Adventures in dictationland

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I’m not a dictation-only kind of guy. I enjoy typing and do most of my writing that way. But there’s something liberating about being able to sit down, flap my gums, and have the words appear on the page, and when I dictate, I’m able to crank out a lot of them.

For a long time, I used DragonNaturally Speaking to dictate on my Windows desktop. I recently retired that computer in favor of a new laptop and haven’t installed Dragon. When I want to dictate, I’ve been using Google Voice Typing, which is fast and accurate, at least for me. The only drawback is that you can only use it via the Chrome browser and I use Brave as my default.

A few days ago, I downloaded a free app called LilySpeech (Windows only) and have been trying it out. It uses Google’s servers for transcription and seems to deliver equally impressive results.

The advantage of LilySpeech is that I can use it anywhere on Windows—in any browser or app, including Scrivener, which is something I wasn’t able to do with Dragon. Right now, I’m dictating this into Obsidian, and it works like a charm.

On iOS, Siri dictation works well but times out after 30-40 seconds. I tried Google Docs Voice Typing, both the app and via Safari, and it also times out. But who knows, I may be doing something wrong.

The Drafts app (iOS, Mac, Android) does dictation well. I just tested it on my iPad and it didn’t time out, even after several minutes of continuous speaking. (If you get different results, try launching a new document via the widget instead of the app.)

When I started practicing, I would dictate and record and have a secretary transcribe it. Today, many attorneys record and upload to a transcription service like Rev.com. But unless human transcription is required, I’m a proponent for letting technology do it.

There are many other options for each platform that seem to deliver varying degrees of speed and accuracy. If you’d like something that’s cross-platform and can be used via the web or an app, I recommend giving Otter.ai a try. They have a generous free plan and the paid plan is reasonable.

Otter has a couple of killer features to recommend it. It allows you to transcribe a conversation, identifying each speaker by time stamp. Very handing for interviews and meetings. Otter also adds punctuation (at your option), meaning you don’t have to dictate it.

So, over to you. Do you use dictation? What apps or process do you use on desktop, web, and mobile?

I’m all ears.

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When you don’t have time for deep work

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Schedule large blocks of time for deep work, we’re told. An hour or 90 minutes a day to work on our most important projects and do things that require focus and concentration.

But our work doesn’t always allow us to schedule large blocks of time. Not consistently, anyway. Our days are often fragmented with appointments and calls and other work that needs to be done as and when it needs to be done.

The good news is that you can get a lot of work done in the spaces between calls and appointments.

Throughout the day, as you go from one task to another, there are many unused chunks of time. We often waste that time, telling ourselves there isn’t enough of it to do something meaningful.

Sure, you need breaks. Time to clear your mind, think, or get another cuppa. But don’t assume you can’t also do something valuable when you only have a few minutes.

You’ve got ten minutes until the next appointment? Make a few calls and leave messages (since most people don’t pick up these days). Write the first draft of an important email, or bang out one or two-word replies to several emails. Highlight key paragraphs in a pdf or organize your notes from a recent meeting.

You’ve got five minutes? How about brainstorming a few ideas for your next article or post, or doing a quick edit of your last one?

In five minutes, you might review a file you haven’t looked at in a while and dictate instructions to your staff. Check your email and clear out the spam. Or skim a few saved articles and decide which ones to read next, when you have another five minutes.

Five minutes here, ten minutes there, and you might get a lot done. Maybe enough to let you block out time for deep work.

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Work-work balance?

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The world is coming to realize that working too many hours is counterproductive. You can’t do your best work if you’re always exhausted, or win friends and influence people if you’re always grumpy.

We all need time off. Which is why folks are talking about and starting to implement a shorter work-week.

That might be a problem for those who bill by the hour, which is why I stopped doing that years ago and have urged you to do the same. A lawyer’s value is (should be) measured by the value you create for your clients, not the time it takes you to create it. If you can create that value in a four-day week instead of five (or more), why wouldn’t you?

