How to Generate Better B2B Leads That Convert (Ask Jeb)

Wes from Flower Mound, Texas, has a familiar challenge: how to attract more qualified B2B leads and convert them before they slip away. He’s already tried a variety of channels, including inside sales, social media, and email, but is struggling to ramp up both volume and quality. Below are the key insights from our conversation, along with practical strategies to multiply your lead count and build a system that secures face-to-face meetings with the right buyers. Why a Multi-Channel Strategy Matters There’s rarely a single magic trick that opens the floodgates of perfect leads. In B2B lead gen often requires multiple touch points before prospects even see why they need to talk to you. A blend of outbound prospecting, inbound content marketing, and nurturing activities generally works best. The sum of these efforts can accelerate your pipeline more effectively than leaning on one channel alone. Lead with Pain-Focused Messaging If you expect busy decision-makers to respond, talk about their pain—not your credentials. It’s easier to draw someone in by asking a question they can’t ignore: “Is high turnover costing you millions in lost productivity?” or “Has rapid growth left your culture in shambles?” The goal is to make them nod in agreement before they realize they’re reading a marketing pitch. That’s when they self-select into your funnel and become receptive to a follow-up call. Close the Speed-to-Lead Gap Wes wanted advice on better leads, but high-quality leads can still go cold if your response lags. Once someone opts in or fills out a form, you have a limited window to capitalize on that interest. Even a 30-minute delay can drop contact rates dramatically. Set strict targets for response time and measure them. Make phone calls the first touch whenever possible, not a generic email. Remind them that prospects seeking help have a pressing trigger event—act fast, or they’ll move on. Enhance Leads With Thought Leadership Touches Because B2B solutions aren’t often top-of-mind until there’s an obvious buying window, thought leadership and content marketing are critical. Position your business as a problem-solver. Short webinars, white papers, or case studies can showcase real transformations you’ve facilitated. Offer timely webinars on pain points you see trending in your market. Gate them with a simple registration form to capture new leads. Follow up quickly, ideally within hours, to schedule a deeper conversation. Stay Narrow on Your Ideal Customer Profile Wes asked whether to target a handful of organizations deeply or go wide. In B2B, sales randomness is the enemy of effectiveness. Identify the types of companies—size, leadership style, growth trajectory—that consistently need your help. Zero in on those decision-makers who likely hold budget authority, whether that’s a CEO, COO, or line-of-business leader. Aim higher first and multi-thread down later, if needed. Ace the Last Mile It’s one thing to get leads in the door and another to turn them into appointments. That “last mile” is where your marketing spend either pays off or gets wasted. By the time leads get to you, they’re often aware of a problem. Your job is to connect that problem to a tangible path forward: Coach reps to identify the pain, clarify it, and propose a next step. Track and revisit call recordings or email exchanges to spot recurring objections. If you see a pattern—like pricing concerns—equip your team with a fast, concise way to handle it without sinking the opportunity. Keep Tweaking and Testing Even the most robust strategy will fade if you aren’t iterating. Launch new ad campaigns in short sprints, measure cost per lead, and pivot quickly if the numbers don’t add up. Tweak email subject lines and social copy. Identify high-potential communities (like certain LinkedIn groups or niche events) where your target ICP congregates. Expect to experiment regularly to keep your funnel act...