On Tuesday, July 25th at the Entrepreneur Collaborative Center, Tampa Bay Techies held their “Breaking into Tech” event that featured a panel of successful and interesting local techies sharing their advice and experience for people who want to get into the technology industry.
It was standing room only at the event, and it looks like a lot of people here in Tampa Bay are looking to break into tech or like me, want to enable their fellow techies land a job in our exciting field.
The intro
The session opened with founder Samantha Ramos talking about Tampa Bay Techies, which has only been around a few months but has already made a considerable positive impact on the Tampa Bay tech community.
with a mission to promote personal and professional growth for individuals in the technology community through networking, mentorship, volunteering, and training
whose vision is to empower individuals from all walks of life to thrive in the technology field
and aim to be a leading hub that connects individuals, organizations, and resources within our tech community.
The event wouldn’t have been possible without them —thanks so much for your sponsorship!
The panel session
The panel comprised an impressive group with a wide array of experiences in different areas of the local tech industry, listed in alphabetical order by surname:
Here are my (admittedly incomplete) notes from the panel session.
Skills and tech
What specific skills and technologies have been most valuable in your career, and how did you acquire or develop them?
Jeff:
I started as a mainframe developer
While tech skills are important, you need to leverage soft skills, especially empathy and collaboration
You also need to check your biases
Steve:
Know your audience — know who you’re talking to, what they want, and what they’re trying to get done
Know the shifts in the your career — I once transitioned from working on systems to find one of the most prolific serial killers to the Edinburgh Fringe Festival
Understand the business of the people you’re talking to
Suzanne:
I started as a web designer and ended up managing 50 sites for commercial real estate in the era before CRMs
I discovered that I have a passion for teaching, so I made a transition into tech training
Soft skills are important
Ashley:
I didn’t go into tech in the beginning
I ended up in recruiting for mainframe developers to solve the Y2K problem
The number one skill is relationship building
Jason:
At the Future of Work conference held at Stanford just before COVID, I heard a speaker say that 20 years ago, you might expect to change your career once, maybe twice in your lifetime…
…but these days, you can expect to change it four, five, maybe even six times now
You need to build the skill of learning new skills
The fundamentals that will help you as a techie (they helped me):
C programming
SQL
TCP/IP
Austin:
I’m going to echo the “learn how to learn” advice
I was a military brat, moving around a lot, and then I went to Florida State and did “Florida State things”
I started in research and ended up in applied science
Remember that math is never going to go away — it is fundamental to what we do
If you can, learn both low-level and high-level stuff
Also keep in mind that soft skills are criminally underrated
Strength / special ability
[Editor’s note: Somehow, I managed not to write this question down — if you remember what it was, email me, message me on my LinkedIn profile, or let me know in the comments!]
Suzanne:
I read 50 books a year — a lot in audiobook form — physics, career development, self-development
I’m always in some kind of class. I’ve even taken cooking and dog training courses
I maintain a commitment to learning, and I continuously study my industry
Ashley:
[Steve] Ashley’s special ability is her connections!
Jason:
I still code, which allows me to have intelligent discussion with the teams
When you}re in charge, it’s important to understand all facets of the busines
Austin:
I like what I do, which is a great help
I read a lot; it’s how I learn best
I approach my job with a childlike sense of wonderment
I’m relatively driven
I also have decent risk tolerance — I prefer to ask “Why shouldn’t I” over “Why should I?”
Jeff:
My strength is my ability to pivot
Don’t be afraid to take something on
Don’t sell yourself short
Steve:
Wow — everyone on this panel speaks in paragraphs!
I’ll remind everyone of this Ozzy Osbourne quote: “Be kind to people on your way up the ladder, ’cause you’ll meet them on the way down.”
The next five years
How do you see the industry evolving over the next five years?
Austin:
You’ve seen this ChatGPT thing, right? Tech like that is not going away
Basically, any technology that creates the three T’s — time, talent, and treasure — will be seen as valuable
Even with the current wave of fancy AI, the “simpler versions” of AI are still important — for example, scikit-learn
Other things will still be important: security, costs, deployment — they’ll all still be in play
Jason:
We’ve seen so many “once in a thousand years” kinds of events — in the past five years!
The best thing you can do is learn how to learn
You’ll need to anticipate changes and change with them
Keep tabs on new technologies, but through a “suspicious lens”
Learn the basics; you’ll always be able to leverage them
Ashley:
Find the thing you’re passionate about
Suzanne:
Make a plan
Keep in mind that some technologies will affect every career path
Ask yourself: Where do you want to be in five years?
Talk to people who have the job you’d like to have in the future — remember, people love to talk about themselves!
Keep learning, and course-correct along the way
Steve:
I take inspiration from my favorite superhero of all time, Iron Man!
I was a fan of Tony Stark from the comics, even before the Iron Man movie changed superhero movies forever
What I love about Iton Man is that he’s not intrinsically “super,” he’s just a human augmented by technology
What we do is help people become Iron Man in little ways
AI is there to augment people, and it will be a regular part of your everyday life five years from now
Be people-centric in your approach to technology
Jeff:
In five years, I’ll hopefully be retired!
