Every year without fail, I get a second wind around September. I think of it like the Back to School effect. Itās been nearly a decade since my last college courses, yet Iām still chasing that elusive feeling of buying all my supplies for the year and planning for the upcoming semester.
As you might know from reading this newsletter, Iām a huge fan of regularly sitting down to reflect on your goals and rearrange your priorities. Iāve been sharing real time updates from many of these strategies sessions for me this year.
Yet thereās something about this season and the turn to Q4 that feels especially different. And I donāt think itās just me. Brett Dashevsky of Creator Economy NYC is calling it āThe Great Lock Inā and Iām so here for it! The Creator Economy feels more booming than ever and it feels like the time to make sure youāre not on the sidelines.
In that same spirit, I figured I shared what Iām locking in on now for the next couple months:
I dearly desperately need to start producing more videos. I know this is both necessary as a creator but also important just to push through my own mental block around it. I cannot tell you how many half finished drafts never see the light of day because they just donāt feel ready yet. (Which, btw, I just wrote an article on Building in Public for Stan and I am certainly not following my own advice!)
I want to invest more in the right areas to make my business run more smoothly. This includes things like getting some automations (finally) up and running and potentially brining on a VA to help me organize some of the back office (because that is simply not my gift and Iāve just accepted it). Again this is why margin is so important (both in terms of money and time) and why I preach it to new solopreneurs. You canāt find ways to give and build and invest if you are maxxed out. I canāt get to the next level of my business on my own systems. So my goal is to set a period of 2-3 months to set aside some money to outsource this as well as some time to think about the processes I need the most help with.
Iām most excited by the interviews Iām doing in the creator economy. Iām absolutely lovinggg learning how people are running awesome businesses and sharing it with the world. Again need to systemize this a bit and also find my unique angle so Iām not regurgitating the same advice/stories that you see in the creator circuit.
All that being said, I'm testing out a new format again in a nod to the Creator Diaries name to share ādiaryā updates of just things I'm thinking about running my business and with a less polished and packaged approach.
Then Iām going to pair that with top tier A) long form interviews and B) deep dives/playbooks.
So thatās the plan. I'd love to get your feedback in here on what you think and what you'd like to see more of. If you have any strong thoughts, reply here and I'll read through every email.
New Resource Loading ā±ļø
I have spent the past couple of weeks utterly absorbed in the topic of creator equity deals. Itās the perfect blend of my interests in creators, startups, and venture capital.
In the process of writing an article for Viral Nation, I spoke to Jeff Frommer, CEO of OWM.ai (Ownership for All), whoās building at this specific intersection, and Scott van der Berg of Hotstart VC, which invests in celebrity & creator brands.
I collected so much valuable information and resources while I was researching the piece that I wanted to package it up and share it here! The result is a cracked-out Notion guide compiling everything you need to know about creator equity deals and building wealth strategically as a creator.
Some key points:
How creator equity deals work and why theyāre emerging as a new path from short-term payouts to long-term ownership.
Why distribution is the most important thing for startups. Smart founders are putting creators on the cap table to solve rising customer acquisition costs.
The āmiddle classā opportunity for creators: how niche creators with loyal audiences can build wealth alongside startups.
The mindset shift required and what it means for creators to think like investors when evaluating opportunities.
I'll be releasing this in the next couple of weeks. If this is something you're interested in, just click below so I'll make sure that you don't miss the announcement!
Do you want to learn more about creator equity deals?
One Podcast Rec š§
Ali Abdaal is one of my favorite creators to follow and learn from, especially when it comes to running a business. He recently went on the Moneywise podcast to share more about the actual numbers behind running a creator business.
What was most fascinating to me is that he stills says that more money wouldnāt feel much better than hitting that initial six-figure freedom feeling.
āIf I had Ā£100 million in the bank, what would I do? Well, Iād still make YouTube videos⦠I think once you do six figures a year in profit through a business that gives you fun, fulfillment, and flexibility, it doesnāt get much better than that.ā
His creator business scaled fast, crossing seven figures and peaking around $4ā6M a year, but heās candid about the ceiling on personality-led brands without recurring revenue. The real question he keeps returning to is structure: lifestyle boutique or performance machine.
He optimizes for what he calls the four Fs ā fun, fulfillment, flexibility, finances ā rather than headcount, ad spend, and constant launches.Ā
For me, itās a reminder that the pursuit of āmoreā only matters if it lines up with what you actually want your day-to-day life to look like.
Highly highly recommend if youāre wanting to build a serious business and want to know whatās possible.
My Creator Tech Stack
Hereās a look at what Iām using and loving right now! This list is always evolving, so if you have something I should try Iām all ears.

PS I have some discount links if you want to snag em!
beehiiv - 30 day trial + 20% off for three months: https://www.beehiiv.com?via=taylor-cromwell
Sunsama - get one month free here: https://sunsama.com/share?refId=67fd140608ee6b00012a669a
Found - get started for free: https://found.sjv.io/nXERxX
Wispr Flow - https://ref.wisprflow.ai/taylordcromwell
Matter - https://hq.getmatter.com/
Cal.com - 20% off for the year https://app.cal.com/refer
So as I think about what I want to focus on for the last stretch of the year (insane?!), I want to prioritize alignment. Whatās actually worth locking in on? Whatās worth saying no to? How do I build with a long term vision?
Letās lock in š¤