Hey honeys and hustlers,
Good morning, and welcome to our first newsletter of the year. The most transformative insights don't come from having all the answersāthey come from asking better questions. The kind that makes you uncomfortable at first, then liberates you. To write my end-of-year recap, I collected ten questions that have fundamentally shifted how I approach my work and life, along with five phrases that help me extend grace to myself when things get hard. These aren't just prompts for journalingāthey're invitations to reimagine what's possible when you lead with curiosity instead of judgment. I hope these questions meet you where you are.
These questions made me a better creator, a better person, and a better founder.
What is my ideal day? Ideal week? Ideal month?
What are the things I'm avoiding?
What feels challenging right now?
What might you be undervaluing right now?
If money were no option, would I still want to do this?
How can I position myself to win even if things donāt go my way?
When does it benefit me to be patient, and when does it not?
Which project best represents my creative voice right now?
What parts and tools of my creative process should be kept, and which should be retired?
If you couldnāt gain any more followers or subscribers, how would you serve your current audience to continue making money?
Why do you keep getting into certain situations, good or bad? What behaviors need to be repeated, and which should be changed for the better?
How can I be kinder to myself?
Iāll give you a head start by sharing the 3 phrases I repeat to myself to answer the last question.
āIf being hard on yourself worked, you wouldāve solved the problem by now.ā - my therapist
āUncertainty is not a problem to be solved; it is something to be embraced. It is a part of life.ā - Paul Millerd
āThe hardest battle is between your old habits and your new standards.ā - James Clear
May 2026 be your best year yet. Iām rooting for you.
P.S. Iām sharing an update on the development of my next product in Saturdayās article.
Below The Fold
If youāre starting or growing a podcast in 2026, watch this video.
If you missed my livestream with Matt Gilhooly, read this beautiful write-up by Earworthy.
š©š½āš» Refer Friends ā Earn Rewards
Know someone who'd also love this article? Share this story with them: {{rp_refer_url}}
š§ Want to accelerate your business growth? These products were made for you.
CommunityOS. A 30-day course to help you grow your network, create meaningful connections, and generate inbound leads. This includes my complete Notion database, copy templates for DMs and emails, and workflows Iāve used to grow my LinkedIn to 13K+ followers and my newsletter to {{active_subscriber_count}} subscribers ā the foundations of my full-time media business platform.
Our 2025, Wrapped
I'm revealing everything in our end-of-year wrap-up report. The real numbers behind my business and how they're informing my 2026 strategy.

CommunityOS Resource Bundle
Get access to the Notion hub for all your community-building needs.
These are the systems I wish I had when I started my journey as a creative entrepreneur, along with comprehensive answers to the questions I get asked frequently. If youāre wondering which product(s) are right for you, reply to this email anytime, and Iām happy to speak with you.
Create more. Stress less.
If youād like to sponsor editions of Please Hustle Responsibly and reach {{active_subscriber_count}} marketers, creators, and entrepreneurs, you can respond to this email or visit our media page below.
