Balancing Encouragement and Constructive Criticism in Sales

How many times do you actually attempt to reach out to a prospect before you give up? On the Sales Gravy Podcast, Jessica Stokes calls out a common sales reality when prospecting: “We all know the average salesperson typically stops after three, maybe four attempts before moving on. We assume they're not interested. We want to find a juicier lead.” This common behavior defines The 3-Call Fallacy—the flawed belief that if someone doesn’t respond after a few tries, they’re not interested. It’s where you probably tap out and tell yourself you’ve done enough. You haven’t. Persistence is key.  Why Salespeople Quit Prospecting Too Early The premature retreat from prospecting isn't about laziness; it's rooted in fundamental misconceptions and fear. The Fear of Being Annoying The most common excuse? “I don’t want to be a pest.”  You leave a voicemail, send an email, maybe try LinkedIn, and then you back off. You tell yourself you’re giving them space. But your prospect doesn't remember you. When you're looking at your CRM thinking, "This is my sixth attempt—I'm going to tick this guy off," your prospect likely has no idea who you are. To them, today's call feels like the first time you've reached out. The Momentum Killer Spacing out your touchpoints destroys any traction you might have built. Waiting a week—or worse, a month—between messages forces you to restart every time. That familiar name? Forgotten. That compelling message? Gone. Momentum is built with consistency. Familiarity breeds trust, but only if you stay in front of them long enough to become familiar. The 4 Steps of Building a Fanatical Prospecting Sequence The fix? Being fanatical about sequencing.  It’s about consistent, well-timed, multi-channel outreach that keeps your message fresh and front of mind. Stay Consistent: Don’t let more than a few days pass between touchpoints. Regular rhythm creates recall. Think of it like a steady drumbeat—not a one-time boom. Use Multiple Channels: Your prospect may ignore emails but answer LinkedIn. Or they may screen unknown numbers but reply to a personalized video. Use all the tools available: Phone calls Emails LinkedIn messages Video messages Direct mail (for high-value prospects) Track Your True Attempt Rate: Most reps overestimate their persistence. Implement a rigorous tracking system, whether in your CRM or a simple spreadsheet, to log every single touchpoint. Reframe Your Mindset: You’re not bothering people—you’re offering help. If you believe in your product and know it can solve their problems, persistent outreach is a service, not a nuisance. The Prospecting Challenge Ready to put this into action? Take 20-50 leads and run a sequence over the next 30-45 days. Make contact attempts every few days using multiple channels. Track your progress. You’ll likely discover: Responses after 8, 10, even 12 attempts. Prospects saying things like "I'm glad you reached out again" or "I was thinking about calling you back." Booked appointments you never would have gotten with the traditional 3-call approach. 3 Common Personal Objections (And Why They're Wrong) This is where self-sabotage shows up. Let’s break down the common excuses: "I don't want to be annoying." Your prospect deleted your voicemail in 10 seconds. They're not sitting there with a map of all your attempts, getting angrier with each one. "If they were interested, they would have called back." People are busy. Interest doesn't always translate to immediate action.  "I need to focus on warmer leads." Every lead starts cold. The difference between a cold lead and a warm lead is often just consistent, value-driven follow-up. You make them warm. The Discipline Factor: Every Attempt Counts Just like you can't run a 10K after one day of training, you can't expect immediate results from prospecting. It's a cumulative effort that builds momentum over time.