But there’s more to work-life balance than the number of hours worked. Creating balance can also be achieved by changing how you do what you do.

The CEO of Doist, creator of the Todoist app, manages his time a bit differently:

Amir Salihefendic, CEO of Doist, prides himself on having a nearly empty calendar. “Being in meetings all day long, resolving things via meetings, that’s not really an effective way to scale and grow,” he said. Instead, he’s become a loud evangelist over the last year of the idea that remote and asynchronous work — or async — are the future. Async boils down to this, Salihefendic said: “When you send a message, you don’t expect a response right away.”

So what does a truly async day look like? For Salihefendic:

A couple of hours with his kids in the morning before walking over to a co-working space.

He tries to do deep work all morning, take time in the middle of the day to recharge and then spends the afternoon catching up on messages and the rest.

If there’s something hugely time-sensitive — which Salihefendic bets is true less often than you think — he turns to Telegram, or (gasp) a phone call.

Since nobody expects Salihefendic to be around every second, he said, nothing bad happens when he’s not.

Source: https://www.protocol.com/newsletters/protocol-workplace/remote-work-wars?rebelltitem=6#rebelltitem6

A non-traditional approach may work for some (enlightened) corporations, but would it work for lawyers?

Show of hands: Who wants to find out?

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The two most important questions you will ever answer

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It’s not clickbait. These two questions are the key to your future.

The questions are simple. The answers, not so much. The answers require some thinking and introspection, maybe some praying, and a willingnes to be completely honest with yourself.

The first question: What do you want?

Describe your ideal life five years from now. Where are you, what are you doing, who are you doing it with? What have you accomplished and what are you on the road to accomplishing?

In this vision, you can be, do, and have anything. No rules, no restrictions. This is your vision for an ideal (perfect) future.

Write it down. You will surely want to refer to it again.

Now that you know what you want, it’s time to answer the second question:

What are you willing to give up to get it?

Yes, give up. Because if you didn’t have to give up something, change something, you’d already have what you want.

You may believe you are on the path to your ideal life and the only thing needed is to give it more time. You know that if you keep doing exactly what you’re doing now, you’ll get there.

Even if that’s true, wouldn’t you like to speed things up?

Either way, you have to change something. What are you willing to change? What are you willing to give up?

Mostly, we’re talking about time and how you currently spend it.

Track your time for a week and you’ll likely find that you waste a lot of it. Three hours or more per day, according to some experts.

Are you willing to give up some of your indulgences, change your habits, and redirect some of your time and energy towards more productive things? Are you willing to give up an hour of TV or gaming or social media each day, and use that time to improve your knowledge and skills?

So, two questions. What do you want? What are you willing to give up to get it?

Plaintiff rests.

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What worked?

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It’s time to let go of last year. That was then. This is now. This is the next chapter.

But before you turn the page, reflect for a few minutes on what went well last year.

What did you do that had a positive outcome? Which projects bore fruit? Which habits, mindsets, strategies, and methods helped you make progress?

Go through your notes, your calendar, or your journal. Meditate or free-write or just have a good think and find a nugget or two that belongs in the “win” column for last year, so that this year, you can do it again (or something like it).

While you’re at it, also note what didn’t work.

It may be a marketing strategy that flopped or a bad habit that didn’t serve you, like staying up late, not exercising, or spending too much time reading the news.

Identify what didn’t work, so you can stop doing it or do it less often.

Finally, ask yourself what you can do differently this year. Besides doing more of what worked and less of what didn’t, what could you change about the way you do the things you do?

How could you do them better or faster? How could you make them easier, more enjoyable, or less stressful? What could you change that might help you earn more, work less, or both?

You might want to enlist the aid of your employees to help you brainstorm ideas. They may see things you can’t see about yourself or your practice. They might offer some game-changing ideas.

Good or bad, last year’s story has been told. But before you put that book back on the shelf, do a quick re-read and find the lessons you can use to provide a happy ending to this year’s story.

