Eventually that's where you want to be really scrappy as an entrepreneur when you're first getting your business up and running: hiring the right people, partnering the right way, getting feedback on what you're doing.
A lot of people want to be an entrepreneur, so it's important to know that there's a lot of ways to be an entrepreneur. One of the ways is to go about and start your own business. There are also ways that you can gain experience in the context of a larger business, like raising your hand to helm a new office. As you are gaining your skills to run your own business successfully, the first way is to think about how you can do so based on where you already are.
One of the most important things you can do is build an ecosystem of people around you who want to see you do well. That might be making appropriate introductions or providing mentorship or introducing others to key hires over time. It's not just what you can learn at your job before you set out on your own, but also thinking about how you're cultivating that ecosystem and keeping in touch with that group around you.
As an entrepreneur you are often failing as much as you are succeeding. You are falling on your face as much as you are stepping up and moving forward. You need resilience to get up, re-gather, think of what you are going to do next, not letting that misstep pull you down. Next, you cannot be afraid of looking stupid or not being perfect. You have to be okay with sticking your neck out, being willing to fall down, and knowing that you are more measured over time about how you are getting back up.
With resilience you are learning to be flexible and take feedback on how people are experiencing what you are building, you're listening to what your customers are saying, you're building these relationships, and making better decisions over time. That all really starts with that resilience and that willingness not to be perfect.
I always have to add to a team someone who is a highly tactile, list-oriented person who keeps us on track. And call them a COO or executive all-star, or whatever. I need to balance myself with people around this table who are much better at organizing, which is certainly a blind spot of mine.
If you recognize how you are most effective - whether it's how you present yourself or whether it's how you speak, how you convey enthusiasm - when you realize what makes you feel like your most confident self, that's when you are going to be your best. You just have to figure out what makes you effective in your environment. As long as you get that right, they are always going to remember you a lot more!
When it comes to asking for raise, you just have to do it in the right way. You may get a no, and that's fine, but ask and make sure you know when you can come back and ask again.
When I came right out of college I remember someone pulling me aside and telling me how to exactly fit in. How to wear my hair, what clothes I should wear, even how I should talk and wave or not wave or hold my hands. I wish I never had that conversation. It held me back for like two years and it took me a while to learn this myself, but the idea that you are your own brand, and you are your own person.
A career is measured over the course of the years, not moments. Over good decisions, over successes, not moments, failures, missteps, or bad comments. I learned that I needed to take a step back and look at my career not in that one moment that made me feel really bad, but what I had done not even in the past one or two years or last one or two hires, but that that career is built over many, many, many, many successive quarters and years and good decisions - never, ever made in that one moment where you felt really bad.
I have had lots of men on my team and I have had lots of women on my team, and men are asking constantly. That's one thing to just know as woman: by general rule, men are more generally asking than women.
As an individual, you know what you are good at and what you're not good at, so over time as you are hiring, you should be hiring for the skill requirements as the rule, but you should also be thinking, "What am I less good at?" and knowing you need to hire those people to create a stronger team. Different personalities are good at different things, but as a leader and and entrepreneur, it often has to start with you and building around your shortcomings.
If I am forced to come up with organizing tips, I use my iPhone and I have my to-do list that I keep there, and I try to go in weekly and have at it. I am never going to get through that entire list, so I have to weekly, as I check in, push up the priority and the three or four things that I absolutely have to get done, and constantly reorder the list. If anything, I feel like I have gotten more comfortable with that fact: knowing that what is really, truly important will get done and then being comfortable when other things fall by the wayside.
