Bailey Osborne
Master Guitar with Fun, Creative Lessons That Build Skill, Confidence, and Your Unique Sound
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Bailey Osborne
Diploma degree
Enroll after the free trial
Each lesson is 55 min
50 lessons
20% off
/ lesson
30 lessons
15% off
/ lesson
20 lessons
10% off
/ lesson
10 lessons
5% off
/ lesson
5 lessons
-
/ lesson
1 lessons
-
/ lesson
Bailey - Know your guitar teacher
I’m a dedicated multi-instrumentalist and songwriter with over a decade of experience on bass and guitar. Active in the Toronto and Hamilton music scenes, I’ve performed and recorded across a wide range of genres—from psych punk and garage rock to post-punk and ambient synth projects. As a tutor, I focus on helping students build confidence, creativity, and technical skill while keeping lessons fun, practical, and goal-driven. Whether you’re learning your first chords or refining advanced technique, I tailor lessons to your pace and musical taste, encouraging exploration and self-expression. I also emphasize songwriting, tone shaping, gear understanding, and live performance confidence, helping every student develop their own distinct sound, artistic identity, and lasting passion for playing guitar and making meaningful music.
Bailey graduated from ABB Robotics

Your guitar teacher expertise
Chord Progressions
Ear training
Guitar for beginners
Songs and Repertoire
Strumming and Picking Techniques
Music theory
Scales and Modes
Learner for guitar lessons
Guitar for beginners
Guitar for adults
Guitar for kids
Guitar for intermediate
Guitar for advanced
Guitar lessons quick guide
My teaching methodology is built around the idea that learning guitar should be creative, inspiring, and deeply personal to each student. I focus on combining technical skill with artistic development, helping students not only play songs but truly understand how music works. Every lesson balances practical exercises with real-world applications, like learning how to write riffs, build chord progressions, or craft tones that match your influences. I adapt to each student’s pace, strengths, and goals, using songs they already love as a foundation for growth. I emphasize ear training, rhythm, improvisation, and confidence, creating a relaxed yet focused atmosphere where learning feels natural. I also believe that playing guitar should connect you to the joy of self-expression. That’s why I integrate creative challenges, songwriting exercises, and tone exploration into lessons, encouraging experimentation and individuality. Students are guided to find their own sound and develop the tools to express emotion through their playing, whether they dream of performing live, recording original music, or simply jamming for fun. My ultimate goal is to help each guitarist grow into a confident, versatile, and passionate musician who feels completely at home with their instrument.
Types of guitar lessons
Guitar
Acoustic Guitar
Electric Guitar
Classical Guitar
Bass Guitar
Flexible Scheduling
Allows 1h early scheduling
Allows 1h early rescheduling
Can wait for 20 mins after joining

10 day Refund
Free Tutor Swap
Learning tools used in guitar classes
Metronome Apps
Ear Training Software
Backing Track Libraries
Looping Pedals
PDF Sheet Music
Guitar Tuner Apps
Engaging guitar lessons
Open Q&A
Record lessons
Chat for quick help
Weekend lessons
Mobile joining

Guitar teachers on Wiingy are vetted for quality
Every tutor is interviewed and selected for subject expertise and teaching skill.
