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.

Singer Songwriter

Milestone Mentorship

This 1:1 coaching program is for intermediate to advanced singer-songwriters ready to write songs that land with impact, and finally break out of the bedroom and beyond their inner circle.

It’s for musicians who are done with hiding their talent and are ready to perform live, release powerful tracks, and grow a real fanbase...

Without quitting their day jobs or vanishing on tour.

In this mentorship, you’ll finally:

You are a great teacher and coach. I wanted to reconnect with being a musician. Getting back out there opened a whole new world... new friends, new connections, new paths, new ideas.


I feel like I am so much better now than I was week one... in so many ways. Thank you for your constant support and positivity.

↞ Jim Vickers (artist) ↠

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

Does this feel painfully familiar?

  • You’ve written some, or even dozens of song ideas, but none of them are or feel finished.

  • You want to perform, but the idea of stepping on stage makes you anxious.

  • You keep telling yourself "someday" when it comes to recording.

  • You're tired of YouTube tutorials that leave you more confused or missing personalized feedback.

  • 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.

Meet your mentor

Hey, I'm James.

I’ve 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 streams...

But 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.

How You'll Get Results


  • Personalized song feedback to help you actually finish songs you’re proud of.

  • Goal setting and accountability to make consistent progress.

  • Real-time coaching so you feel confident before your next performance.

  • Step-by-step guidance for recording and releasing music without getting lost in the tech.

You have made a freaking huge impact in my life. That is the truth. You're making it so I can actually do this. That's so freaking cool.

↞ Jeff Logan (artist) ↠

What we'll do together

Depending on your specific needs and goals, we'll focus on:

Co-writing guitar and vocal parts

so your songs feel polished.

Feedback on lyrics and melody

to help your message land.

Performance coaching so you

nail your gigs and recording sessions.

Guidance through the full successful Song Cycle:

write, record, distribute, and promote your music with confidence.

Performing in public has been a fun new experience for me and your lessons have given me the inspiration to go ahead and actually do it.

↞ Steve Schwartz (artist) ↠

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

Payment Plans Available

"Jumpstart"

Single 1 Hr Session

Perfect for an artist who needs a one-off jumpstart to:

  • Tackle a song that’s been stuck for weeks—and 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

Split Payment Plans Available!

"Breakthrough"

12-Pack

BEST VALUE

$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 Cycle—write, record, release, promote

  • Building a long-term plan to consistently grow their audience

$2100

$1500

(Sessions must be used within 6 months)

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 release—from structure to rollout

  • Clarify their unique sound and artistic identity with focused guidance

$700

$598

(Sessions must be used within 6 months)

Split Payment Plans Available!

Next Steps

1️⃣ Click below to book your first session or package.

2️⃣ You’ll receive a quick intake form to tell me about your goals.

3️⃣ We’ll meet on Zoom, set up your roadmap, and get to work.

4️⃣ You’ll start making serious progress in your songwriting, performing, or releasing—fast.

[My band] been playing the same songs for 15-20 years, and all of a sudden, they’re noticing the difference—it’s been a complete turnaround.

↞ Dave Kohler (song writer) ↠

FAQ

Who is this best for?

Anyone who wants to become a part-time professional artist with thousands of people loving their music—without quitting their day job—but 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 you’re not sure what to focus on, we’ll 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 don’t have anything ready?

That’s what I’m here for. We start with whatever you have, even if it’s 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 it’s within the time frame provided:

➡️ 4-pack: use within 3 months

➡️ 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 IN TRIAL AND ERROR.

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Contact Support: james@guitarlessonswithjames.com