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Blockbuster was the place to be on Friday night in the ‘90s.
The anticipation would grow on those Fridays. What movie would we pick? Add popcorn to go? Maybe get two movies? It was a full experience. The days!
And then Netflix came along and disrupted the whole industry.
Blockbuster didn’t die because they were bad at renting movies. They died because Netflix saw what was coming and moved first.
Sales is the same game. The script that landed you a deal last quarter gets ignored today. Your “sure-thing” playbook gets disrupted overnight. Meanwhile, your biggest competitor is running micro-tests, deploying AI, and reaching your buyers before you even know there’s a deal on the table.
Two years ago, I watched a top-performing sales rep, someone who'd crushed quota for their company for five straight years, lose three major deals in a row.
Same pitch. Same process. Same confidence.
The buyers had changed, the market was moving underneath him, and the company. What they were looking for and how they interacted pivoted. They craved authentic conversation, not polished presentations. They expected personalization at scale, not mass-market messaging.
While he kept perfecting yesterday's playbook and what he had in front of him, his prospects had already moved to tomorrow's game.
This is the Innovator's Dilemma in sales: the very strategies that made you successful can become the reason you fail. Because in a world where buyers evolve faster than quarterly reviews, standing still is moving backward.
Was this newsletter forwarded to you?
Here’s the cold truth: you don’t lose deals because you stopped being good. You lose because you banked on what already worked, while your customers and competition leveled up faster than your playbook did.
The Innovator’s Dilemma isn’t just for tech companies or CEOs. It’s happening right now, on your sales floor.
Are you adapting, or are you perfecting a process everyone’s already moved past? We are going to dive into it this week.
Let’s dance.
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Let’s Break it Down
Clayton Christensen's research showed that 95% of innovations fail, not because they're bad products, but because companies keep optimizing what used to work instead of adapting to what works now.
In business development, it's the same trap. Your best script, your top lead source, your proven closing technique, they all have expiration dates. The problem isn't that they stop working overnight. It's that they stop working better than what's replacing them.
Sometimes, your team is stuck in its ways. They like to sell the way they like to sell.
If it ain’t broke, don’t fix it.
They hit their number, they were paid out their bonus, and they know they can hit their number again next year. They aren’t going to change a thing, no matter what you tell them.
Translation:
While you were relying on a few existing strong relationships, your competitors are mastering social selling on LinkedIn.
While you were updating your CRM, they were out building networks and speaking at professional associations.
While you were selling the same thing to your existing client and not diversifying, they were selling to your client right under your nose (and services you have too).
I worked with a sales manager who sold into the VA and hospitals, and had been doing it for 20 years. Never took any advice, but also crushed his numbers each year. Never paid attention in any sales training or learned new products or services. Just absolutely set in his ways.
He thought he was good to go, just keep riding the wave.
Until there was a change that was out of his control.
We had a CEO change, and new senior leadership came in. Our quotas went up (surprise, surprise). It was a change that was out of our control.
He couldn’t sell any more offerings into these existing accounts, and you could tell the frustration set in. His normal process for winning business wasn’t working anymore. He couldn’t introduce new or more advanced solutions, and over the years, never adapted.
He took retirement instead of pivoting.
There were lessons along the way, both for the sales manager, the leadership, and the company.
Everything Changes, All the Time
The pace of change has accelerated.
AI is redefining prospecting: Companies using AI report 50% more Sales Qualified Leads and 10-15% efficiency gains. Meanwhile, 83% of sales teams using AI saw revenue growth versus 66% of teams that weren't.
Social selling is displacing cold calling: 69% of buyers accept cold calls, but 95% of seller research workflows are expected to begin with AI by 2027, up from less than 20% in 2024.
Personalization has become table stakes: 72% of B2B customers expect personalized content, and companies excelling at personalization generate 40% more revenue from these efforts.
Digital channels dominate: 80% of all B2B sales engagements are projected to happen through digital channels by 2025, while 74% of sales professionals expect AI to redefine their roles
In-person will continue to dominate trust with new and existing clients. When the pace of change continues to move, in-person engagements help reduce risk and establish credibility more effectively
While you optimize yesterday's tactics:
Competitors capture tomorrow's buyers. They're building relationships on platforms you're ignoring, using tools you haven't adopted, speaking languages you haven't learned.
