Roy's Blog: Audacious Moves
November 2, 2026
SAVED. THEN. SQUANDERED.

š Audacious Move⢠of the Week
SAVED. THEN. SQUANDERED.
Businesses are investing heavily in AI productivity tools to automate work, save employee time and improve efficiency.
But realizing a return on investment (ROI) from AI requires more than measuring hours saved.
It requires clear accountability for turning those productivity gains into measurable business results.
š¤ Congratulations. Youāve Saved 100 Hours.
A recent Gartner Report found that only 21% of employee time freed by AI is being redirected toward more innovative work.
Think about that.
Companies are investing heavily in artificial intelligence.
Automating work.
Eliminating tasks.
Saving thousands of employee hours.
And celebrating their productivity gains.
Wonderful.
But I have one question.
WHO OWNS THE TIME YOUāVE SAVED?
Because if nobody owns it, nobody is accountable for what happens to it.
And thatās a BIG problem.
š„ The Missing Line on Your Scorecard
Organizations meticulously track AI investments.
Software costs.
Implementation expenses.
Hours saved.
Productivity improvements.
But once those hours are saved?
They disappear.
Absorbed by meetings.
Swallowed by routine activities.
Consumed by more of the same.
SAVED. THEN. SQUANDERED.
Imagine investing $1 million in new equipment and having no plan for what it would produce.
Ridiculous.
Yet thatās essentially what businesses risk doing with the capacity AI creates.
š¦ Enter The Strategy Hawkā¢
In my BE DiFFERENT Growth Playbookā¢, The Strategy Hawk⢠is responsible for making damn sure the Strategic Game Plan⢠gets EXECUTED.
Not admired.
Not discussed endlessly.
EXECUTED.
And AI productivity gains create a new challenge for the Hawk.
When technology frees up 100 hours, the Hawk doesnāt simply applaud the savings.
The Hawk asks:
WHO gets those hours?
WHAT Strategic Game Plan⢠priority will they advance?
WHAT results must they deliver?
WHEN will we see them?
WHO is accountable for delivering them?
Then the Hawk follows through.
Challenges.
Tracks.
Intervenes.
Calls the Audible⢠when necessary.
Because time saved without strategic direction is simply an opportunity to waste more time.
AI creates the capacity.
The Strategy Hawk⢠makes sure it gets used to execute the strategy.
š„ Stop Celebrating the Wrong Thing
Hereās what bothers me about the AI productivity conversation.
Weāre celebrating the INPUT.
Hours saved.
Tasks eliminated.
Costs reduced.
But where are the strategic RESULTS?
The new revenue?
The improved customer experience?
The growth opportunities created?
The competitive advantage strengthened?
Those are the results that deserve applause.
And The Strategy Hawk⢠should be relentless in demanding them.
Because the objective isnāt to become more efficient at doing business.
Itās to become more effective at WINNING business.
STOP CELEBRATING HOURS SAVED.
START DEMANDING RESULTS CREATED.
SAVED. THEN. SQUANDERED.
Donāt let it happen.
š Want more Audacious Movesā¢?
šļø Listen to Audacious Moves to a BILLION⢠for practical, contrarian ideas for building an extraordinary business.
āš» Explore more articles, ideas and proven tools at BE DiFFERENT or be dead.
Extraordinary businesses arenāt built by ordinary decisions.
Theyāre built one Audacious Move⢠at a time.
Now go make yours.
Cheers,
Roy

- Posted 11.2.26 at 06:00 am by Roy Osing
- Permalink
October 26, 2026
FRICTION. ISNāT. LOYALTY.

