"My Second Cloudflare Company Retreat" By Shannon Colin
It's easy to write off corporate retreats as an obligatory series of meetings and tired speeches, but Cloudflare's retreats are uniquely engaging, personalized, fun, and inspiring. Having grown with Cloudflare over the last year (I started just before our 2017 retreat), I wanted to share some of my experiences to highlight Cloudflare's incredible culture.
The office was buzzing with different languages and laughter as people hugged and shook hands for the first time after working online together for a year or more. Everyone's Google calendar looked like a rainbow as we each mined for white space to squeeze in those coveted 1:1s, all-hands presentations, and bowling offsites with our global colleagues. The buses and Google chats felt like summer camp, with people claiming pride around their table numbers and sharing group photos.
Company culture and achievements
The first big theme of the retreat was reflecting on the positive company culture and achievements over the last year. Zack, who works on product strategy, and I chatted at a breakfast table about how good it feels to be surrounded by hundreds of colleagues we genuinely respect, admire, and enjoy working with. We talked about how proud we are that Cloudflare builds products that authentically make the Internet a better place. We'd seen several Internet users donate tens of thousands of dollars to Girls Who Code to be first in line for our recent Registrar product launch.
Members of Cloudflare's Global Afroflare group
Throughout retreat, the product and engineering teams were busy launching the 1.1.1.1 app and Spectrum for UDP product. The customer support and SRE teams took selfless night shifts to cover 24/7/365 support lines from one single time zone, while other teams delivered donuts to perk them up. Team members across sales and marketing sparked conversations about better ways to share best practices, experiments, and wins across regional offices.
Members of Cloudflare's Global BDR team bowling outing
It was eye-opening to connect with different team members about why they joined Cloudflare in the first place. Greg, our sales leader in the central region, talked about the family considerations that played into his decision to join the Cloudflare team. Given that he lives in Chicago and has worked at larger companies prior to his transition, taking a remote sales leadership position at a company with less brand awareness in the Central US region certainly offered up some risk but one that he and his family felt was worth taking. Having been here now for several months, he remarked on the infectiously warm culture, impressive product innovation, and his confidence that the decision was the right one.
Members of Cloudflare's Global Proudflare group
Employee Development
The second big theme of the retreat was seeing that Cloudflare fosters an environment for employee development. Every employee had a chance to select and participate in break-out sessions including financial literacy, mindfulness, whiteboarding, speed reading, mentoring, lock picking, and how to be a better writer. I chose "Improv: Think Quickly on your Feet," (a soul-hugging, hilarious session which still hasn't left my mind), and the Harvard Business School case study called "Dealing with Hot Issues Without Getting Burned" by Professor Mike Wheeler and award-winning journalist and executive media coach, Jeff Ansell.
Emma, Alexander, Shannon, Mustafa, and two Bats Improvisational Comedy Coaches pretending to be chameleons after the Improv session
The HBS pre-reading was a case study on two companies implicated in the death of several consumers after using their products. As I walked in, Matthew Prince, our CEO, said, "This is a really special session." He reflected on how taking this particular course during his time at HBS better prepared him for challenging media interviews about Internet privacy and due process of law. I don't want to give away the secret sauce of this session, but I will recommend everyone take it if you ever have the chance. Having learned from an HBS professor, I felt that Cloudflare's retreat was like a mini-MBA in a day.
Nicole from our Office Operations team selected the session called "Visual Communication through Whiteboarding." She reflected on how it can be hard to convey new ideas through words, and that the whole point of the class was to explain complicated concepts through simple drawings. The instructor taught them how to storyboard and visually communicate business ideas like an app or invention. Nicole said she partnered with a colleague she'd never met before, and "we pretty much instantly understood what the other was trying to convey through drawings."
Icons created during Nicole's Whiteboarding session
Mickie from our Austin engineering team took the session called "Boost Your Productivity through Speed Reading and Memorization." Reflecting on the course, she said, "I have a keen ability to immediately forget names right after I'm introduced, and with 760 new faces and names at Retreat, I felt like I needed a masters course in information retention. So I was particularly excited to attend [this session]. We started by evaluating our reading speed and measuring it again after learning tricks to improve reading speed and comprehension (you can't improve what you don't measure after all!). We also learned mnemonics to remember information, and by the end of the session, I confidently remembered the names of an entire group of co-workers, making it easier to stay in touch in the future."
