My First Million - MFM Mini - A Guide to Asking Better Questions
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I feel like I can rule the world
I know I could be what I want to
I put my all in it like no days off
on a road let's travel never looking back
All right I sat down to record this
And I asked myself
What would be amazing
What would be awesome if I was going to share it with you
And I decided to pull something out
Of my secret stash
So you know
If you go to someone's house
Imagine you go to some billionaire's house
you walk through the front door the gates open the butler takes your coat you walk through you know
somebody walks by with an hors d'oeuvre's platter you grab it you like the tuna you keep walking forward
and he says oh would you like to see my collection he said my collection you don't know what it's going to be
shoes watches cars he takes you down into the cellar and he shows you the wine collection and
starts talking to you about it that's what i'm going to do right now i'm going to take you to my
collection but i don't collect wine i don't collect watches or cars i collect questions
And so this podcast is all about some of the great questions for my question stash.
I have been keeping a notebook or a notepad of great questions because I have this phrase,
which is, ask a better question, get a better answer.
And it's really come true for me in my life.
I've been able to connect with people or get to the heart of the issue or find out information
that I needed to find out just by asking a slightly different question.
It's kind of amazing.
Just phrasing things differently will have a totally different result.
So I'm going to go through rapid fire.
I'll try to keep this short.
So we'll go through rapid fire.
If people are interested, we could always talk more about this later.
But I'm going to go through quickly of some great questions.
So let's start with the lighthearted stuff.
Okay, these are slight improvements when you're talking to other people.
So one of the worst questions, that's the most common question, is just,
oh, hey, how's it going?
Hey, how's your day?
right and that results in fine good right and that's it uh kind of a dead end question as far as i'm
concerned so i like to frame things a little differently when i see somebody that i want to talk to
um that you know we for a meeting or whatever it is i'll say something you know just a little bit
different it doesn't even matter like the words don't matter it's just trying to get to something
specific that will get beyond the the trap of fine or good so i might say you got a little pep in
step today. You know, what'd you have for breakfast? Or, um, you look happy. What were you doing
right before this? Right? So somebody could just pop on a zoom and I'll hit them with that. You look
happy. What were you doing before this? Oh, actually, I was on a call with blah, blah, blah, or, oh, I was actually
just cooking food. Doesn't matter what it is. I got them talking. It was a genuine question.
And, uh, it's to start to open up a little bit more instead of just getting stuck in the,
cookie cutter, fine and good trap. Okay. What else? If you want to get to know somebody,
Instead of saying, oh, what do you like to do?
And then they'll start to think about, like, hobbies and just sort of say generic.
I like to travel.
Oh, I like the movies.
Of course, everybody likes the movies.
Instead, what I'll do is I'll say, I'll say, you know, I only ever see you at the office.
What's an ideal Friday night for you?
What do you like to do?
Right?
Take me through.
You wake up or take me through.
Ideal Sunday morning, right?
And then people will start to tell me what they actually do in their life.
So instead of thinking about, thinking about.
about vague, generic things that they like, they'll recall something specific that they do as a habit.
And that'll actually tell you a lot about a person.
They like to go hiking every Sunday with their friends or, you know, I always, you know,
me and my daughter, we have this teethbrush routine and then we watch the cartoons and I make her pancakes.
Whatever it is.
You'll get something real out of it.
Okay, so those are some quick, lighthearted ones.
Let's go to work-related.
Okay, so here's some, and by the way, each one of these I have a long list, but I'm just going to hop between.
in categories. Okay, so work-related. I've said this one before on the pod, but one question many bosses
and managers ask is they're asking about a timeline for something. I always did this. I worked with
engineers. I don't know how long stuff takes to make. Sometimes I thought things would be really
complicated, and they're like, oh, that's one line of code. And other times I thought things would
be simple, and they're like, that's six months of refactoring code if you want that.
And so I used to always ask, when will we have this done? Right. When will that get done?
And people hate getting timelines. And there's just a generic like problem with this.
Some people will always sandbag.
So they'll always say a long time and try to like deliver faster than that.
Some people want to make you happy so they tell you an optimistic timeline, but it always ends
up taking it longer.
