
Singer Songwriter
Milestone Mentorship

Transform from a bedroom songwriter to confidently writing, performing and releasing your music...
With expert guidance from someone who's been exactly where you are.
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This 1:1 coaching program is for intermediate to advanced singer-songwriters ready to write songs that land with impactāand finally break out of the bedroom and beyond their inner circle.
Itās for musicians who are done with hiding their talent and are ready to perform live, release powerful tracks, and grow a real fanbaseāwithout quitting their day jobs or vanishing on tour.
In this mentorship, youāll finally:
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Finish your songs
(or get started with new ones)
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Feel confident
performing live
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Release your music with a
step-by-step plan tailored to you.

You can go from "someday" to "hell yes, I did that" and achieve your next big music milestone.

š Youāve written some, or even dozens of song ideas, but none of them are or feel finished.
š You want to perform, but the idea of stepping on stage makes you anxious.
š You keep telling yourself "someday" when it comes to recording.
š You're tired of YouTube tutorials that leave you more confused or missing personalized feedback.
š You don't want to torpedo your day job, but you dream of having thousands love your music and have no clue where to start.
About Me
Hey, I'm James.
Iāve toured the world for over 20 years, played with Beck and Old Crow Medicine Show, won major folk fest awards, and racked up 1.5M Spotify streamsābut I started out in the New England hardcore scene, terrified to sing in front of people.


I know what it feels like to be unsure, and I know how to help you overcome the same fears and technical challenges I faced...
Without taking 20 years to figure it out.
šø How You'll Get Results
š¤ Personalized song feedback to help you actually finish songs youāre proud of.
š¤ Goal setting and accountability to make consistent progress.
š¤ Real-time coaching so you feel confident before your next performance.
š¤ Step-by-step guidance for recording and releasing music without getting lost in the tech.
What Happens After You Work with Me

Youāll perform your next gig
feeling confident and prepared.
Youāll release your music and
start building a real audience.


Youāll call yourself a musician
and mean it.
What we'll do together
Depending on your specific needs and goals, we'll focus on:
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Co-writing guitar and vocal parts
so your songs feel polished.
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Feedback on lyrics and melody
to help your message land.
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Performance coaching so you
nail your gigs and recording sessions.
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Guidance through the full successful Song Cycle: write, record, distribute, and promote your music with confidence.
What You'll Get
1:1 coaching Zoom calls (multiple or one-off single sessions)
Weekly goal tracking and midweek check-ins
Custom action plan based on your musical goals
Optional co-writing, performance prep, and recording advice
The Investment
š Payment Plans Available

"Jumpstart"
Single 1 Hr Session
Perfect for an artist who needs a one-off jumpstart to:
Tackle a song thatās been stuck for weeksāand finally finish it
Prep for an upcoming gig or open mic with expert feedback
Reignite their writing momentum with a focused creative kickstart
Walk away with a personalized action plan for their music goals
$175
š Split Payment Plans Available

"Breakthrough"
12-Pack
š¤BEST VALUEš¤
$125/1 Hr session (28% discount)
Perfect for the artist who wants to stay creatively accountable and get guidance on:
Writing their next EP or full-length release with expert support
Overhauling their artist identity to match their true sound
Navigating every phase of the Song Cycleāwrite, record, release, promote
Building a long-term plan to consistently grow their audience
$2100
$1500
(Sessions must be used
within 6 months)
š Split Payment Plans Available

"Rise"
4-Pack
$149.50/1 Hr session (15% discount)
Perfect for an artist looking to:
Build a clear growth strategy to attract local or online fans
Finish and refine multiple original songs with expert feedback
Plan and prep their first single releaseāfrom structure to rollout
Clarify their unique sound and artistic identity with focused guidance
$700
$598
(Sessions must be used
within 3 months)
š Split Payment Plans Available
Next Steps
š
1ļøā£ Click below to book your first session or package.
2ļøā£ Youāll receive a quick intake form to tell me about your goals.
3ļøā£ Weāll meet on Zoom, set up your roadmap, and get to work.
4ļøā£ Youāll start making serious progress in your songwriting, performing, or releasingāfast.
FAQ
Who is this best for?
Anyone who wants to become a part-time professional artist with thousands of people loving their musicāwithout quitting their day jobābut feels stuck on key steps like songwriting, performing, building an audience, or releasing music.
What will we work on?
Every artist has different needs. If youāre not sure what to focus on, weāll figure it out together. Most sessions focus on things like improving your songs through feedback or co-writing, leveling up your guitar skills with step-by-step guidance, building a plan to build a local audience, or getting you ready for a gig or a recording session.
What if I donāt have anything ready?
Thatās what Iām here for. We start with whatever you have, even if itās just an idea.
Are the 1:1 Sessions at a set time every week?
They can be, if you prefer it that way! Students typically get best results with a regular weekly schedule, but you have the flexibility to book your sessions whenever it works best for you, as long as itās within the time frame provided:
ā”ļø 4-pack: use within 3 months
ā”ļø 12-pack: use within 6 months
Do I keep 100% of the song writing credits if we co-write?
Yes, always!

You can achieve your singer-songwriter dreams with step-by-step mentorship designed to get you tangible results in record time...
Without spending years stuck in procrastination or trial and error.

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Contact Support: james@guitarlessonswithjames.com