Aliza, who heads up our APAC region, attended the Harvard Business School case study session called "Mentoring and Talent Development." She shared, "The mentoring session was not at all what I expected, which was half the fun! We read a case study about an employee who was a fantastic salesperson and built up a strong division for Morgan Stanley in an industry where the bank had been failing, but who violated many cultural norms and annoyed most of his colleagues. We were each tasked with determining whether to promote or fire the employee (no half-measures allowed).
According to the professor, usually the room is split, but our group was around 60% fire, 40% promote. We spent most of the time in a healthy debate, with various individuals sharing their perspectives and the professor giving us additional data and asking provocative questions along the way. It was a really engaging session which got each of us thinking about what the bank should value most and how that might apply to our own situations. One of the key lessons was that things would never have come to such a difficult point if the protagonist's boss had coached and mentored him properly along the way (another takeaway for each of us). As with all sessions, it was great to meet other people from Cloudflare with whom I'd never interacted."
Having fun
The third big theme of retreat was having fun. We work hard every day, and Cloudflare does a great job of creating an environment for employees to unwind and have fun. Introverts and extroverts alike found ourselves bonding with people from all corners of the globe given the cross-functional seating arrangements and wide array of activities. I met folks from the Platform Engineering team in Austin, Technology team in Poland, Policy team in Cyprus, and beyond. I kayaked for the second year in a row with a friend from my onboarding class. We found our kayaks stuck in a marsh at one point, and I was impressed by his navigation skills as we chatted about his exciting work transition from London to Singapore. I had dinner with one of our engineers in Nairobi who previously attended a coding bootcamp and now works on the main Cloudflare website; we bonded over our love for ugali and nsima. I also learned about the extensive world of art collection from one of our legal team leaders, who reminded me how important it is to spend money on art made by marginalized folks who often receive less funding for their work. I love that Cloudflare's retreat is a time for depth, not surface-level conversations.
Group of Cloudflarians hiking through Napa
It was also inspiring to see how engaged the executive team was with employees across the company. I got into a conversation with our CTO, John, at one point, and asked how he and our CEO, Matthew, originally met. John mentioned they were both speakers at a conference, and they each individually sought the other out as someone interesting to follow up with. Years later, it was clear throughout the retreat how much mutual respect the entire executive team shares. As an individual contributor, it's important to see that our executive team genuinely collaborates, inspires, respects, and has fun together. This type of energy permeates across the organization, causing a positive ripple effect on the overall culture.
Until next year
On the final day of retreat, as we bussed across the Bay Bridge into San Francisco, buzzing with happy conversations, we passed one of Cloudflare's billboards from our first offline advertising campaign. It was heartwarming to see our cofounders, Matthew and Michelle, smile and laugh at the sight.
Michelle, Matthew, and Michael passing Cloudflare's billboard on the bus ride home
The annual retreat really gives Cloudflare a strong foundation, which employees build upon throughout the year to help make the Internet a safer, faster, more magical place. I would be silly not to mention that we're hiring. Visit our PowerToFly page and come join us so you can attend next year's retreat!
"My First Grace Hopper Celebration" By Lisa Retief
A couple of weeks ago I went to Grace Hopper Celebration (#GHC18), and I can still feel the exuberant energy from the 22,000 women over the intensive 3 day conference. I attended with our Cloudflare team; our purpose was to connect with women in the greater tech community and recruit new talent to join our team and mission to help build a better Internet.
Cloudflare prioritizes GHC because we recognize that diversity in our company, and particularly in our technical departments, is crucial to our success. We believe that the best companies are diverse companies. This was Cloudflare's second time sponsoring GHC, and I was part of the planning committee. This year I headed to the event with 20 of my colleagues to meet all of the incredible attendees, hold on-site interviews, and even host our own Cloudflare panel and luncheon.