You might have learned them, but what about…your CEO, your subject matter experts, your account managers?
Customer trust erodes. When your outreach feels templated and your insights feel generic, buyers notice. 53% of bad experiences result in customers cutting their spend, and moving from a mediocre to good experience increases the likelihood to buy again by 68%.
Opportunities disappear. 85% of customer interactions are expected to be managed by AI by 2025. If you're not integrating these capabilities, you're becoming irrelevant.
Revenue stagnates. Companies leveraging AI personalization achieve 20% sales increases, while teams using modern multi-channel approaches report 2× higher customer engagement rates
Break the Cycle - A Step-by-Step Framework
Here are a few tips to really hit it out of the park when reaching out
1. Adopt an Experimentation Mindset
Dedicate 10% of your selling time to testing new approaches. Try AI-powered research tools. Test video prospecting. Experiment with LinkedIn messaging. Run micro-tests with different value propositions.
Rule: For every old tactic you perfect, try one new approach.
2. Listen to the Signal, Not the Noise
Your prospects are telling you what they want—if you're paying attention. Notice shifting objections. Track response rates. Ask buyers what influenced their decision. When someone says "this feels outdated," that's not criticism—it's intelligence.
3. Embrace Tools That Scale You
90% of knowledge workers say automation improved their jobs, and automation saves 5 hours per week on average. Stop doing manually what machines can do better. Use AI for research, automation for follow-ups, and data for insights.
4. Iterate Quickly
Build towards it, don’t jump the gun.
Don't wait for perfect. Ship, test, refine. If a new approach shows promise after 50 attempts, scale it. If it doesn't work after 100, move on. Speed of learning beats perfection of execution.
FYI…you’re not going to be perfect off the get-go. You’re gonna fail, things aren’t going to go smoothly. Fail, pivot, fix, adapt, try again, fail, try again, improve, do it again. And again. You’ll see improvements as you keep at it.
If you only try it once or two…well, that’s not going to get you anywhere…Stay at it!
5. Balance Core and Explore
Keep doing what works while investing in what's next. Maintain your proven revenue streams while building tomorrow's capabilities. Think 70% execution, 30% innovation.
Your Weekly Evolution Challenge
Pick one part of your sales process that feels stale. Your prospecting approach. Your discovery questions. Your closing technique. Your follow-up sequence.
This week, test a fresh approach:
If you cold call, try social selling
If you send text emails, try video messages
If you have industry expertise, submit for a speaking engagement at an event
If you rely on accounts for growth, start introducing additional solutions that would be of interest to your client
If you attend professional association events, ask if you can be on the board of the association (this requires energy and effort)
If you have a strong relationship with your client, ask for a referral
If you are attending networking events, start volunteering at the events
If you have a strong partner network, give them a shoutout on your social media network; it shows that you are great to work with
I can keep going, but these are easy (and most are all FREE) tactics that you can do. That just takes…effort.
Track the results. Share what you learn. Build on what works.
What the Internet Taught Me This Week
From new tools, recent trends, and market updates, here is what has been on my mind.
Nvidia says two mystery customers accounted for 39% of Q2 revenue. Check it out here
AI officiating is coming to the NFL. Will it help? Check it out here
De minimis hits the US hard. Hurts overall purchasing power in the US. Check it out here
The real danger isn't failing with something new, it's succeeding too long with something old.
Every market shift creates winners and losers. The winners are the ones who see change coming and adapt first. The losers are the ones who perfect yesterday's playbook while tomorrow's game begins.
Your clients are already evolving. Your competitors are catching up. The more proactive you are, the better positioned you will be.
Don’t get caught with your pants down.
See you next week.
Whenever You're Ready, Here are 4 Ways I Can Help You:
Unlocking Hidden Potential - Reconnecting with Past Clients for Explosive Growth - Check out my free eBook on how you can find hidden gems in your past clients and help you crush your sales goals.
Build your Sales CRM - Download our free Sales eBook on How Your Sales Team Can Maximize Your CRM Tool. Whether it’s Hubspot, Salesforce, or another CRM tool, make sure you leverage it to your advantage.
Awesome Sales Resources - Transform your sales engagement and capabilities across Social Selling, CRM, Lead Generation, Enablement, and more.
Cribworks Advisor Program - Want more than just resources? Reach out to me and see if our Advisor Program can help you grow your business.