đ THE FIVE OF CUPS
A few months ago, a friend and mentor gave me a tarot reading. One of the cards she pulled was the Five of Cups.
Itâs a picture of a person grieving three knocked-over cups while two are still standing behind them.
She said, "You have to grieve whatâs been lost. But donât forget whatâs still here."
And I havenât stopped thinking about that.
The two standing cups for me are:
My family
This community and the content we create
Thereâs a lot Iâve had to let go of. But those two things? Theyâre still here. Theyâre still standing. And theyâre worth everything.
đ§” WHAT'S STILL STANDING
Sometimes we have to name whatâs no longer in front of us.
Thereâs a lot of grief in that. Missed opportunities. Paths that looked promising but didnât lead anywhere.
Earlier this year, I applied for different jobs and contracts. I tried to offer my services as a content creator and social media consultant to organizations that seemed to need it. None of it worked out. I spent the better part of this year locked in on those leadsâmaybe even longer. I sent out proposals. I followed up. I waited.
Nothing landed.
That was hard. Not just because I was hopeful. But because my family makes a lot of sacrifices so I can do this. The time. The energy. The belief. When things donât work out, it doesnât just feel like I failed myself. It feels like I failed them, too.
đ GRIEVING THE WORK THAT DIDN'T WORK
What this most recent stretch has shown me is a lesson Iâve had to learn over and over again: sometimes I look for value externallyâthrough contracts, gigs, validationâinstead of tending to whatâs already here.e.
I get caught up thinking:
This new opportunity will fix things.
This brand or deal will create the stability we need.
This will finally be the one that changes everything.
But over time, Iâve learned:
Most of what matters is already here.
The things that last are the ones Iâve built slowly.
The people who stayâthe audience, the community, my familyâhave been consistent.
Even when something feels aligned and it still doesnât work out, it reinforces a deeper truth: I need to keep cultivating whatâs already here.
âïž THE BALANCE IâM STILL LEARNING TO HOLD
Trying to make this â the content, the writing, the community â sustainable has stretched me thin.
Some days, it feels like Iâm juggling everything and still dropping balls. I get caught up in the day-to-day stress of trying to make it work. And when something doesnât land â a partnership, an idea, a plan â I can spiral into thinking nothingâs working.
But when I zoom out, it looks different.
Thatâs something my wife reminds me of often:
âItâs not that everythingâs not working â itâs just that some things didnât work out.â
And when I look at the full track record, itâs true:
Iâm still in a loving marriage
Our kids (more or less) love us
Weâve created so much meaningful content
Iâve built real connections with people â through coaching, comments, conversations, or just shared reflection
Thatâs worth something. Thatâs fruit.
And when I get tunnel vision â when I focus too much on what isnât working â I have to pause and come back to what is.
Because while the day-to-day feels chaotic, zooming out over a week, a month, or even a year⊠I see that everythingâs being taken care of.
Maybe not in the way I imagined. But in the way it needs to be.đ FAILURES THAT ARENâT PRIVATE
The hardest part of all this is how visible failure is.
My family sees it. My kids see it. My audience sees it.
And thatâs tough. Itâs not just about messing up. Itâs about being seen not succeeding, over and over again.
But Iâve realized Iâd rather fail in public than succeed in silence doing something that doesnât matter.
I want to be honest about this journeyânot to overshare, but to show people what it really looks like to try and build something slow, human, and meaningful.
đ§” PICKING UP THE THREAD AGAIN
One pattern Iâve started to notice â especially when I zoom out â is how predictable the cycle can be:
I juggle too much
I burn out
I get anxious, or slip into a depressive state
I lose momentum
Then eventually, I start picking things back up again
I get into a flow
I get excited
And then⊠I overextend
Chase something new
Lose focus
And the cycle repeats
Itâs happened enough times now that I can almost feel it coming.
I used to crash hard in those seasons â the burnout would turn into full depressive episodes, or constant anxiety. But lately, the difference is this: I see it happening. And because I see it, I can pivot earlier.
This time around, Iâm not crashing. Iâm just⊠slowing down.
Pivoting.
Refocusing before things fall apart.
And what Iâve realized is:
Itâs a lot easier to pull gently on the last thread you were holding than to go chasing five new ones.
Sometimes we pull on a thread that leads nowhere. And that can trigger a spiral â the overthinking, the discouragement, the feeling like I must be failing again. But more often than not, itâs not about failure. Itâs just a signal to go back to what was working.
Pick up the last thread.
Return to the work that still gives you life.
Focus on whatâs already in motion, even if itâs slow.
Just because one thread hit a dead end doesnât mean the last one did.
And it definitely doesnât mean thereâs not another one waiting.
Sometimes itâs just about reaching for whatâs already in your hands.
â€ïž CLOSING THOUGHTS
I hope that by sharing a more vulnerable part of my journey, it serves as some kind of mirror or encouragement for those of you going through something similar.
Maybe your situation isnât exactly like mine â maybe itâs not content or business or burnout â but I know we all hit seasons where things donât work out.
Or they donât work out the way we thought they would.
And that can leave us wondering: Where do I go from here? What do I pick back up?
If thereâs one thing Iâve learned, itâs this:
Not everything is going to work out. But not everything is lost, either.
Thereâs always something still standing.
Thereâs someone still in your corner.
And even if everything outside feels scattered, thereâs still something in you worth holding onto â something thatâs going to help carry you through.
And the more we chase answers out there â in the next job, the next fix, the next thread â the easier it is to forget whatâs already here. Whatâs already working. Whatâs already enough.
So thank you. For being here. For reading. For reflecting with me.
And if youâre in one of those uncertain seasons⊠maybe the most powerful thing you can do right now is pause, and just take stock of whatâs still standing.
âïž JOURNALING PROMPTS
What parts of your life feel like theyâve âfailedâ lately â and are they really failures?
What is still standing? Whatâs still available to you right now?
What threads have you been holding that might be worth picking back up?
Where do you find your grounding when everything external feels chaotic?
Who or what in your life reminds you that youâre still held, even in transition?
âïž MEMBER SECTION
đŻ Coaching Reminder
If you're a new member â even if you were gifted a free trial â you can book a free 1:1 coaching session here:
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Donât wait. Whether or not you continue with the membership afterward, I want you to use it. This helps me make the space more useful for everyone. Feedback is welcome â and appreciated.
đŹ Custom Content Requests (Members Skip the Line)
As a member, you also get priority access to content requests.
That means:
If there's something youâre going through and want me to reflect on it
If you have a question you'd like me to answer
If there's a topic you wish someone would just talk about clearly...
Send it my way. Iâll either send you a voice note, record a video, write something here in the newsletter â or all three. Members go to the top of the list.
Here are two examples of member-submitted topics Iâm working on right now:
A woman whoâs a first-generation immigrant navigating deep insecurities while still feeling called to something big â sheâs carrying the identity of the âlittle girl who had to do everythingâ while trying to step into her power
Someone whoâs overwhelmed trying to live up to their ânext versionâ â stuck between knowing they can be better and not knowing how to hold compassion for who they are right now
If youâre a member and want to send your own â whether by message, email, or voice note â youâll get a direct reply. Some of this content gets shared publicly, but not always. If it's something personal, Iâll send it directly to you and keep it unlisted.
Thanks again for being here â truly. Whether youâve been following for a while or just joined, Iâm grateful for the space we get to share.
Iâll see you in the next one.
â Tyler