š Audacious Move⢠of the Week
FRICTION. ISNāT. LOYALTY.
Customer retention strategies built around subscription traps, cancellation friction and complicated exit processes arenāt creating genuine customer loyalty.
Theyāre disguising customer dissatisfaction.
š„ Governments Are Getting Fed Up
On October 1, 2026, New York City introduced a new Click-to-Cancel Ruleā targeting businesses that make it unnecessarily difficult for customers to cancel subscriptions.
Businesses can now face fines starting at $525 per violation in New York, and could reach as high as $3,500 for repeat offenders.
Think about that.
Weāve reached the point where governments have to intervene to stop businesses from trapping their own customers.
What an indictment of business strategy and customer service.
And an even bigger indictment of how some organizations define customer loyalty.
š„ Congratulations. Youāve Trapped Another Customer.
Thereās a disturbing practice in business today.
Make it ridiculously easy for customers to buy.
Then make it bloody difficult for them to leave.
Sign up in seconds.
Cancel through a maze of instructions, automated messages and retention specialists.
And when the customer finally gives up trying?
Celebrate another successful renewal.
What a load of CRAP.
Youāve retained the revenue.
But have you retained the CUSTOMER?
Thereās a BIG difference.
ā¤ļø Build Barriers to Customer Exit⢠That MATTER
In my BE DiFFERENT Growth Playbookā¢, I advocate building Barriers to Customer Exitā¢.
But Iām NOT talking about making cancellation difficult.
Iām talking about creating experiences so extraordinary that customers donāt WANT to leave.
Unexpected Acts of CARING.
Solving problems competitors wouldnāt touch.
Making customers FEEL special.
Giving them something they canāt get anywhere else.
Thatās what customers CRAVE.
Not another loyalty program.
Not another complicated contract.
And certainly not another cancellation obstacle.
The objective is to become The ONLY One⢠who delivers the experience your chosen customers desire.
Thatās how you build genuine customer loyalty.
āļøāš„ Stop Measuring Captivity
Businesses obsess over customer retention rates.
Low churn.
High renewals.
Long customer relationships.
Lovely numbers.
But hereās the question nobody wants to ask.
How many customers are staying because they WANT to?
And how many are staying because leaving is simply too much trouble?
The other represents captivity.
So ask yourself:
āIf every customer could leave us effortlessly tomorrow, how many would CHOOSE to stay?ā
Thatās the number that matters.
Then talk to customers whoāve recently cancelled.
Discover what they stopped valuing.
What disappointed them.
What they CRAVED that you failed to deliver.
And FIX something.
Because extraordinary businesses donāt need to trap customers.
They create experiences customers would HATE to lose.
Make leaving EASY.
Make staying IRRESISTIBLE.
FRICTION. ISNāT. LOYALTY.
š Want more Audacious Movesā¢?
šļø Listen to Audacious Moves to a BILLION⢠for practical, contrarian ideas for building an extraordinary business.
āš» Explore more articles, ideas and proven tools at BE DiFFERENT or be dead.
Extraordinary businesses arenāt built by ordinary decisions.
Theyāre built one Audacious Move⢠at a time.
Now go make yours.
Cheers,
Roy

- Posted 10.26.26 at 06:00 am by Roy Osing
- Permalink
October 19, 2026
SPRAY. DOESNāT. PAY.

š Audacious Move⢠of the Week
SPRAY. DOESNāT. PAY.
B2B lead generation is drowning buyers in AI-generated outreach, generic sales messages and irrelevant LinkedIn prospecting.
The problem isnāt a shortage of leads. Itās a shortage of relevance.
š£ Everybody Wants MORE Leads
More prospects.
More LinkedIn connections.
More cold emails.
More AI-generated sales messages.
More marketing campaigns.
And now technology makes reaching thousands of potential customers ridiculously easy.
Wonderful.
But hereās my question.
Are you reaching more people who actually MATTER to your growth?
Or are you simply getting better at bothering people who couldnāt care less?
Thereās a BIG difference.
šÆ Your WHO Is NOT Everybody
When I was building a startup into a business with more than A BILLION in annual sales, we couldnāt afford to chase everyone.
We had to make choices.
Thatās why my Strategic Game Plan⢠starts with HOW BIG?
What revenue growth do we want over the next 24 months?
Then comes the critical question.
WHO do we intend to SERVE to achieve it?
Not everybody who might buy something.
Not everybody who responds to a LinkedIn message.
The specific Customer Groups with the potential to deliver HOW BIG.
And hereās the uncomfortable part.
Choosing WHO to SERVE also means choosing WHO NOT to pursue.
Most businesses donāt have the guts to do that.
šŖ Stop Confusing Sales Activity With Buyer Engagement
Salespeople get celebrated for activity.
Cold calls made.
Emails sent.
LinkedIn prospects contacted.
Meetings booked.
Marketing people celebrate lead generation.
Impressions.
Clicks.
Engagement.
Lovely numbers.
But activity isnāt growth.
And AI-powered prospecting can make the problem worse by generating even MORE irrelevant outreach.
Your objective isnāt to build the biggest prospect list.
Itās to build the RIGHT one.
ā¤ļø Buyer Relevance Begins With What Customers CRAVE
Once youāve chosen your WHO, the real work begins.
Not simply what they need.
What they desire.
What frustrates them.
What makes them FEEL valued.
What would make them choose you over everyone else?
Then craft your ONLY Statement⢠around delivering what matters most to them.
Thatās how you become The ONLY Oneā¢.
Not by sending more sales messages.
Not by shouting louder on LinkedIn.
By becoming MORE relevant to the people youāve deliberately chosen to serve.
š„ Put Your Prospecting Strategy to the Test
Take your last 50 sales pursuits.
Ask three questions.
1. How many targeted Customer Groups capable of delivering HOW BIG?
2. How many demonstrated an understanding of what those customers CRAVE?
3. How many gave those customers a compelling reason to choose YOU?
If the answers embarrass you, good.
Youāve discovered something worth fixing.
Stop wasting energy on prospects who donāt fit your Strategic Game Planā¢.
Redirect it toward the critical few who do.
Because when everyone is your prospect, nobody is your priority.
SPRAY. DOESNāT. PAY.
š Want more Audacious Movesā¢?
šļø Listen to Audacious Moves to a BILLION⢠for practical, contrarian ideas for building an extraordinary business.
āš» Explore more articles, ideas and proven tools at BE DiFFERENT or be dead.
Extraordinary businesses arenāt built by ordinary decisions.
Theyāre built one Audacious Move⢠at a time.
Now go make yours.
Cheers,
Roy

