Join The Pathless Community
Join A Community Of Curious Humans Who Want More Than Life On The Default Path
I wrote the Pathless Path after hundreds of conversations with people from around the world. What I found was that people were struggling to fit their lives into a default path that was no longer working. Many people were inventing new paths and new scripts for their lives but struggled to feel good about what they were up to.
On my own path, I’ve found endless inspiration from other people on similar paths and some of the early friends I made on this journey were some of the key reasons I was able to keep going. My aim in this community is to help foster similar connections and inspire people on their own paths
Organized Around Three Goals
1. Help You Find The Others On Pathless Paths
We will attempt to connect you to at least one other person in the first 30 days
Monthly socials where we gather to discuss the unique challenges of the Pathless Path with Paul and the community. You can share your thoughts and get insights from others.
2. Serve as an on-ramp into life as an Internet Citizen
Member-organized sessions to help you do the most generous act: share the work you care about
Help you take advantage of the fastest growing economy, the internet, to amplify your work, find “the others,” and figure out which “game” you are playing
3. Help You Build Confidence To Keep Going
Confidence comes from knowing what you are doing and having good “maps” of how to think about your path
Paul is focused on creating content and resources to help people on their paths
What’s Included
Access to WhatsApp Community (Just added October 2025): This is a more vibrant space than Circle and includes an open chat channel, a place to share and promote links, and a place to share travel plans.
A $30 Discount on My Pathless Path Premium Hardcover
Access To The Community Space in Circle: A community of generous and curious humans following their own path and looking for others to join and root for along the way
Monthly “Meet The Others” Hangouts: A monthly session where we focus on sharing our stories, connecting with others, and asking deep questions.
Quarterly Q&A Sessions With Paul: Will do Quarterly sessions with Paul with open Q&A (potential to do more if there is interest)
A Space To Make Things Happen: I’m focused on letting this be a member-led community and want to help make things happen:
Promotion of member-hosted events: Want to host an event? I’ll promote it to people on my mailing list for you!
Insert your idea here: How can I make it happen?
Resource Library, Member Directory & More: A curated set of resources to help you on your path, like values inventory exercises, target income calculator, fear-setting exercises, life design templates, and more
The Art of Strategic Freelancing: I created this course in 2021 and never really had the energy to build a whole business around it, but from people who are freelancing say it’s amazing. I think it’s pretty good too. For reference, I spent 10 years in consulting and freelanced for several years before shifting more to being a words guy on the web. You can preview all the lessons here or buy directly instead.
Reinvent: This was a structured course I ran from 2020 to 2022 as a cohort and was an early iteration of a lot of the ideas in my book. It comes with a notion template for note-taking and reflection. You can see the full contents here.
Frequently Asked Questions
How Active is Paul in the Community? In the first year, Paul spent a lot of time in the live sessions and in the virtual community, but realized that he was better served creating tools & resources for the community and writing more. However, he is generally pretty active in the WhatsApp group and will respond to emails and DMs.
Can I Host Events Within The Community? Yes! This space is open to others to share their ideas, support others, and get involved. Please reach out to Paul or the community manager if you are interested.
Can I Get A Refund? Sure, just send a message within 30 days, or you can cancel directly in your account, and you should get refunded automatically. If you have issues, please contact a member of the team.
Is Gift Pricing Available?: Yes. Just email me and tell me what feels right. Discounted access will not include a discount for the Pathless shop.
What Does It Cost?
It is a simple one-time fee.
$200 and you get lifetime access.
It also includes $30 off my premium hardcover.
What Do People Say?
I recently surveyed members of the group and here is what people said:
I've met so many interesting people through this community and had some excellent 1-on-1s following group sessions. It's a fascinating group of individuals, all seeking more autonomy and a higher purpose in life. Think it's great how your message and vibe has united creators who would never have known about each other. - John Nicholas
It’s made my transition to a sabbatical much easier and opened up new opportunities for what might come next. -Aashay Mody
It's been nice to have conversations with some people who are in a similar journey. The calls, both group and 1-on-1, have are a helpful reminder that you're not in this alone. Jon Santiago
I love this community because I feel so natural and welcome in it! I've met so many friends who support me in my life and creative pursuits. Irena Spegar
By meeting with Paul and the group online for writing sessions and hangouts, I was able to get re-motivated to work on my own book and make meaningful progress after years of being stalled. -Jen Adams
I've gotten a lot of support from the group (and a lot from you) when navigating how to wind down my 9-5 and transition into sabbatical mode. I feel like it's just the beginning, -Saalik
Paul has the ability to shine a light on the gifts and talents people have before they believe in it themselves. This generous nudge is what most people need to build confidence in themselves to leave the traditional career path. Paul's community is like a floodlight—and an extension of his gift to help you find your way with the support of a diverse and international group of people. -Nate Kadlac
I just met up with a FTO member, Brandon and we have been walking around Lisbon and talking about the pathless life and how we navigate it. Then another member of the walking group said she also heard about your work from a friend in the US and we all connected and 'found the others.' :) -Kelly Davis
Being part of FTO community has been such a welcome addition to feel less alone on this path. I joined a year before I took the plunge and used the time to meet other likeminded people who have supported me when I eventually made the plunge. People are super friendly and willing to help on questions like defining rest or even giving direction on what next steps to take with my course. I highly recommend trying it out! -Vinamrata












This community is amazing! It's so great to meet others who are on their own Pathless Path or thinking about leaving the default path. Or going back to it. The journey can feel lonely because there isn't really a playbook for these things. So it's nice to be able to jam with people who are thinking about life in a similar way. I love the different voices, the encouraging spirit and opportunities to meet other people who are doing really cool things.
I just re-read The Pathless Path, and it's inspiring me as I ramp up my coaching side gig!
I love what you're doing -- just subscribed and excited to connect!
Btw, your first bullet point [here](https://newsletter.pathlesspath.com/i/138479624/help-you-find-the-others-on-pathless-paths) seems to be unfinished, just a fyi!