And so these things were so inaccurate.
So I heard a better question from Dan Clanter.
He's this, he's the chief product officer at Twitch when I was there.
And what he would say is he goes, you know, I know we don't know the exact timeline, but when
would, if I said that this was going to launch in August or September, what?
What month would you be surprised?
Oh, man, we didn't launch it by then?
So he said, when would you be surprised if we didn't have this done?
And that was just, that created kind of like the first that got people's guard down.
They weren't being asked for an estimate in a traditional way.
The second thing is that they would take that and they would start to kind of like,
like when you would be surprised by it not being out means that's sort of like the bottom bar.
Like, it's definitely going to be out by then.
And then he would follow up and say, okay, great.
And so best case scenario, what are you thinking?
Right?
And he would get a more accurate time range using that rather than just saying, when is this going to be done?
So better question, you got a better answer.
Some other questions I like to ask in the work context.
Sometimes I'll listen to people explain something and it's a really big, heavy plan.
And I'll just say, man, all that sounds really hard.
What would be easy?
And this question annoys people because they're like, oh, if it was easy, I would have told you.
But in reality, when you ask them, and you ask them, what would be easy?
They actually do come up with an answer that's pretty good.
Similarly, if somebody says a big plan, like a long, like we're going to do this and then
this and then this, I'll say, oh, okay, like, that sounds like a huge plan.
Like, you know, my brain, I'm not as smart as you.
So, like, imagine we were all like that.
Imagine we all had half the IQ we have today.
What would be the dumb, simple plan we would do to make some progress?
and I'm trying to get them to think outside the box, think differently because people get stuck in one track thinking and they have blinders on to all the other possibilities.
So I'm trying to just break that pattern and get them to see some other possibilities.
Some other ones, I will ask, you know, if I'm leading, if I manage somebody and they manage people, I'll say, hey, you don't have to tell me this answer, but it's a good question to ask yourself, what's a conversation you've been avoiding?
we're all avoiding some conversations, whether it's personal or professional.
Another one will be, I'll wake up in the morning and I'll think about work and I'll say,
who needs my help today?
Oftentimes there's people in the company that are struggling, either personally or professionally,
and we kind of put off dealing with it because we don't have to.
The fire is not burning yet.
The house is not burning down.
But you kind of want to address it when it's a little spark before the house burns down.
So who needs my help today?
Okay, let's go to self-talk, right?
the most important dialogue happens in our head.
And so here's some of the ones that I ask myself on a daily basis.
So this one's work-related.
I'll say, if I could only work two hours today,
but I still wanted today to be a huge success,
what would I do in those two hours?
This is a way of cutting through all the BS,
all the busy work, the small things that are easy to just eat up our time
and just say, okay, if I really could only work for two hours today,
what would I work on for those two hours?
Another one, I would say, I've asked this question out loud before, what would Suli do?
I have a friend Suli who I think is just amazing at business.
He just has a knack for just finding the fastest path solution for just being like kind of a PhD in common sense.
And so I just step back.
I say, what would Sully do?
Or similarly, if I'm talking to somebody else, I'll say, sounds like you're stuck and you don't know what to do.
But you've always given me great advice.
So what would you advise yourself in the situation?
If you were giving advice to yourself, what would you say?
If you weren't you?
Or I'll ask them, yeah, I know you don't know the answer.
But if you did know, if you did know the answer, what would you say?
People, that really fucks people's minds.
They don't know what to do with that one.
But it is actually pretty useful as a way to, again, shake their pattern, get them to think differently.
Questions I will ask myself, let's go back to this.
What are my anti-goals?
I can often think about what I want, but sometimes it's very useful to think about what I don't want.
I learned this from Andrew Wilkinson.
He used to talk about anti-goals, meaning instead of thinking about what's the perfect life and how do I want to make my life better, he thinks about what's misery.
And let me just avoid misery, right?
Invert.
And just instead of thinking about what's the dream, think about, you know, instead of thinking about heaven, think about hell.
And then just make sure you avoid that.
You end up doing pretty well then.
A question I ask myself, another one I like here.
