Master System Five in the Heart of Chicago!

The purpose of the Spring Boot Camp is to bring together a group of select Windward System Five clients to learn & network in a unique & fun environment.

Through this experience, you will discover the most effective ways to utilize System Five across numerous applications, which will significantly improve your business's operations.

Learn from the experts and network with other System Five Users.

Only $1,349 per seat!

Register today to reserve your seat(s) before this event sells out.

Who should attend?

Anyone in your organization that regularly uses Windward System Five is an excellent candidate to attend this event. 

And bringing more than one team member to learn together definitely increases the impact of the training -- and the value of your investment.

Your Account Manager will be pleased assist you with hotel and flight recommendations. Contact us today: +1 (800) 663-5750


Keynote Speaker

2019 Windward Spring Boot Camp


Windward Software is thrilled to announce that Katherine Adamek, two-time Olympic medalist, will serve as Keynote Speaker for the 2019 Windward Spring Boot Camp.

Drawing upon her Olympic successes, Katherine teaches Performance Mindset skills to high performing individuals and organizations.

Keynote Speaker

Windy City

Each Boot Camp seat includes:

● Two full days of live, interactive training from System Five experts.

● Enjoyable team activities that are unique to Chicago! Have fun exploring the city with us outside of the classroom.

● Tickets to the Barrel Run Prohibition Tour and Baseball Game are included with your registration.

● Continental breakfasts & delicious catered lunches.


Book now! Seats are limited.

Download printable directions to the 2019 Spring Boot Camp

Download a printable Spring Boot Camp schedule!

Spring 2019 Boot Camp Schedule

Monday, May 20, 2019

"Break The Ice" Activities

Barrel Run Prohibition Tour

4:00 p.m. - 7:00 p.m

No cost for Boot Camp attendees.

Pick-up at Windward Offices (33 N. Lasalle St.)

Drop off at Fado Irish Pub

Fado Irish Pub

7:15 p.m. - 9:00 p.m.

100 West Grand Avenue

Dinner & Drinks



Tuesday, May 21, 2019

Spring Boot Camp - Day One

Continental Breakfast

7:30 a.m. - 8:30 a.m.

Welcome & Introductions

8:30 a.m. - 8:45 a.m.

Ways to Improve Your Daily Efficiencies

8:45 a.m. - 10:00 a.m. (1hr 15min)

15 Minute Power Break

The Importance of Integrity Checks

10:15 a.m. - 11:15 a.m. (1hr)

Catered Lunch

11:15 a.m. - 12:00 p.m. (45min)

Keynote Speaker

Katherine Adamek

2 x Olympic Medalist

"Fix Your Mindset"

12:00 p.m. - 1:00 p.m. (60 min)

The Power of CRM

1:00 p.m. - 2:00 p.m. (1hr)

15 Minute Power Break

How to Design Effective Forms

2:15 p.m. - 3:15 p.m. (1hr)

15 Minute Power Break

New & Upcoming Features

3:30 p.m. - 4:30 p.m. (1hr)


6:00 p.m. - 8:30 p.m.

702 W Fulton St.

Dinner & Drinks


Wednesday, May 22, 2019

Spring Boot Camp - Day Two

Continental Breakfast

7:30 a.m. - 8:30 a.m.

Guest Speaker

Omega Processing

8:30 a.m. - 9:30 a.m. (1hr)

15 Minute Power Break

Physical Inventory Counts Made Easy

9:45 a.m. - 10:45 a.m. (1hr)

15 Minute Power Break

Mastering the Art of Reporting

11:00 a.m. - 12:00 p.m. (1hr)

Catered Lunch

12:00 p.m. - 1:00 p.m. (1hr)

All About Purchasing

1:00 p.m. - 2:00 p.m. (1hr)

15 Minute Power Break

Streamline Your Invoices

2:15 p.m. - 3:15 p.m. (1hr)

15 Minute Power Break

Questions & Answers

3:30 p.m. - 4:30 p.m. (1hr)

Old Crow Smokehouse

5:30 p.m. - 7:00 p.m.

3596 N. Clark St.

Dinner & Drinks

Major League Baseball

7:00 p.m. - 10:00 p.m.

No cost for Boot Camp attendees.

Cubs vs. Phillies, Wrigley Field

1050 W. Addison St.


Spring Boot Camp Cancellation Policy


Attendees who provide notice of cancellation by March 20, 2019 will receive a full refund of their paid fees.

Cancellations that occur after this date will not receive a cash refund, but will instead receive a Windward credit equal to the amount paid.

Be sure to contact your Account Manager at +1 (800) 663-5750

Boot Camp

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Management Software for yourself!

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1 (250) 492-8888

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