I’ve heard the question, “What should I do?” a lot this month. 
Between reader emails, “Should I focus on my passion or make money 
first?” or friends, “Should I keep building my business or take the 
dream J.O.B?” The anxiety that comes with these Big decisions isn’t lost
 on me.
Last month I polled close friends about a business decision that had 
plagued me for weeks. “Hear me out and tell me what the hell to do!” I 
said. They know the drill by now (to ask smart questions) but for weeks I
 ran around hesitant, afraid, and unsure before I was finally able to 
decide.
All of us have Big Life Questions that force us to pause and reflect.
We doubt, we hesitate, we get excited. The very act 
of deciding causes discomfort because to feel like we’ve made a good 
choice, we first have to turn off the world, #1 hijacker of our 
thoughts. Laundry, to-do lists, bills, tweezers, your boss – these have 
no place in real decision making.
Add in self-doubt and genuinely hard circumstances – a new phase of 
life, a break up, family drama, business transition, new career, grief –
 and it can feel near impossible to make a decision.
I wrote a book five years ago compiling lessons I’d learned from 
being at the Big Life Choices crossroads for over a decade. Career 
decisions, relationship choices, 
The Guide To Making Hard Decisions is the framework I used to help me decide. If you want to get clear, real fast and real good-like, download it now for free.
Today I’ll share new lessons I learned in the last few months of 
decision making in my life. I’m always learning new ways to optimize 
because: New level, new devil, as they say.
If you check out the ebook and these lessons, and then ask your 
friends to ask you smart questions, you’ll be on your way to making good
 decisions sooner than you think.
How to decide (version 2.0 of many more to come)
1. Can the decision be an “AND” instead of an “OR?” 
My friend Al told me that often we believe a decision has to be one or 
the other, without giving ourselves the option to have both. In our 
panic to decide, our vision narrows and we only look at our options in 
one
 way. “Is there room to have both?” he asked me, “But maybe not at the 
same time?” It was brilliant and instantly pulled me out of the 
claustrophobic One Right Answer syndrome. When I thought about it 
realistically, I could totally have both if I waited two months, which 
helped reduce the boxed-in feeling I felt earlier.
2. Most decisions are reversible.
Al (bless his heart) also told me not to worry because more often than 
not, choices are reversible, we just have to believe it’s so. Unless 
you’re talking surgery, when what’s done is done, there’s nothing you 
really
 can’t go back to and say, “You know, I don’t like X anymore and I’d 
rather have Y.” You might have to wait, you might have to compromise 
some quality or other elements, but you 
can go back and change your mind.
3. You feel loss more than you feel gain.
Whenever something’s on the line to lose, we feel it ten times more than
 what we gain, even if what we gain is amazing. It’s human nature to 
hate losing because we have to let go of our attachment to that 
thing.
 My friend had the option between a dream job with everything he wanted:
 flexibility, security, great pay, industry relationships. But because 
he felt he had to put his dreams on hold in order to take the job, which
 meant never being able to pursue his dream again, he was freaked, even 
though he knew it felt right. “But it’s a stepping stone that’ll enhance
 the skills and contacts you need for your dream. You’re not losing your
 dream, you’re gaining amazing resources and experience to pursue it!” 
He breathed a sigh of relief. Once he got permission to keep his dream 
alive, seeing how this job was also good for him was much easier.
4. Is it temporary?
The reason we freak when making decisions is because we think our 
choices are final. Like #2, choices you make today are temporary and 
based on today, not forever. You are not locked into a decision 
even if it feels
 permanent. Even things we usually think are forever – marriages, 
careers, houses, are not. There’s flexibility in these choices even 
years later, and your energy opens up when you stop thinking in 
finality. I told my friend to see his job as a stepping stone into the 
next phase of his dream and he realized he didn’t have to do the job 
forever, just until he wasn’t learning anymore.
5. Use logic AND emotion. KNOW YOURSELF.
Smart decisions use both logic and emotion. In order to use them you 
must KNOW YOURSELF. I’m logical but far more emotional/intuitive. Most 
of my great decisions – professional and personal – were made with “I 
think this is right” and “Man, this 
feels right.” In order to 
do that, know what you need. Earlier in my life I needed more structure 
and challenge – where I learned and was tested. Working with 
Seth Godin,
 running my business, and disciplining myself to set a proper schedule 
served this purpose. But now in my life I need more ease, simplicity, 
and wayward dreaming – the space to do what I want without the order and
 structure I genuinely needed back in the day. And sometimes I need 
both!
Knowing yourself helps you not delude yourself and actually give yourself what you really want, instead of what you think you want.
6. Trust and have faith in yourself and your abilities.
This is a sine qua non for every part of life, really, especially if you
 want to be successful. Part of deciding well is not giving into fear 
that choices and 
opportunities in front of you
 right now will go away if you decide “wrong.” Remember, YOU created 
these opportunities in the first place and will do it again when you 
need to. 
Don’t fear.
 It’s hard to choose now, but YOU called your options in. Let this give 
you hope and relief that you’ll do it again, even if you do screw up 
now. Which you won’t.
7. You already know the answer.
Even if you 
genuinely believe you don’t know the answer, you 
do. Your body does. Trust the small signals it gives you and listen to 
it. When you’re deciding, simplify your life and get back to natural 
signals – body, heart, nature. Do things that allow you to feel in your 
body and connect to it so that you start to hear its wisdom. Personally,
 yoga answers a lot of my questions as does walking in the sun. Your 
body will react to things so that you don’t have to fake the funk – if 
it’s that hard to say yes to something and you feel your body close 
down, it probably means you should say “no.
8. Get support and the right people on your team.
This is a big one. All of us have friends we talk to when we need help. 
What you’re looking for are the one to two friends who prioritize your 
heart and understand what you’re up to. There’s no agenda like there is 
with close friends or family, who even though they love you (and God 
love them) don’t know the nuance behind Big Life Choices. You want 
people who’ve been on or are on the same journey as you. I called:
- my younger brother because he believes in me and wants to lead an excellent life too
- my friend Al who’s in the trenches with me and knows how to ask questions
- my friend Sacha who’s in the trenches and knows my heart and affirmed my heart
- two women who’d made the exact decision a few months earlier that I had to make now
It’s important to take advice from only the realest and best people 
otherwise you’ll get burned (from experience.) It’s not enough to “sift 
out” sh*tty thoughts someone feeds you – part of being successful means 
you carefully select the people, mentors, books, advice you consume. 
Find
 people without opinions, but who ask smart questions, reflect back your
 reasoning or question it, or people who straight up love you, “It’s 
tough, but you’ll figure it out.”
xx Ishita