September 15, 2025

5 Simple Ways To Overcome Obstacles and Achieve Greatness

5 Simple Ways To Overcome Obstacles and Achieve Greatness

My life as a leader was never easy.

We took an early stage internet company to a BILLION IN SALES in a monopoly telephone organization.
We had to create a different culture.
We have to shed the ways of the past and cut a new audacious path.

To say there were obstacles that we had to confront would be a gross understatement.

Some of my executive peers wanted us to fail.

A new team was necessary with new skills and competencies.

It was painful.

But it was worth it.

These 5 Moves helped us overcome the pain and WIN!

#1. Overachieve — Perform at a level no one expects.
Blow your objectives away.

This is the only real way to silence those who don’t believe in your journey and would love for you to fail.

#2. Build an army of Advocates — Gather fellow believers who believe in what you are trying to achieve.

✔️Choose influencers.
✔️ Welcome breakaway champions.
✔️ Discover disruptors.
✔️ Attract contrarians.

You need an army of change to achieve anything great, so surround yourself with people who lust for being different.

#3. Create a Direct Line of Sight — Make sure that each person on your team understands exactly what they must do to deliver the intent of the organization’s strategic game plan.

Each team member must do what the strategy of the organization says.

Determine the new roles that must be performed and the current ones that must be given up.

#4. Execute. Execute. Execute — Find new ways to execute the strategy of the business more effectively.

“Cleanse the Inside” of friction that prevents the flawless delivery of your products and services.

Recruit “Human Being Lovers”.

Focus on the frontline. Discover what prevents them from doing their job the way they want to do it and FIX IT!

#5. Choose your mentor (wisely) — Look for an MBA—“Master of Business ACHIEVEMENT”.
Find more than one.

Your journey is likely to be complicated so you need as many perspectives as you can muster.

Consider these 5 Moves (which worked by the way) as your personal pain meds.

Cheers,
Roy
My Podcast Show Audacious Moves to A BILLION shares the specific Moves I made to achieve jaw-dropping growth in an insanely competitive internet business.

”The Audacious Unheard of Ways I Took a Startup to A BILLION IN SALES” is the latest in my BE DiFFERENT or be dead Book Series.

• Posted 9.15.25 at 06:00 am by Roy Osing
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