Chicago Running Coach

We coach the whole person, not just the runner.

100+ athletes coached
Tahoe 200 & Cocodona 250 finishers
100-mile, 50-mile & dozens of marathon finishers
21 years of running experience

Chicago running coach Ally Gregory training with athlete

A coaching philosophy that considers the whole person

I've spent 20 years running trails and coaching runners, and if there's one thing I've learned, it's that the training plan is never really just about the training plan. I'm Ally Gregory, and as a Chicago running coach specializing in trail,ultra and marathon running and guiding new runners, I coach the whole person, because sustainable running success comes from balancing fitness, life, and fun, not just chasing splits.

Who we coach

  • Life transition runners

    • Postpartum mothers returning to fitness
    • Injury comeback and rehabilitation
    • Career change fitness goals
    • New runners building lifelong habits
    • Forever curious runners 
  • Goal driven athletes

    • First-time 5K to marathon runners
    • Ultra marathon aspirants (50K to 200+ miles)
    • Trail running beginners
    • Time goal chasers and PR seekers
    • Physical fitness test preparation

Turn it up a notch

Looking for a Chicago running coach to help hold you accountable? Make you laugh? A running coach to help you be your best self? If this sounds like you, you're in the right place.

Coaching Plans For Everyone

Whether you're a new or experienced runner, trail runner or ultrarunner, our Chicago running coaching plans are meant to set the individual up for success both in running and in life. With an overdose of humor and a healthy dose of experience, we help our runners accomplish their goals.

What to Expect

Expect to work hard, laugh, and perhaps fall in love with the running or at least not detest it so much. 

  • Goal assessment and timeline planning

  • Weekly Communication

  • Current fitness and experience evaluation

  • Nutrition guidance

  • Plan selection and customization

  • Direct Feedback on all runs

Why choose cuss

  • I've spent 20 years running and 8 years coaching. I've personally guided over 100 athletes, regular people with jobs, kids, and full lives, to finish lines at Cocodona 250, Tahoe 200, and everything from first 5Ks to 100-milers.
  • Inclusive approach: All bodies, all paces, all goals welcome
  • Community support: Join the CUSS family of runners who cheer each other on
  • Flexible and fun: Serious about results, not serious about taking ourselves too seriously
  • Holistic approach: We coach the whole person, not just the runner

VIRTUAL & IN-PERSON cHICAGO RUNNING COACH OPTIONS

All of our coaching plans include personalized nutrition guidance to fuel your runs and recovery, plus strength training plans designed specifically for runners to keep you injury-free and strong.

1:1 Virtual Coaching

Most Popular

$125/per month

Comprehensive virtual coaching for dedicated runners across the country and in Chicagoland.

Includes:
  • Fully customized training plans
  • Race planning and strategy
  • Nutrition guidance and meal planning support
  • Strength training plans tailored to your goals
  • Weekly coaching calls
  • Unlimited text/email support
  • Training log analysis and adjustments
  • Mental coaching and motivation
  • Pre-race strategy sessions
  • Post-race analysis and celebration
  • All the laughs along the way
  • Access to CUSS community support

Best For:

Committed runners training for specific goals, from 5Ks to ultras

IN-person

#1 in Chicago

$250/per month

Get the full CUSS experience with face-to-face coaching in the Chicago area.

Includes:
  • Everything in Virtual Coaching, plus:
  • Local trail and route guidance
  • Weekly in-person training sessions
  • In-person race support and cheering
  • Real-time form analysis and correction
  • Access to CUSS group workouts
  • Group training opportunities
  • Priority race registration for CUSS events

Best For:

Chicago-area runners who thrive on in-person connection and guidance. Think of it like a personal trainer but running focused.

Life & Running Coaching

Premium

$500/per month

Our premium package combining running performance with life coaching.

Includes:
  • Weekly life coaching sessions
  • Goal setting beyond running
  • Work-life-training balance strategies
  • Stress management techniques
  • Mindset coaching
  • Accountability for life goals
  • Holistic wellness approach
  • Priority access to Coach Ally

Best For:

Runners looking to excel in all areas of life, not just running

Get Coaching

Ready to start your journey? Every coaching relationship begins with a free 30-minute consultation where we'll discuss your goals, assess your needs, and make sure we're a good fit. Already know CUSS is your people? Skip the call and jump straight in.

Schedule your free consultationStart Your Training Now

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