Follow on Instagram @caelahstanley Follow on LinkedIn @caelahstanley Follow on Instagram @Gabemarzano Follow on LInkedIn @Gabemarzano #techsales #B2BSales #SaaSSales #technology

    44 min

  3. Jun 21

    Medical Sales to Tech Sales ($300k+ OTE)

    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 positioning and community support in career pivoting. Chapters 00:00 Introduction to Career Pivoting 02:51 Navigating the Transition to Tech Sales 06:01 The Importance of Positioning and Profiling 08:55 Interview Preparation and Presentation Skills 12:02 Leveraging AI in the Job Search 15:03 Building Relationships with Recruiters and Hiring Managers 17:51 The Role of Community Support 20:57 Final Thoughts and Advice for Aspiring Tech Sales Professionals Follow me on Instagram @caelahstanley #techsales #B2BSales #SaaSSales #accountexecutive

    36 min

  4. Jun 18

    5x President's Club: The Elite Mindset of the Top 1% from SDR to Strategic AE with Ben Lanciano

    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

    46 min

  5. Jun 14

    Real Estate to Tech Sales BDR $170K Package In 4 weeks

    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

    48 min

  6. Jun 11

    From $16M Tech Sales AE to Cyber Founder: Duncan Simpsons path to building CyberAi

    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 @caelahstanley Follow on LinkedIn @caelahstanley Follow on Instagram @Gabemarzano Follow on LInkedIn @Gabemarzano #techsales #B2BSales #SaaSSales #technology

    1h 12m

  7. Jun 1

    How Mike Doubled His Income and Landed a Tier 1 AE Role

    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

    27 min

  8. May 25

    How Tech Sales Changed Our Lives

    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.

    28 min
  • 8 Episodes

About

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.

Information

  • Creator
    Caelah Stanley and Gabe Marzano
  • Years Active
    2K
  • Episodes
    8
  • Rating
    Explicit
  • Copyright
    © Caelah Stanley and Gabe Marzano
  • Show Website
    Double Triple Tech Sales Podcast

You Might Also Like