Never Bet Your Life on One Door.
A Letter on Strategy and Options
Dear Rajdeep,
The fastest way to the right answer is to have more than one answer.
Most people choose one plan and cling to it because it calms them down. Then reality moves, the plan breaks, and they call it bad luck. It was not luck. It was attachment.
A plan is what you do if the world behaves. Strategy is what you do when it does not.
Strategy starts with the outcome. Get clear on what you want. Then separate the goal from the method. The goal stays. The method stays flexible.
If you do not build this habit on calm days, you will not have it on hard days.
There will be a week when a deal you were counting on dies in a single email. A "no." A delay. Someone changes their mind. If that deal is your only door, your chest tightens and your thinking shrinks. If you have three other doors, it still stings, but you move. Same outcome. New route. No drama.
There will be a season when you build something good and the market shrugs. Not because you are wrong. Because timing is wrong. Or distribution is wrong. Or the buyer is not who you thought. If you are attached to the first version, you will start defending it. You will call people "too stupid to see it." That is ego trying to survive. Strategy does not defend. Strategy adapts. Keep the outcome. Change the shape.
There will be a moment when you realize one customer, one partner, or one platform has too much power over you. The numbers look fine until the day they do not. That is not growth. That is dependency wearing a nice suit. Build options early. Diversify on purpose. If one phone call can ruin your quarter, you are not free.
I learned this the expensive way. The first time I thought I "had it," it was because one channel was working, one person was saying yes, one bet was paying off. I mistook momentum for control. Then the conditions changed. Not because I failed. Because conditions always change. The only mistake was thinking one win meant safety.
Never allow a single point of failure to hold your life hostage.
Not one client. Not one investor. Not one hire. Not one idea. Not one income stream. Not one story about who you are.
You prevent this by stacking options before you need them.
Keep cash or runway. It buys you time, and time buys you choices. Keep skills sharp. The market cannot take them away. Keep relationships real. Not networking. Real people who would pick up at 2 a.m. Keep your body working. Exhaustion turns small problems into cliffs. Keep your reputation clean. It opens doors quietly, before you knock.
And keep your thinking wide.
Every day, generate new routes to the same destination. Not three. Not five. As many as you can. Ask, "What else would work?" Then ask, "What would work if I could not use money?" Then, "What would work if I could not use time?" Then, "What would work if I had to do it with less ego and more simplicity?" You are training the part of your mind that stays calm under pressure.
When something feels stuck, write down the outcome in one sentence. Then write ten ways to get it. The first three will be obvious. The next three will be decent. The last four will feel strange. Those last four are usually where the real advantage is. Not because they are clever. Because they are outside your habits.
Do not only ask, "How do I win?" Ask, "How do I make sure I do not lose?" Remove fragility. If one person leaving can collapse the whole machine, you do not have a machine yet. If one bad month can break your spirit, you built it too tight. Strength is slack in the right places.
Seek disagreement on purpose. Put one sharp skeptic in every room. Pay attention to the person who irritates you. They are often pointing at the blind spot you do not want to admit. Ask your team for angles you do not see, then reward the truth, not the comfort. If you punish bad news, you will only get surprises.
Do not confuse a clean plan with a strong strategy. A plan is a map. A strategy is how you win when the map is wrong.
Use plans properly. Let them point you forward, not trap you. Leave room to adjust without losing the outcome. Change your mind fast about tactics. Stay stubborn about the destination.
In pressure, most people do not rise. They shrink.
They go quiet. They get defensive. They search for someone to blame. They stop seeing doors that are right in front of them.
Leadership is staying wide when everyone else goes narrow.
This is why options are not just practical. They are emotional. They protect your mind. They keep you from spiraling. They keep you generous. They keep you useful.
Hope is not a mood. It is the belief that there is another move. When things look stuck, the person who keeps searching is the person who survives. And if you lead others, you owe them that. You keep them steady by helping them see choices when they think there are none.
There will be days when it feels like you have no choice. That is when strategy matters most. Be brave enough to create choices. If there is no way out, build one. Strong leaders do not wait to be rescued. They find a path and walk first.
The biggest upgrades in my life did not come from one perfect decision. They came from refusing to let one setback define the story. A door closed. Fine. I built another. Then another. Not with panic. With patience. With work. With a mind trained to keep moving.
Be creative early. It saves you pain later.
When you feel you have reached the edge, remember this. The way out is almost never the first idea. It is the next one. And the next. Keep thinking. Keep searching. Keep moving.
Love,
Rajdeep
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