- Posted 10.19.26 at 06:00 am by Roy Osing
- Permalink
October 13, 2026
TRACKING. KILLS. TRUST.

š Audacious Move⢠of the Week
TRACKING. KILLS. TRUST.
Employee monitoring and customer service scorecards can undermine the very behaviour that creates extraordinary customer experiences.
š„ You Canāt Measure Your Way to Caring
Weāve become obsessed with measuring everything.
Every customer interaction.
Every word spoken.
Every second spent.
Every procedure followed.
And now AI can monitor practically every aspect of the customer conversation.
Wonderful.
Or is it?
Weāre getting better at measuring customer service without necessarily getting better at SERVING customers.
Thereās a BIG difference.
ā¤ļø Customers Donāt Crave a Perfect Score
Think about the last time you had a serious problem with a company.
Did you care whether the employee followed the approved script?
Or completed the transaction within the prescribed time?
Of course not.
You wanted someone who actually gave a damn.
Someone who understood your problem.
Someone who cared enough to find a solution.
Someone who made you FEEL that you mattered.
Thatās what customers CRAVE.
Not another perfectly executed corporate procedure.
š„ The Goosebumps Connection
Iāve always argued that organizations need to Hire for Goosebumpsā¢.
Recruit Human Being Lovers.
People who genuinely love making someoneās day.
People who instinctively want to help.
YOU CAN TEACH THE SKILL. YOU CANāT TEACH THE WILL.
But hereās the problem.
You can hire the most extraordinary Human Being Lovers on the planet.
Then destroy their effectiveness by forcing them to behave like programmed robots.
Follow the script.
Meet the target.
Obey the policy.
Donāt take too long.
Donāt make exceptions.
Congratulations.
Youāve just hired someone who LOVES humans and created an environment that prevents them from showing it.
How stupid is that?
š Your Operating System Is the Culprit
This is why the BE DiFFERENT Growth Playbook⢠doesnāt stop at creating a Strategic Game Planā¢.
You have to OPERATE IT.
Bake differentiation into the way your organization actually works.
If your strategy promises Dazzling Momentsā¢, your operating system must make them possible.
Build an Organizational Instinct⢠to solve customer problems rather than defend policies.
Practice Say YES!ā¢.
Give frontline people the freedom to solve problems.
And measure what actually matters.
Not script compliance.
Not transaction speed.
Did we solve the customerās problem?
Did we make them FEEL cared for?
Did we give them a reason to stay?
Iām not against measurement.
Iām against measuring the wrong damn things.
Because extraordinary service doesnāt come from watching people more closely.
It comes from giving the RIGHT people the freedom to do extraordinary things.
Hire people who love humans.
Build an operating system that lets them prove it.
You canāt monitor someone into giving a damn.
š Want more Audacious Movesā¢?
šļø Listen to Audacious Moves to a BILLION⢠for practical, contrarian ideas for building an extraordinary business.
āš» Explore more articles, ideas and proven tools at BE DiFFERENT or be dead.
Extraordinary businesses arenāt built by ordinary decisions.
Theyāre built one Audacious Move⢠at a time.
Now go make yours.
Cheers,
Roy

- Posted 10.13.26 at 06:00 am by Roy Osing
- Permalink