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Jon Alwinson
is a
Award-Winning Sales Leader
Rookie of the Year, Founder’s Award, President’s Club
Expert Coach & Mentor
Connect with Jon for 1-on-1 or group coaching
Presenter & Keynote Speaker
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JON’S BOOKS
Relentless Sales
The first step of your journey in growing your skillsets for sales starts now!
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Relentless Sales Resource Guide
The first step of your journey in growing your skillsets for sales starts now!
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Two Brothers and a Lawn Mower
A heartwarming story of hard work, perseverance, and teamwork!
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Two Brothers and a Lawn Mower: Coloring Book
Now a coloring book!
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Recent Posts
Sales Mistake #7: Time Management
(From the 7-Part Relentless Sales Mistakes Series on jonalwinson.com ) Most sales reps don’t have a closing problem. Instead, they have a calendar problem. Here’s the truth: You can’t build long-term sales success if you’re spending your time in the wrong places. 📉…
Sales Mistake #6: Poor Internal Communication.
Stop Waiting for Permission. Start Leading Through Communication. Why It Matters: Sales reps who consistently win aren’t just great with customers—they’re also excellent at internal communication. They escalate issues early, and they activate organizational resources…
Sales Mistake #5: Talking Too Much.
Have you ever sat across from a rep who knows their stuff—but just won’t stop talking? I know first-hand, because I struggled with this early in my sales career. The excitement and nervous energy to close the deal, makes us salespeople forget that asking good…
Sales Mistake 4: What’s the REAL Number? Understanding the Competitive Gap
Too many salespeople guess or assume they know the difference between their offer and the competitions. That guess? It’s usually wrong. In a recent negotiation, we nearly walked away, concerned that we might be priced way too high. But when we slowed down and dug into…
Sales Mistake #3: You’re Still the Star of the Show (When Your Customer Should Be)
Too many salespeople are walking into meetings still thinking they need to be the hero. They talk too much about their products, their features, their company…And not nearly enough about their customer’s world, challenges, and goals. Here’s the truth: Great…
Sales Mistake #2 – Unclear Objectives & “Ask”
If you’re walking into customer meetings without 3 clear objectives, you’re not selling—you’re hoping. Too many sales reps ‘wing’ their customer engagements. They show up with energy, enthusiasm, and knowledge—but no clear purpose. And here’s what happens: They leave…
7 Sales Mistakes to Avoid: Mistake #1
No Plan, No Progress “You can’t hit a target you never set.” — Relentless Sales, Chapter 7 One of the fastest ways to underperform in sales is simple: wing it. I see it all the time. Good, hard-working salespeople starting the week full of energy and good…
Stop Selling for Your Identity—Start Selling from It
One of the biggest mindsets shifts I wanted to get across in Relentless Sales is this: You don’t need to prove who you are through sales. You need to let who you are drive how you sell. Too many sellers tie their self-worth to the outcome of a deal. I Won the Deal =…
FULLY COMMITTED
At the end of the day, the answer in sales is always the same: new business generation. Whether it’s growing our market share with our best customers or closing new opportunities, that’s how we make it happen this quarter — and this year! That said, growth doesn’t…









