2017 Retrospective

I began 2017 in profound pain. I know I’m not alone in that – many of us were reeling from the shock of the Presidential Election. I still am working on how to cope with the changes my country has seen over the last year. But I intend to keep this on a personal note, so the pain I speak of comes from the end of an era for me.

In January 2017, I left my job at Apple after 6 1/2 years of love, joy, and ultimately heartbreak from my relationship with a company that felt like it let me down. But that’s a story for another day. The result is that I began the year dispirited, my dream job having worn me down and left me unsure how to be myself anymore.

On February 6, 2017 I began my new job as an Engineering Manager at Stripe. After 11 months on the job, I feel like I have shed an ill-fitting button down to put on a cozy Snuggie. Stripe feels like home in a way that I’d hoped but hadn’t expected to find.

Stripe is challenging. Every day I go to work and am faced with questions I don’t have the answers to, problems I’m unsure how to solve, and people who are the brightest and most driven of any I’ve had opportunity to work with. Stripe makes me want to be a better person.

Since this is a retrospective, let me share a little of what I learned this year.

I love being a people manager

There are many roles one can play as an Engineering Manager – Product Manager, Project Manager, Tech Lead, Analytics Expert, and People Manager to name a few. Of these, the one I find most fulfilling is as a People Manager. To me, that encompasses everything around mentoring and leading the people on your team. Coaching people through tough communication situations, advising on how to prioritize and focus on what’s most essential, thinking about career growth and what’s needed to get to the next level, as well as helping when someone is making mistakes and my efforts can help them figure out the path to success – all the little actions I take result in my team members figuring out how to build great products in a complex organization. Their successes make me kvell like a Jewish grandmother.

We should all ask for help

Coming in to a new company and managing an existing team is hard. Getting context on the ways the company works, the products the team has built and is currently building, and understanding what needs to get done is very challenging. Everyone wants to come in to a new job and hit their stride as rapidly as possible – we want to prove that hiring us was a good decision and we’re going to work out in this role. Admitting you don’t know something or don’t know how to do something that’s asked of you can feel like an admission of failure. But I don’t believe in ‘fake it till you make it.’ Ask questions, be honest and authentic, and don’t waste time trying to pretend you know things you don’t when a quick question can unblock you in no time.

I probably should have asked for help on a few fronts much sooner than I did, because I didn’t have the confidence to admit what I was struggling with. Yes, it takes confidence to say you don’t know something. My co-workers at Stripe have helped me regain the confidence to come out and say something when I need help.

Culture fit brings happiness

People talk about culture fit all the time, and it’s a vague and hand wavy thing to talk about. I think I can best sum up my experience as finding a company where you match the culture means you can be yourself everyday and be appreciated. At my last few jobs, I had to fight my instincts on what I should say or not say. I had to be careful which actions I took because they could be easily misconstrued by others in ways I couldn’t even imagine because I just didn’t even think the way they did. There was a discontent from working in an organization that just didn’t operate the way I expected it should.

Stripe is still young and figuring things out. But they do so in a way I understand and respect. We will make mistakes. We will adopt processes that I don’t like, but I expect that as long as I am able to understand the logic behind them, Stripe will continue to be a workplace I love.

I’m a feminist

I’ve never thought of myself as a feminist before, but 2017 had me stepping up and proudly adopting the mantle. I had the honor of being one of the co-leaders of the women’s Employee Resource Group at Stripe this year. I don’t think that’s something I would have even considered a couple of years ago. The undercurrents of power that flow all around us too often leave women behind. 2017 has been a year of brave women speaking out when they have everything to lose. Their stories reminded us just how far we are from gender equality. I’ve been a woman in tech for 17 years now, and I’ve faced discrimination more times than I’ve even realized. I’ve begun to look back over my life and wonder what I missed in my optimism that gender discrimination didn’t impact me.

Ensuring that women feel safe and welcome in the workplace has become increasingly important to me. I want more girls getting excited about programming because software engineering let’s you build anything. I want them to graduate and come work with me and not have to be afraid of being the only woman in the room.

Last Thoughts

I was thinking about starting a blog for most of 2017, and on the final day of the year, I got this site running (it’s a hosted WordPress solution, so it wasn’t the technical challenge that was the stumbling block!). I’m hoping to share more thoughts on my experiences and what I’ve figured out along the way.

Here’s to 2018 – may it be a year of endless opportunity! It’s already started off on a much better note than 2017 did for me.