Online Coaching
Online Coaching, Done Properly Since 2015
Wingman Multisport has coached athletes online since 2015, long before the rest of the world discovered Zoom.
- Coaching online since 2015
- 700+ athletes
- 15+ countries
Today we work with 700+ athletes in more than 15 countries, with hubs in the USA, UK and South Africa. Most of them have demanding careers, busy families and calendars that would make an air traffic controller nervous.
That's exactly who we built this for.
How does online coaching actually work?
We get to know you
It starts with an onboarding call on your preferred video platform. We dig into your goals, available training time, history, strengths, weaknesses and the realities of your work and travel schedule.
No cookie-cutter questionnaire, a real conversation.
We build your plan of attack
Your online triathlon coach designs a structured, periodized plan around your life and delivers it to your TrainingPeaks® Premium account, included with every Wingman plan.
Your workouts come to you
The TrainingPeaks app shows your daily, weekly and monthly calendar and syncs workouts straight to your watch. For indoor sessions, every Wingman plan includes TrainingPeaks Virtual, so your bike workouts load automatically into immersive virtual courses with no extra subscription required.
During each session your device guides you in real time: target pace, power or cadence on screen, with alerts nudging you up or down. Think of it as your coach riding shotgun, minus the small talk.
- Garmin
- Wahoo
- COROS
- Apple Watch
Your data comes to us, and Black Box goes to work
Meet Black BoxHit "save" and your session lands with your coach automatically. That's where most coaching stops. Ours is just getting started.
Wingman Black Box
The closest thing to a performance lab you can carry on your wrist
Black Box is our proprietary analysis engine. It connects to every device, wearable and sensor you train with (GPS watch, power meter, heart rate strap, smart trainer, sleep and HRV tracker, smart scale) and fuses it all into one clear picture of you as an athlete.
Most athletes have mountains of data and no idea what it means. Black Box connects the dots, so your coach can spot a problem before it becomes an injury, adjust your training to what your body is actually telling us, and set clear next steps.
Boardroom-grade reporting on the one asset that funds everything else: you.
Black Box · What it tracks
LiveCompliance
Are you doing the work as prescribed, or freelancing?
Fitness
How your aerobic engine is building over time.
Fatigue
The training load you're carrying right now.
Form
Overreaching, absorbing the work or primed to race.
HRV
Your nervous system's honest verdict on how recovered you really are.
Sleep
The most underrated performance enhancer, and the one executives cut first.
Weight
Body composition trends over time, not one bad Monday on the scale.
Why choose an online triathlon coach?
Train on your schedule
5am before the board meeting or 9pm in a hotel gym. No squad session to miss.
Train from anywhere
Your coach travels with you, wherever business takes you.
Proven expertise
Our coaches hold IRONMAN, USA Triathlon and TrainingPeaks certifications and have raced the distances themselves.
Built around your goals
Every plan is designed by our coaches, with full individualization on Wingman Custom and Wingman One.
Insight, not just data
Black Box turns the numbers from every device you own into decisions: what's working, what needs adjusting and what comes next.
Direct access
Reach your coach by text, WhatsApp, Signal or Telegram. Your choice.
Serious value at every level
Three tiers, one standard of coaching, with TrainingPeaks Premium and TrainingPeaks Virtual included in all of them. Upgrade any time.

A team worth racing with
We gather for camps, tours and destination races. We once had 75 athletes racing together in Wingman kit at an IRONMAN Continental Championship and won the Tri Club Division. The esprit de corps is real, and so are the post-race stories.
Find your fit
Every athlete is different, so is every calendar and every budget. Three coaching tiers, all with TrainingPeaks Premium, TrainingPeaks Virtual and Wingman Black Box included.
Tier 01
Team Wingman
£150/month
+ £115 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
£275/month
+ £195 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
£399/month
+ £275 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
All plans include a one-time onboarding fee and are backed by our Finish-or-Refund guarantee: you do the work, we get you to the finish line.
Still on the fence?
Fair enough. Big decisions deserve due diligence. Reach out to one of our coaches for a no-pressure chat and find out whether online coaching is the edge you've been missing.