When I’m working with different students at different phases of the market they often only seem to concentrate on the upside. If in a bull market, it’ll go on forever. If in a bear market we’ll be back in the bull market soon enough.
But I tell people all the time that they need to have a plan for whether Bitcoin crashes and burns tomorrow or whether it goes into a super cycle.
The real power lies in being able to say “I already know what I’m doing — no matter what happens.”
Those folks usually sleep better at night too.
Let’s look at both scenarios.
The $30,000 Scenario
Let’s assume that Bitcoin just has an abysmal time.
Maybe it’s a macro shock, maybe it’s a bad regulatory headline, maybe it’s just the market doing what it always does — testing you.
Your portfolio is down. Significantly.
Here’s what happens in a lot of the market.
There are many, many people who will panic sell. Or go and chase the “hot ball of money” in whatever stock or asset has the current momentum.
That’s not a strategy. That’s an emotional reaction dressed up as a decision.
A real plan for the downside of Bitcoin means really thinking deeply about Bitcoin and who you are.
What is your conviction level in Bitcoin? Do you believe Bitcoin is heading to $1 million over the next decade? Twenty years, even? If yes, then a drop to $30,000 isn’t a crisis — it’s a sale. If you haven’t decided what you actually believe, every drop will feel like confirmation you were wrong.
What happens if your thesis changes? Listen I know that quantum is the big talking point right now and it will happen eventually and a good share of the network is already prepared for the quantum issue and efforts are already under way to mitigate its effects but it is something that if it somehow all goes wrong even I would change my thesis on Bitcoin and move on to a post quantum proof chain.
Regardless, you need to know what you’re going to do if your thesis changes from this or any other things that may happen.
Know how much you can afford to lose.
The money you put into Bitcoin should be money you could see go to zero and not blow up your life. If a drop to $30,000 would mean you can’t pay your rent or feed your kids, you’re over-allocated. Fix that now, not during the crash.
Have a trigger point to actually buy. Some people use the Fear & Greed Index. Some buy on every 20% pullback. Some just set a recurring purchase and ignore price entirely. The method matters less than having one and sticking to it. Decide in advance. Write it down. Follow it.
The goal isn’t to feel good about a crash. It’s to not make a permanently bad decision during a temporarily bad moment.
The $250,000 Scenario
Now flip it.
Bitcoin screams upward. The news cycle goes crazy. Your friends who called you crazy are texting you. Your portfolio is up more than you ever imagined. The feeling is incredible.
And now what?
This is where most people fumble just as badly as they do on the downside. The euphoria is real. The temptation to hold forever — convinced it’s going to $500,000, then a million — is real.
So is the temptation to sell everything and run.
A plan for the upside can look something like this:
Know your number. Not a vague “I’ll sell some when it’s high.” An actual number.
If Bitcoin hits $250,000, are you taking 10% off the table? 25%?
Are you converting to cover a specific goal — a house down payment, debt payoff, a business investment?
Get specific. The more specific, the more likely you are to actually execute.
Know your tax situation. This part is boring and critical.
Depending on where you live and how long you’ve held, a big gain can mean a massive tax bill.
If you’re not thinking about this until after you sell, you’re going to have a very bad time. Talk to someone who understands crypto taxes. Do it now, before you’re in the middle of a euphoric rally.
Have a “stay in the game” threshold. For a lot of long-term Bitcoin believers, the goal isn’t to cash out entirely — it’s to stay exposed to the upside while protecting what they’ve built. Figure out how much of your Bitcoin you’d never sell, no matter what. That’s your conviction stack. Then make decisions with the rest.
The goal isn’t to be a hero who held all the way to the top. It’s to make intentional decisions that your future self will be proud of.
Why Most People Skip This
Planning feels like giving up.
If you make a plan for $30,000, it feels like you’re admitting Bitcoin might actually drop to $30,000. If you make a plan for $250,000, it almost feels like jinxing it. So people avoid the exercise entirely and operate on vibes.
That’s a mistake.
The best investors I’ve ever read about — not just in Bitcoin, but in any asset class — are obsessive planners and they’re not perfectly timing the top or the bottom.
They see where things are at a good price and they see when things start to get over extended and plan and act around each scenario.
Not because they can predict the future, but because they know they can’t. A plan isn’t a prediction.
It’s a set of rules you make when you’re thinking clearly, so you don’t have to rely on your judgment when emotions are running the show.
Bitcoin is a high-volatility asset.
That’s part of what makes it compelling but it’s also what makes it dangerous if you’re flying blind.
What Your Plan Should Actually Contain
Here’s a simple framework. Write these down somewhere and I mean grab a pen and a piece of paper and keep it somewhere safe.
1. Your conviction statement.
In two or three sentences… why do you own Bitcoin? What’s your thesis? If you can’t articulate this clearly, you’ll be vulnerable to every bearish argument that crosses your feed.
2. Your downside rules.
At what price would you buy more? How much? What price, if Bitcoin dropped to it, would make you seriously reconsider your thesis (not your emotions — your thesis)?
3. Your upside rules.
At what price would you take some off the table? How much? What would you do with those funds? What percentage would you hold regardless?
4. Your position sizing.
Is your current allocation something you can live with through a 50% drawdown? If not, adjust now while you’re calm.
5. Your tax and legal situation.
Do you know the tax implications of selling in your jurisdiction? Do you have your holdings secured properly? Is your estate in order?
None of this is glamorous. None of it goes viral. But it’s the actual work that separates people who build wealth from people who had a great story to tell about the one time Bitcoin almost made them rich.
The Bigger Picture
Bitcoin is on a trajectory that a lot of serious, analytical people believe leads to $1 million per coin.
The scarcity is built into the code. The institutional adoption is accelerating. The geopolitical tailwinds are real.
But even if you believe all of that — the path there isn’t a straight line.
There will be crashes. There will be moments when the mainstream declares Bitcoin dead for the 500th time. There will also be moments of irrational exuberance when everyone suddenly wants in.
You need a plan for both.
Not because you’re a pessimist. Because you’re serious.
So. What will you do when it drops?
What will you do when it takes off?
If you don’t have clear answers to both questions, that’s your homework. Do it this week. Before the next big move — in either direction — makes the decision for you.
Want a framework for building your personal Bitcoin plan? My book, The Million Dollar Bitcoin, walks through the thesis and the strategy — not just why Bitcoin could reach $1 million, but how to position yourself to actually benefit when it does.