Getting to #GHC18
Early Tuesday morning, the day before the conference, as I joined the Southwest Airlines boarding line at Oakland Airport, my fellow passengers were not the usual contingent of suited men on their way to business meetings. Instead I was surrounded by hundreds of women (and some men) in conversation about what to expect in Houston. The anticipation was palpable, and energy was invigorating.
The flight itself was essentially a Grace Hopper networking event. I sat next to two others who were also attending on behalf of their companies. In my row there was a product manager at a well-known and successful startup, as well as an executive who was heading to Grace Hopper to learn and hire. That was the best professional conversation I ever had on an airplane.The topics ranged from how to scale data pipelines at rapidly growing software companies, to how to find and hire great women engineers. All three of us were using the spotty airplane wifi to communicate last-minute conference plans with our colleagues all heading to the event. One of my seatmates showed me a massive airplane selfie that one of his colleagues had sent him—the whole plane was filled with women from his company, and the pilot had even made a special announcement welcoming them.
Upon arriving in Houston there was more of the same energy—it was just warmer and a bit muggier now that we were in Texas.The area of Houston around the conference centre was overtaken by the 22,000 attendees, most of whom were women at various stages of their studies. Uber drivers were eager to ask us what the hell was going on. Why so many women?
Three Non-Stop Days at #GHC18
Cloudflare Expo Booth photo
As a member of the Cloudflare GHC contingent I had a few jobs—working the booth on the expo floor, interviewing candidates, and being one of four panelists at our Cloudflare: Women in Leadership Lunch.
Working the booth was a whole lot more fun than I could have imagined. I am an introvert and tend to avoid crowds and interactions with too many strangers. I surprised myself by taking on the role of "traffic control"— walking the expo floors and approaching women to ask if they are looking for a great place to work. Cloudflare is a great place to work so I could authentically express my feelings and also specifically speak to why it's an ideal place to start your career. Cloudflare is a company where you work to solve some of the internet's biggest problems at a scale where it has real impact.
I would then proceed to walk any interested people over to our booth so that myself and my colleagues could further engage them. I got so much from my conversations with these women. It gave me insight into why the celebration is so well attended. Women at various stages of their studies and careers had very specific reasons for being there.
The highlight of my week was the Women in Leadership Luncheon that Cloudflare hosted on the last day of the event. It gave us an opportunity to interact with some of the women we had met throughout the week in a more thoughtful and private way where we could open up about our careers and personal goals.
Cloudflare Women in Leadership Luncheon w/ Jessica Rosenberg, Jade Wang, Lisa Retief, and Suzanne Aldrich
We mingled with women in a relaxed setting, and had conversations about their situations and experiences. I found it very inspiring. As part of the event, I joined a panel with my three colleagues Jade Wang, head of developer relations, Jessica Rosenberg, head of brand design, and Suzanne Aldrich, solutions engineering lead to share some of our experiences and career journeys. All of us have different paths and have landed in different areas of the company, but all play integral roles in Cloudflare's success. I don't think you can underestimate the impact of seeing someone you can relate to in a position you may aspire to. This is an opportunity I wish I had when I was younger, and now am thrilled to share with the next generation of leaders in tech.
Another personal highlight of GHC was getting to really know my colleagues, many of whom I had never directly worked with. We were a team of women and men across different departments and locations who were excited to represent Cloudflare and ready to make some hires. We all had fun doing this and worked well together. While I didn't go out dancing and singing quite as often as some of them, I made friends who I now greet enthusiastically whenever we cross paths at work. Two things we look for in candidates are empathy and curiosity, so it was great to be able to bond with my colleagues and get to see that side and know each of them personally.
Team dinner @ #GHC18
As I left Houston, I reflected on the contrast between the national headlines and what I had experienced at the conference. The week had coincided with Dr. Christine Blasey Ford giving testimony that was resonant to many of us. It was hard to hear. In spite of this, I saw at the conference a groundswell of potential to transform today's companies into places that can help affect change.
When people ask me about what it's like being a woman in tech, I often joke that I have never had to wait in line for the restroom. And while I'm being funny, it's true. GHC was a very different experience, however. For me, attending GHC was like entering an alternate universe — something like a Margaret Atwood speculative fiction novel, except this was not a dystopian future. It was a future I want to see happen.
I look forward to #GHC19.
