Your Ultimate Training Wingman

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

How online coaching works

Coaching online since 2015, for athletes whose calendars are already full.

  1. We get to know you

    An onboarding call about your goals, history and schedule.

  2. We build your plan of attack

    A periodized plan built around your life, delivered to TrainingPeaks Premium.

  3. Your workouts come to you

    Sessions sync to your watch and guide you in real time.

  4. Your data comes to us, and Black Box goes to work

    Black Box turns every device's data into clear next steps.

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 your race

Proven Results

The value of this innovative, individually responsive approach to preparing for Ironman is illustrated by the high levels of success attained by the Wingman athletes at events across the country – with multiple podium positions and countless personal bests smashed. Per illustration, a recent study on 70.3 Ironman (East London) athletes showed that Wingman male athletes performed significantly better than their non-Wingman counterparts in the event.

  • Podiums

    Multiple podium finishes at events across the country

  • PBs

    Countless personal bests smashed

  • 70.3

    Ironman East London study: Wingman male athletes performed significantly better

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