Gary Winters

Coach • Workshop Facilitator • Author

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Gary Winters
Coach • Facilitator • Author

Too often supervisors get started on the wrong foot.

They haven't been shown how to make the leap from
"individual contributor" to "being in charge."

A study by Development Dimensions International revealed:

  • 42% didn’t understand what it takes to succeed
  • Only 1 in 10 leaders were actually groomed for a management job, and
  • More than half reported that trial and error had the most influence in achieving their leadership abilities.

I created a solution. It's called:

S.T.A.R.T.

(Supervisor Transition and Readiness Training)

Since 2011, over 1,500 participants have already attended,
typically in groups of 18-25 people!

There are two full days of training with four modules

Available on Zoom!

Who Should Attend S.T.A.R.T.?

  1. People who are considering a move into a supervisory or management role. Folks who need to decide – Is this the career choice for me? Is it the path with heart?

  2. People who are about to be promoted (or are being considered for promotion) into supervision or management with the next few months – ideally, six or less.

  3. People who have just been promoted into supervision or front-line management within the last few months – ideally, three or fewer.

  4. ORGANIZATIONS who want people who are ready and prepared to tackle the transition into supervision.

What Participants Are Saying…

"START was terrific. I learned a lot, especially about the difference between change and transition."
Administrative assistant
“I value this training not only for gaining knowledge about my supervisory position, but also how to be part of a team and what it takes for a team to succeed.”
Financial analyst
“Gary is a wonderful instructor with personal anecdotes that really get everyone’s attention.”
Water plant 2nd shift lead
“What was most beneficial? The portion on ‘Practical Issues You May Face.’ The instructor gave real-world examples for every issue at hand, and he gave suggestions of the best ways to deal with those issues.”
Human Resources Compensation Specialist
“I’m happy to have confirmed that I’m not alone in my anxiety towards transitioning to a supervisory role.”
Public works crew supervisor
“Gary brings real world experience to his teaching.”
Streets Division logistics rep
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“What ELSE Your Boss Never Told You” is the sequel to the very popular “What Your Boss Never Told You.” Packed inside are more tips, techniques, and insights about the challenging, but rewarding leadership position.

“What ELSE Your Boss Never Told You” is written in a conversational tone, as though you and the author were enjoying a cup of coffee and talking about the issues that emerge for new leaders. It stands alone, and/or could be read before or after the first volume, “What Your Boss Never Told You.” You can start with any chapter and read in any order you like.

Purchase Kindle format
at Amazon now!

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if you search for a book on management, you’ll find a staggering 600,000+ books currently available. How can you narrow that down? “What Your Boss Never Told You” is the best place to start.

No textbook here – this book is short and sweet. It’s designed to help you “unpack” your new job and be effective from the first day with your new team. It contains twenty-one chapters filled with the wisdom Winters has gathered from real managers – effective, successful leaders in organizations much like yours.

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Leaders make decisions every day – big and small. Most know that if they include others in the decision-making process, the quality of those decisions – and the commitment to them – will likely improve. That said, they also know it’s impractical, if not impossible, to include others in every decision they confront.

“To Do or Not To Do” tackles the question of when to make decisions on your own, and when to involve your team. It gives you a deceptively simple but proven method to determine, when you are facing a difficult decision, how to decide how to decide.

Purchase hard back, paperback or Kindle format at Amazon now!

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Far too many meetings are dreadful, mind-numbing, energy-draining, productivity-sapping, colossal wastes of time. As someone once said, “To kill time, a meeting is the perfect weapon.”

Here’s the deal: if you’re willing to learn and apply the techniques in “So, How Was Your Meeting?”, you’ll call fewer meetings, while vastly improving the ones you do lead. They’ll take less time, have more balanced participation, produce better decisions, and result in concrete action items for follow-up afterwards.

Purchase Paperback or Kindle format at Amazon now!

Purchase At Amazon

While there are thousands of books written for people about to retire, this may be the only book for people who manage soon-to-retire employees. Written in a casual, conversational style, “Managing the Soon To Retire Employee” will give you everything you need to know to move forward with confidence and grace.

You can be successful with Sooners. It won’t happen by chance, and it’s not a matter of pulling some management “trick” out of your hat. But you can learn how to do it, and you can apply what you’ve learned right away.

Purchase Paperback or Kindle format at Amazon now!

Purchase At Amazon

Managing friends or former peers can be awkward. When you become the boss, everything about these relationships can suddenly be uncomfortable. There’s a new set of ground rules to establish – as manager, you are going be accountable for the work performance of friends or former co-workers on the team, and they are going to have to adjust to the fact that they now report to you. Everyone involved can feel awkward and hesitant about the future. 

Purchase Paperback or Kindle format at Amazon now!

Purchase At Amazon

Have you been approached by management with an offer to promote you to supervision? Or, are you mulling over the possibility for the future? Find yourself not sure whether to accept the promotion?

If so, you’ve come to the right place. Help! They Want to Make ME a Supervisor will help you sort out a very big question: Should you accept the offer to become a supervisor? Once you’ve read this book, you’ll be confident that you’ve made the best decision for you and for your organization.

Purchase Paperback or Kindle format at Amazon now!