Asking questions

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You’re good at asking questions. You do it for a living. Questions help you discover the truth, open and close doors and get a grasp on where to go next with a case or a line of questioning.

Asking questions can also help you clarify your goals and what you’re doing to achieve them.

Look at your calendar and your task list. All of the projects you’re working on, upcoming appointments, meetings, calls, emails, things you have to research, documents you need to prepare. Your day is filled with work and you’re getting most of it done.

Things are good.

You’re bringing in clients, making money, building a future. Don’t stop there. Don’t settle for the status quo. You can always do better.

Make it a habit to ask yourself questions about what you’re doing. Start with the big picture:

How can I earn what I’m earning and work fewer hours?

How can I increase my income without doing more work?

How can I bring in more clients at less expense?

How can I bring in bigger cases or better clients?

Not, “Can I?” but “How can I?” Assume you can.

Cogitate on questions like these. There are answers. You will find them. But only if you ask.

More.

Before you start a new task, ask yourself, Why am I doing this right now? Maybe it can be done later. Maybe someone else can do it. Maybe it doesn’t need to be done at all.

Asking why helps you to prioritize.

That’s “how” and “why”. You should also ask yourself “when” and “what”.

What should I do differently? When would be the best time? What should I add or remove?

Don’t forget “who”. Who should I talk to? Who could help me with this? Who do I know? Who do I want to know?

Ask questions about everything. Perhaps you are in the habit of scheduling new client appointments at a time that’s convenient to the client. Is this the best policy?

I don’t know. Ask more questions. Does accommodating the new client interfere with something else you should be doing? Does it impair your ability to finish things you’ve promised to other clients? Does it send a subliminal message that you’re hungry for business?

Interrogate yourself about who, what, when why, and how. Use your skills to spot the issues. State the arguments, for and against. Yes, I know, you could argue either side and all sides, all day long. You’re good at that, too. But don’t get caught up in that. Make a decision. Take action. See what happens.

Then you can ask more questions.

More questions to help you decide

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You know the answer, you just need someone else to say it

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I heard from an attorney who has been practicing for 15 years and is thinking of leaving his job with a law firm where he feels like he’ll always be the low man on the totem pole.

“I want to start out on my own. My wife [an attorney] is against this; we have 4 kids and a mortgage and she makes considerably less than I do.” He’d read my blog post about the costs of opening your own office but wanted to know more about actual costs. “I need a business license, insurance, an office, and a decent computer system. What’s your estimate for starting up?”

Here’s what I said:

“Okay, setting up the office is the easy part and it’s not expensive. You can get a furnished executive suite or take a spare office from another attorney in return for appearances or overflow. If you have a laptop computer that does what you need, you’re in business. If you don’t, you can finance one for next to nothing from Dell.

Insurance can wait. (That’s not legal advice). So can a lot of other things. One nice thing about low overhead is that it doesn’t take much to stay afloat.

The hard part is the family. You have to work that out. Your wife is scared and perhaps she has a right to be, but most people don’t understand “the itch” and aren’t willing to scratch it. So you have to have a long talk. Or a series of talks. And if you can’t get her on board and you still want to do this, you may have to do it without her permission. And then work your butt off to bring in lots of business.

Sometimes, when I’ve taken big scary leaps in my career, I first asked myself, “What’s the worst that can happen?” Will I die? End up in prison? Lose my house? Lose my wife? End up homeless, penniless, on drugs and wanting to die?

When you think about the worst case scenario in all it’s overly dramatic splendor, you realize that most of this is highly unlikely, and whatever does happen is probably something you can survive. Bad things may happen, but you probably won’t die, and as they say, “what doesn’t kill you makes you stronger”.

Whatever you decide, don’t second guess yourself. Stay or go, but don’t look back.”

He wrote back and said he’s going to talk to his wife and will keep me posted.

But here’s the thing. He’s a smart guy and surely knew I couldn’t give him an estimate of how much he would need to open his own office. But that’s not the real reason he contacted me. He was reaching out because he’s nervous about the whole idea and wanted to hear a friendly voice who had been there and done that.

Here’s the other thing. I’m sure he also knew the part about making the leap with or without his wife on board. He knew it but needed me to say it.

We all know more than we realize we know, don’t we? But we don’t always trust what we know.

Sometimes we use logic to guide us to the right decision. Sometimes we throw logic out the window and let our gut get us past the fear so we can do what we want to do.

When you face big a decision like this, it’s good to talk to someone who’s been down that path. They can provide information and encouragement and ask you questions that allow you to sort things out. You could also pray on it, write in a journal, talk to experts, and do a lot of research.

But while these might be the mature way of handling things, sometimes you just have to jump and see what happens. As Helen Keller said, “Life is either a daring adventure or it is nothing.”

I’ve made many leaps in my legal career and with businesses I’ve started. Things didn’t always work out but I never wound up homeless and I always learned something about myself and about the world I was able to use down the road.

So am I saying you should do what you want to do even when there are lots of reasons why you shouldn’t?

No. I’m not saying that. You are.

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The most important second opinion a lawyer can get

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Every day lawyers make lots of decisions. Big ones and little ones. And we’re pretty good at it. We usually make them quickly and we’re right most of the time.

But what do you do when you don’t know what to do?

You’ve weighed the pros and cons, you’ve IRAC’d the facts and reasoned out all the “on the other hand”s and you still can’t decide. What then?

You can do more research. More information often helps. But sometimes, it does just the opposite. More information makes it harder to decide because there’s too much to evaluate, too many things that can go wrong.

So, you get a second opinion. You ask your partner or a colleague. You talk to your mentor or bring it to your mastermind group. You ask your wife.

Sometimes I ask people like Aristotle or Albert Einstein what they see about the situation and what they would advise me to do. “What would Abraham Lincoln do in this situation?”

Hearing what other intelligent, informed people say on the subject often helps us to know the best course of action. But just as too much information sometimes makes it harder to decide, too many opinions can do the same thing. Too many cooks often do spoil the broth.

When you have collected enough information, sought out second and third and fourth opinions, and still don’t know what to do, the only thing you can do is to ask yourself for a second opinion.

Put away everything you know and have learned about the subject, all of the information and opinions of others, and after a reasonable period of time, come back to the subject with fresh eyes. Just like editing a paper, the passage of time will allow you to see things you could not see before and give you clarity about what to do.

It is your decision, after all. The most important second opinion a lawyer can get is his or her own.

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