The days of being a generalist are going or gone
People want specialists. Pick a specialty, and if you need to, be prepared to pivot
Early career choices
How did your early career choices lead you to where you are now?
Jeff:
Exposure to the right mentors and indviduals
You learn from everyone you work for — some will provide ideas and actions that you’ll want to borrow, some will be anti-examples or show you what not to do
Don’t pick a technology just because it’s “shiny”
Steve:
I wanted to be an accountant because my grandfather was one, but I’m terrible at math
I also wanted to be a pilot — I have family in the Royal Air Force — but I have nerve damage that disqualifies me
My accounting grades were an sign that I was not meant for accounting, but on the strength of what I was good at, it was suggested that I go into IT
You need to be able to see “the fork in the road” ahead of you
Suzanne:
I was an entrepreneur at 24, when I opened my first training center. Computer Coach is my third!
Ashley:
I originally wanted to be a star! I went to New York City and did a lot of auditions
When that didn’t work out, I ended up running the call center for Frontier Airlines in St. Pete, which wasn’t fun. Nobody calls an airline call center unless their trip has gone wrong
I complained about the job, and got the suggestion that I should take an IT recruiter opening. I didn’t even know what that was, but it paid $25K + commission, and I made more than I’d ever made up to that time
Jason:
My plan was to keep learning. My work at the Department of Energy led to my learning about information security and also how to build at scale
And don’t forget to use those connections!
Austin:
I’m still early in my career — I’ve been at it for only four years
A lot of my approach boils down to not giving up and putting in some long nights
What greatly helped me was someone writing a fire letter of recommendation for me
You can greatly affect people when you do well by others
Q & A
The panel ended with a Q&A session — here are my notes summarizing the responses:
You need to showcase your work in places like:
GitHub — open source contributions can open doors
Passion projects, whether technical or non-
Collaborative projects — the people you collaborate with may end up being your network and references
Use LinkedIn
Remember that recruiters pay for the recruiter-specific version of LinkedIn (it costs about $10K a year)
This recruiter-level subscription specifically seeks out people and what they can do by the content they produce
Learn how to use LinkedIn to be noticed by recruiters
Find a mentor
A mentor can help fill in your gaps, especially leadership gaps
Afterward
The panel was followed by the informal networking session, which gave attendees a chance to catch up with old friends and acquaintances and make some new ones. It was great catching up with folks I know, and meeting some people whom I’d never met before.
Tampa Bay Techies is holding their Breaking Into Tech panel on Tuesday, July 25th from 5:30 – 7:30 p.m. at the Entrepreneur Collaborative Center. If you want to enter the technology industry and need some insight, advice, tips, and tricks, you’ll want to register for this event!
Last night (Wednesday, June 21), Tampa Devs held a meetup at Embarc Collective with a great topic: Selling Yourself: The Art of Interviewing. They brought in some domain experts, who are also friends of this blog: Pitisci & Associates’ Craig Darrell, Brian Dodd, and Stephen Rideout, who were there to show us how to land a job.
Craig gave the presentation, which was eagerly absorbed by the audience, a lot of whom were first-time attendees of a Tampa Devs meetup. This was a crowd that was ready for their first or next job, and they had questions aplenty. Luckily for them, Craig, Brian, and Stever were there to answer them, and it looks like they had even more questions to answer after Craig’s talk.
Another good trick: answer what looks like a bad-faith question in a straightforward way, as if it were a good-faith question. Thomas Maxwell responded to Esther’s tweet with a question about sleeping bags, as shown above.
It was probably a good-faith question, judging from Maxwell’s Twitter timeline, but put yourself in Esther Crawford’s shoes. She’s probably still processing her very public layoff and dealing with slings and arrows from critics. In her position — and even as an observer — Maxwell’s question could easily be seen as a bad-faith barb.
Crawford did the right thing: she answered it as if it were a legitimate, good-faith question. This has a double-advantage:
If it is indeed a good-faith question, she’s just answered it.
If it’s a bad-faith question, it shows grace. Or if you prefer a more Machiavellian, it highlights the attacker’s dickishness.
Rapid7 and High Tech Connect are teaming up to have a tech fest in Rapid7’s new office starting at 5:15 p.m.! If you’re looking for work, you’ll want to check this out, as there’ll be networking, an open resume review and Rapid7 hiring update and overview. Find out more and register here!
What’s High Tech Connect?
High Tech Connect is a meetup group whose goal is to facilitate connections in the Tampa Bay technology community. They do this by holding monthly “Tech Fests,” which include a number of companies, including a not-for-profit, a start-up, and 3 or 4 for-profit businesses.
It’s a great way to catch up with your friends in the tech community, make new friends, and find out what’s going on here in “The Other Bay Area.”
Here’s a true story about an opportunity that started at High Tech Connect: In the summer of 2019, I was looking for work and decided to attend the July High Tech Connect event. I ran into my friend Tracy Ingram at the gathering, and we got to talking. A little bit into the conversation, I asked Tracy “Hey, do you want to go on StartupBus this year?”