How to make this year your biggest year

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Remind me to kill you later

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My calendar is set to remind me about appointments, meetings, and other time-specific activities, but I don’t use reminders for anything else.

I check my task app, see what I’ve planned for the day, and do it. If I’m not sure about something, the app is only a click away.

I’ve also turned off most push notifications.

I don’t need or want to be reminded about everything in my life. Too many beeps and buzzes and pop-ups—it’s annoying. And distracting when you’re trying to concentrate.

“I’m in the middle of my skin care routine! Thank you for reminding me to take out the garbage, but go away!”

I also don’t like the idea of depending on reminders.

What if they fail? What if I don’t see the reminder? What if I’ve become immune to those pop-ups and beeps and alarms and ignore the little bastards?

I prefer self-reliance, not app-reliance.

I know, some people depend on reminders to gete them through their day. It’s like they’re back in school, waiting for the bell before they go to their next class.

Some folks are addicted. Their watches and phones are their overseers, constantly telling them what to do, when and where, and if they don’t do it, they nag them until they do.

I don’t want to be nagged, do you?

Here’s the thing.

We generally don’t forget to do things we want to do. We don’t need to be reminded to watch our favorite show, play our favorite game, or do the horizontal hokey-pokey.

It’s the chores, the errands, and the work we don’t want to do we find easy to forget, and for those, reminders might help.

So use reminders if and when they serve you, but not for everything.

When I drive by the grocery store, I don’t need my phone to remind me to get pickles.

It’s on my list, okay? (I just need to remember to check my list.)

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Use constraints to increase focus

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You may have heard that you can accomplish more by doing less. The idea is that when you have fewer things to do, you have more time and energy to do those things and do them well.

Many productivity systems suggest using “WIP Limits” to structure your work, WIP standing for “Work in Progress”. By limiting yourself to fewer (but more important) tasks, you can be more effective than having a dozen lesser tasks on your list that you may or may not get done.

I usually schedule 2 or 3 “most important tasks” for the day. If I get those done, it’s a good day, even if I do little else.

WIP limits are an example of “constraints,” limits to the amount of work you commit to. They acknowledge that we only have so many slots to fill each day and we should fill them with activities that deliver the most value.

One way to implement constraints is by the way you use your task app.

The task management app Todoist allows you to have up to 300 projects in their paid version. A project could be a case or client, an “area of focus” (e.g., work, family, finances, etc.), a time frame (e.g., this week, next week, this month, next month, future) or something else.

You might have 300 clients in your system, each one a project, but you can’t expect to focus if they are all “active” at the same time. You’ll find it easier to focus if you limit yourself to perhaps 5 or 10 active projects.

If you have trouble limiting yourself, you might choose an app that doesn’t allow so many projects or areas, or, in the case of Todoist, downgrade to the free version, which only allows 5 active projects.

Having only 5 slots to fill forces you to choose those slots wisely. It forces you to figure out what’s most important to you, so you can focus on it.

How many active projects, areas of responsibility, clients, or cases do you currently have in your task management system? What might happen if you reduce that number? And what might happen if you schedule fewer tasks each day to do your work?

Over the next few days, consider these questions and how WIP limits and other constraints might help you to focus and be more effective.

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The 15-minute weekly review

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Do you ever find yourself rushing through your weekly review or skipping it entirely, simply because it takes too long?

Many do.

What if didn’t take so long? What if you could review everything that needs to be reviewed and tick all the boxes that need to be ticked in just 15 or 20 minutes?

How is that possible?

I’ll tell you. But first, a point of clarification.

We call it a weekly review, but we should really call it a weekly “plan” because that’s what it is (or should be). A little reviewing, but mostly planning the upcoming week.

Therein lies a clue.

Istead of spending an hour or more reviewing all of your projects and tasks, past, present, and future, just review the tasks and projects that pertain to the following week.

