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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

Bailey graduated from ABB Robotics

Your guitar teacher expertise

Fingerstyle icon

Fingerstyle

Strumming and Picking Techniques icon

Strumming and Picking Techniques

Scales and Modes icon

Scales and Modes

Songs and Repertoire icon

Songs and Repertoire

Music theory icon

Music theory

Guitar for beginners icon

Guitar for beginners

Chords and Rhythms icon

Chords and Rhythms

Learner for guitar lessons

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Guitar for intermediate

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Guitar for beginners

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Guitar for kids

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Guitar for adults

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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

Guitar

Acoustic Guitar

Acoustic Guitar

Electric Guitar

Electric Guitar

Classical Guitar

Classical Guitar

Bass Guitar

Bass Guitar

Learning tools used in guitar classes

Ear Training Software image

Ear Training Software

DAWs image

DAWs

Chord Diagram Apps image

Chord Diagram Apps

Looping Pedals image

Looping Pedals

Amp Simulators image

Amp Simulators

Metronome Apps image

Metronome Apps

Engaging guitar lessons

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Note taking

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Open Q&A

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Pets are welcomed

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Weekend lessons

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Record lessons

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Guitar teachers on Wiingy are vetted for quality

Every tutor is interviewed and selected for subject expertise and teaching skill.