
Your Ultimate Training Wingman
Expert, 1-on-1 multisport coaching tailored to your goals, your body, and your lifestyle.
The Wingman Way
Our professional coaches are determined to help you achieve your goals whether you want to get off the couch and tone up your lifestyle, tackle a triathlon or improve your performance in any sport on land or in water, goal smashing is what we do best!
You could be starting out or be a Professional Athlete, irrespective, we love working together with you in an all hands on deck approach to not only set your goals, but to support you in achieving them. Our online tools and state-of-the-art tech allows for us to be with you every step of the way via the Training Peaks application connected to your smart device and real time data relay for accurate performance analysis.
Three Ways to Train with Wingman
Every tier runs on the same coaching philosophy that has taken 700+ finishers across 15+ countries.
Tier 01
Team Wingman
$195/month
+ $150 onboarding
Your plan, fitted to your week. Train with a cohort chasing the same finish line, with the full Wingman team behind you.
Setup
Welcome pack: cap, race belt, water bottle ($70 value)
Plan Fit Session at signup, plan mapped onto your actual week
Full setup: TrainingPeaks, devices, zones, insurance
Training
Proven Wingman plan via TrainingPeaks
TrainingPeaks Premium account included
Race-specific cohort, training alongside your event
Coaching
Monthly team Zoom call with Stephan and the squad
Wingman WhatsApp community, group messaging
Race course preview and race-week support
Race support in person at official team races
The team
The Wingman Athlete Library: nutrition, race week, travel, data
Early access to the race calendar, race intel archive, finisher graphics
Team kit, store and monthly newsletter
Preferred pricing: Garmin, QR, TheFeed, Form, Rudy Project
Pause without penalty, plus race deferral at no charge
If you do not cross the finish line, I refund your coaching fees. The onboarding fee is not refundable.
Daily coach review of your training
Written performance reports
1:1 coach contact or personalised plan
Swim and run video analysis
Most Popular
Tier 02
Wingman Custom
$345/month
+ $250 onboarding
Your race. Your plan. And a coach in your training every single day.
Everything in Team Wingman, plus
I review your training every day and comment on your workouts
Personalised plan built around your schedule, level and goal race
Training zone management, zones updated as your fitness changes
Test Week at the start to set zones from real data
Integrated strength training
TrainingPeaks Virtual cycling platform
Coaching
Performance report at least every two weeks
Monthly 1:1 call, plus more on demand whenever you need one
Direct 1:1 messaging in TrainingPeaks, 48hr reply
Monthly swim and run video analysis
Season planning and race selection call
Race Day
Personalised nutrition and hydration plan
Personalised race-day pacing plan
Post-race review with coach input
Extras
Real-time tracking, Garmin and wearable sync
Training camp discounts, waitlist priority on Wingman One
Tier 03
Wingman One
$549/month
+ $350 onboarding
My full attention. Fortnightly deep analysis, direct access, ten athletes only.
Everything in Custom, plus
A dedicated coach, yours exclusively
Onboarding call and full tech setup before you start
Full threshold testing, zones built from test data
Coaching
In-depth report at least every two weeks
Fortnightly 1:1 call, plus unlimited calls on demand
My direct WhatsApp, same-day reply in office hours
Unlimited swim and run video analysis
Ongoing custom nutrition coaching
Long Game
Quarterly performance review
Annual season roadmap
Race-day remote support, on-site at team races
Access
Limited to ten athletes at any one time
Why choose us as your Wingman?
From Sprint to Full Triathlon | From Beginner Runner to Ultra Running | From Trail to MTB Cycling
Wingman Multisport coaches athletes worldwide for an impressive array of events from road running, open water swimming to road or mountain bike cycling. Based in South Africa and the United States of America, we specialize in triathlon coaching, including the Ironman 70.3 and Ironman distances. Our qualified triathlon coaches:
- We've been in your shoes! Our coaches know what you are going through and have years of experience in getting you to the start line in the best shape ever. Our coaches can be Drill Sergeants, Hand holders or Cheerleaders, whatever method will work best for you.
- Our coaches can restructure your workouts and training plans when you get sick, travel or having to deal with real life stresses like sick kids, work deadlines, etc.
- Remove the guesswork. Let the experts navigate the technical stuff while you just focus on one workout at a time, saving you time and energy.
What will it mean for me?
- Guidance and regular feedback to avoid “junk miles” and ineffective training which defies the purpose of working out
- Keeps you accountable
- A coach will help determine the correct types, intensity, frequency and duration of workouts that suits your lifestyle which, is super important in order to peak at the right time
- You'll have a planned season with realistic, attainable goals
- You are way more likely to reach your goals by leveraging the skills of a professional coach
- A coach will ensure there is a healthy balance between getting fitter, fatigued, adapting and being fresh for you’re a race