If you aren’t going to work on a project this week, schedule time to review and plan that project next week, next month, or some other later date.

And don’t think about it until then.

The result is a shorter and more focused plan for the upcoming week. You’re welcome.

But yes, there is a catch.

If you want to create the future, you can’t ignore it, so besides a weekly planning session, you need to allocate time to plan those future weeks and months.

Yes, a monthly review (plan).

Once a month, schedule time to consider your goals—the outcomes you want to achieve that month and beyond—and identify the projects and tasks you need to work on to achieve those outcomes.

So far, so good. But yes, there’s another catch.

The daily plan.

It’s the key to making this all work.

Every evening, take 5 or ten minutes to plan your work for the following day.

Look at your calendar and your weekly plan, identify your most important tasks for tomorrow, and put them on a short list.

When tomorrow arrives, you know exactly what to do.

Let’s recap.

Schedule 15 or 20 minutes once a week to plan the week ahead. Once a month, schedule time to plan the upcoming month. And each afternoon or evening, take 5 or 10 minutes to plan the following day.

So, are you nodding your head in agreement? Does this sound doable? Easier than forcing yourself to spend an hour or two each week going over your entire life?

If it does, and you do this consistently, you will become a productive powerhouse and goal-achieving Ninja.

Unfortunately, there’s one more catch.

You have to do the work.

Sorry. You can’t spend all day reading emails and blog posts from yours truly. Much as you would like to, I’m sure.

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New year, new you. Or something.

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I’m trying out a new task manager. It’s not that I’m looking to replace the app I currently use, it’s that trying out a new app makes it easier and more fun to do a “task reset,” something I do periodically but especially at the beginning of a new year.

Basically, that means I’m cleaning house.

I’m purging old tasks and projects I realize I’m not going to do, organizing the ones I still want to do, and moving my most important tasks and projects front and center.

No matter how effective our systems are, they tend to slow down after we’ve used them for awhile, often to the point of overwhelming us. When you feel like you don’t want to look at your lists anymore, it’s probably time to do a reset.

Moving things to a new app makes that easier because it forces you to go through everything one by one, and consider its importance. A new app helps that process because it is unfamiliar. You have to slow down as you figure out how to use it, what you want to add or keep, and where to put it.

When you’re done, you should have a smaller number of important projects to focus on and fewer things to distract you.

But you don’t need a new app to do this. You can do a task reset in the app you currently use.

First, move all your tasks and projects and routines from their current place of “residence” in the app into a temporary home, a new project labeled “reset” for example, leaving the rest of the app empty.

Then, go through everything you just moved, item by item, and move them back to either their original home (project, area, file, folder, etc.), or a new one.

Make each task, project, or goal earn a place in your new setup.

New year. New you. New setup.

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Lazy or busy?

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No doubt you’ve head the expression, “If you want something done, give it to a busy person”.

Why would you give it to a busy person? They have no time.

Maybe you’ve heard another version, “If you want something done, give it to a lazy person.”

Why give it to a lazy person? They’re… lazy!

But both versions make perfect sense.

Busy people and lazy people seem to be at the opposite ends of the productivity spectrum, but they’re actually on the same page.

Both want to get things done quickly and efficiently, with as little time and effort as possible. Busy people don’t have time to waste. Lazy people have time but don’t want to waste it.

Being busy (or lazy) forces you to be (a) more selective about what you do, and (b) more creative about how you do it.

Both lazy people and busy people avoid taking on projects that aren’t the “highest and best” use of their time.

They’re both good at delegating.

Both use shortcuts, templates, forms, and checklists.

Both look for ways to leverage their efforts, such as re-purposing content and (in the case of professionals) prioritizing repeat business and referrals over marketing to the cold market.

And both say no to good ideas to make room for great ones.

In short, both are effective and productive, because they’ve figured out how to make the most of what they have.

If you want to be more productive, be lazy. Or busy if you like that better. Either way, you’ll get more done.

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