I like this one.
Am I playing a stupid game?
Naval has this phrase,
play stupid games,
win stupid prizes, right?
If you're at a carnival and you go up to,
you know,
the little water squirt gun game
where you've got to squirt the water
in the little hole
and if you could do it the best
out of everybody,
you know,
you win the giant stuffed animal
and then there you are
40 minutes later,
you've put $85 into this game
and you win and you win
the $6 stuffed animal
that you could have had to begin with.
And it's just a reminder.
There are many examples of this.
I've done this many, many times.
I've worked on dumb startups, worked on dumb ideas, right?
I played a stupid game, and if you play a stupid game, you're going to win a stupid
prize.
So I try to stop and ask yourself, am I playing a stupid game?
An example of a stupid game is trying to win an argument on Twitter or convince somebody to,
you know, change their mind when it doesn't really matter.
You know, convince people I'm right.
That sort of thing is an example of a stupid game that you can play.
Another question to ask.
is this the beginning or is this the end?
This is great for a relationship.
You get into breakup.
Breakups are tough.
Is this the beginning or the end?
It feels like the end, but it's also the beginning.
And you've got to ask yourself,
if I treat this like the end, then yeah, I'm going to feel a certain type of way, right?
I'm going to feel the way you feel at the end.
But if I view this as the beginning, I'm going to feel very differently.
So I got to ask myself, is this the beginning or the end?
They happen at the same time.
Similar one that's a little bit kind of like self-helpy in that vein is,
is that the thing or am I the thing?
That's just a reminder of where is the power?
When a situation is overwhelming you,
you're saying, oh, man, I'm making that the thing.
No, no, no.
I'm the thing.
So you make it about yourself.
So if somebody else is acting in some way that you find stupid,
are you making that?
Are you making them the thing or are you the thing?
It's about taking back control
and being able to own parts that you control
and control your own experience that way.
Another one for work that I like is, if I wasn't already doing this, would I do this?
This goes back to my phrase, inertia is a bitch.
A lot of times the things that we are doing, we're only doing because we were already doing them.
So it's worth having an honest question.
If I wasn't already doing this, would I be doing this?
If I wasn't already in this job, would I apply for this job?
If I wasn't dating this person, would I ask them out on a date?
Right.
So you want to avoid doing things that you wouldn't do if you weren't already doing them.
And I'll leave you with a couple more that I think are fun.
I like to ask this for myself and for others, which is like, what's something you're happy
to overspend on?
We all have things that we're really cost conscious about, we're really frugal, we penny pinch,
and we have other things that we're willing to splurge on.
So what am I happy to overspend on, right?
I always pick this for me, this was books.
I will always buy a book instantaneously, whether I plan to read it or not, whether I
I have money or not, I will always buy a book because that's sort of a potential knowledge,
a potential life change that I could have for 10 bucks.
And socks, socks is another one.
I hate fussing with having mismatched socks or not enough socks.
So I will overspend on socks.
I will buy a hundred of my favorite pair of socks.
And then when those are done, I'll just buy a hundred more.
I'm happy to overspend.
It just gives me joy.
And so similarly, it's a way to get to know somebody else.
It's a way to get to know yourself and to get to know somebody else.
What are they willing to stupidly overspend on, even though they know it's maybe not the best
most logical solution. Okay, those were some rapid-fire questions from my question stash.
I don't know if this is entertaining to you. I don't know if that was helpful to you,
but I will publish that on my newsletter. If you subscribe, you'll get the written version of that
because those are probably hard to remember. So go to shanpuri.com. Just pop your email in
there and I'll put it in, I'll put it into the welcome sequence where I put just a list,
a little question bank of some of my favorite questions. I don't give you all of them.
These are precious.
I've been hunting these for a long time,
but I will give you, you know, whatever,
20, 25 of these that I really like.
Ask a better question, get a better answer.
All right, that's all for me.
Hope you enjoy this mini episode.
Let me know what you think.
Tweet at me or email me.
I'm Sean at shanpourri.com.
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the world I know I could be what I want to
I put my all in it like no days off on a road let's travel never looking back
