cyber monday sale

half price annual special

+ free technique ANALYSIS  

only 10 memberships! 

There is a lot of information out there about paddling training and racing, some of it good, some of it not so good. How do you know which advice you should take and which you should ignore? Everyone lives busy lives and sometimes we just don't have the time to figure out what we should be doing to maximize our limited time to improve our skills and in turn have more enjoyment.

Oscar’s many successes have inspired the paddle sports world and left people wondering how he does it. In a bid to answer these questions Oscar conducts surf ski clinics around the world, instructing paddlers how to train, race and win utilizing his methods and technique. With thousands of people already beneficiaries of Oscar’s expertise, he has left an everlasting impression on this community. After more than 20 years of clinics and coaching, Oscar now wants to assist more paddlers through his new online club and coaching platform. The platform will have options for all levels of abilities and affordability, from beginners to elite experts.

who is it for?

Oscar's club and coaching platform is for anyone who aspires to improve their paddling whether they are new to the sport or have been paddling for years.

Our sport is one of the most technical there is and without the right help and guidance, it is easy to reach a plateau where nothing you seem to do, helps you to attain your personal goal.

The technique sessions, videos, structured training plans and direct contact with Oscar offered and provided will help you break through to new levels of satisfaction and performance.

Oscar has decades of life experience, training, racing at the highest level and all the while building businesses and a family. He understands how to optimize training for people with full lives so you can effortlessly paddle faster and have fun at the same time without compromising what's important.

what's included?

Structured Training Plans

My plans are based on more than 20 years experience in helping people achieve their paddling goals through my clinics and coaching. My plans are practical solutions to fit into "real life" and you can choose from more than 25 plans to suit both your ability and the amount of time you can commit to training each week.

Video Library

Access to our comprehensive video library with our web and mobile apps. We have more than 60 drill, technique, boat handling and tips videos and are adding new videos everyone week. 

 Private Facebook Group

All members get access to the "Oscar's Club" private Facebook group. In the group we'll be socializing, having fun and answering any and all your questions about paddling. We also run live video chats with Oscar and all our members every 2 weeks.

Support and Help

Support and help from Oscar Chalupsky, 12 x Molokai World Surfski Champion and coach and technical support from the team at Training Tilt who will help you learn to use the the online platform and help with any issues you have with your account.

how does it work?

Step 1

Sign up to one of our plans and get instant access to your own online account with web and mobile apps.

Step 2

Choose the structured training plan that suits you best and apply it to your training calendar that comes with your membership. Browse the video library for dozens of drills and tips.

Step 3

Follow the plan, ask me questions for personalized support in the Facebook group. Improve your paddling performance and enjoyment.

special annual membership 

One day only

Only for Cyber Monday you can get access to Oscar's club, more than 60 videos and more than 20 training plans along with a free technique analysis from Oscar. After you signup just send Oscar a video of you paddling and he will respond with a video and voice over with a critique and suggestions for improvements of your paddle stroke and technique.

Oscar's Club

Annual Membership

$222 for an entire years membership

  •  Free personalized technique analysis
  •  Access to more than 25 training plans
  •  Choose a plan that best suits your time
  •  Race specific training plans
  •  50+ drill and technique videos   
  •  Downwind paddling video series         
  •  Nutrition tips
  •  New videos and tips added weekly
  •  Training plan and calendar tools
  •  Private Facebook group
  •  Product discounts
  •  Discounted live clinics
  •  Fortnightly live group video chat
  •  Android and iOs Apps

Happy club members

I'm Definitely getting stronger and learning to let the boat run. My technique has changed. I cant thank you enough for what I've learnt in the past couple of months.

Karen S

Nelo Summer challenge done. Probably one of my best races due to Oscar’s guidance. I really think the drills and sessions work as they are well thought out.

Willem P



What People are Saying about Oscars Coaching

sample drill and tip videos

Shoulder Drill

Correct Paddle Length

Locked Elbow Drill

Core Drill at Default