1541: LinkedIn Sales Outreach & Lead Generation Using Skoop AI Video Messages with Troy Hipolito
Tired of random, low-quality LinkedIn calls or no calls at all? In this episode, Troy Hipolito (a.k.a. the “Not So Boring LinkedIn Guy” and former Swiss-Filipino gamification designer) breaks down how he helps B2B and service-based businesses turn LinkedIn into a consistent pipeline of vetted, high-value meetings. After agency work with Fortune 500 brands dried up, Troy reinvented his business using LinkedIn, combining “slow dating” relationship-building with tight systems and clear daily workflows. The result: a predictable process that leverages videos, content, events, and smart follow-up instead of spammy cold pitches and random hustle.
Troy reveals the exact framework behind Skoop, his Chrome extension and dashboard, which boosts first-message-to-booked-meeting conversions from ~3% to 21%, a 6x improvement, using short, raw, hyper-personalized videos embedded directly in LinkedIn DMs. You’ll learn how to fix a “jacked up” profile that repels your ideal clients, why you only really make money on LinkedIn in two places (content and DMs), how to structure free/low-ticket/high-ticket offers that feed each other, and how to use VAs, SOPs, and repeatable systems so you only spend 30 minutes a day recording videos while your backend runs like a machine. If you want more (and better) meetings without turning LinkedIn into a full-time job, this conversation gives you the blueprint.
Quotes:
“There’s no single silver bullet. The core is providing value, but you have to distribute that value across multiple channels.”
“LinkedIn is not a Facebook marketplace. It’s a networking domain. It’s about building real relationships, not just ‘buy my stuff.’”
“We took that first LinkedIn message from about a 3% conversion to 21%, not to a reply, but to a vetted booked meeting.”
“People don’t read; they scan. Anything more than three lines is too much. That’s why the message has to be context, content, context.”
“Slow down and ‘slow date’ your clients. The sooner you realize you’re not a fit, the sooner you can move on with clarity.”
Resources:
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