Long story short: it pays to go to events like High Tech Connect!
What’s Rapid7?
Rapid7 are a security company, and as a reader of this blog, you’ve probably heard of their pentesting tool, Metasploit, their digital forensics and incident response tool, Velociraptor, or their threat intelligence tool, Threat Command.
What’s happening at this event?
For starters, they’re showing off their new office space in Channelside, located between the Florida Aquarium and the Channelside Bay Plaza.
It’s also a recruiting party. Rapid7 is hiring! You can see the list of current jobs here, and here’s a list of future roles currently not on their site:
Technical Support Engineer
Salesforce Senior Solution Architect
Salesforce Engineer
(Senior) Business Systems Analysts
Product Manager
Product Manager, IT
Netsuite Administrator
Product Operations Manager
Senior Software Engineer
Lead Software Engineer
Software Engineer II
Principal Software Engineer
Data Engineer
Finally, it’s a networking event. That’s why I’ll be there!
She was recently the subject of an article in the Financial Times on January 24th (barely over a month ago) titled The rise of Esther Crawford in Elon Musk’s ‘hardcore’ Twitter. It tells the story of how she managed to become one of the few pre-Musk employees to parley their way into becoming one of “Space Karen’s” trusted lieutenants and in charge of several initiatives to make the company profitable, including Twitter Blue.
Her “sleeping bag” tweet raised a lot of eyebrows, including this short, yet spot-on response from Grady Booch, one of the patron saints of software development (and object-oriented programming in particular):
Crawford followed up with a multiple-tweet response:
[1] Since some people are losing their minds I’ll explain: doing hard things requires sacrifice (time, energy, etc). I have teammates around the world who are putting in the effort to bring something new to life so it’s important to me to show up for them & keep the team unblocked.
[2] I work with amazingly talented & ambitious people here at Twitter and this is not a normal moment in time. We are less than 1wk into a massive business & cultural transition. People are giving it their all across all functions: product, design, eng, legal, finance, marketing, etc
[3] We are #OneTeam and we use the hashtag #LoveWhereYouWork to show it, which is why I retweeted with #SleepWhereYouWork — a cheeky nod to fellow Tweeps. We’ve been in the midst of a crazy public acquisition for months but we keep going & I’m so proud of our strength & resilience.
[4] I love my family and I’m grateful they understand that there are times where I need to go into overdrive to grind and push in order to deliver. Building new things at Twitter’s scale is very hard to do. I’m lucky to be doing this work alongside some of the best people in tech. 💙
And it was great to see this follow-up from her supportive husband. I’m a firm believer that a marriage is a team, and kudos to Bob Cowherd for this tweet:
I have nothing but respect for Crawford’s drive, determination, and willingness to put in “crunch time.” I have nothing but praise for Cowherd’s supportiveness. Having worked for similarly careless, callous, and capricious bosses — they just didn’t come up from apartheid emerald money — I believe that Crawford’s intense dedication was wasted on Elon Musk.
My recommendation to any Twitter employee back in November was to leave, as I said in my November 7 post (5 days after Crawford’s “sleeping bag” tweet), Advice to laid-off Twitter employees being asked to come back. It even ends with the “sleeping bag” photo and this line:
If you can afford not to, don’t go back. You’re being asked to go back to Hell.
Some people on Twitter were more blunt — and in hindsight, prescient:
Loyalty to a company
I’ve had more than a few conversations — often over drinks, so these are backed by in vino veritas — where someone says that loyalty to a company is a sucker’s game. I think the truth is a little more nuanced than that.
A certain degree of loyalty to an employer who has earned it is actually a good thing. You’re more likely to be happy at work, and that’s important, as you’re that’s how you’re going to spend half your waking life from Monday through Friday. With this kind of loyalty comes two-way trust, and as Steven Covey puts it: Without trust, we don’t truly collaborate; we merely coordinate or, at best, cooperate. It is trust that transforms a group of people into a team.
I like and trust the company I work for and the team I work on. In fact, looking at the teams I’ve worked with in the past decade, the current one is my favorite. I like my manager, my manager’s co-managers, my “skip-level” manager, and the various C-level people, most of whom I’ve had the chance to meet (and even play accordion for). They have my loyalty — within reason — because I know that I also have their reciprocal loyalty — also within reason.
It’s clear to me that the organization isn’t a family. It’s a publicly-owned corporation that operates in the present-day economy. My relationship with the company is pleasant, cordial, and thanks to its culture, convivial, but I know it’s also transactional. Implicit in the employment contract between me and the company is the understanding that the basis of our relationship is that I give them my time and effort and they give me money.
Even with co-workers, managers, and C-level execs who I feel conduct themselves with decency and honor, my loyalty — which is considerable; I have Auth0 stickers on my accordion — is given with reasonable limits.
I would not extend that same loyalty to less decent, less honorable people. And I would most certainly not extend that loyalty to a vaingloriously venal weasel like Elon Musk.
When Musk first came to the San Francisco headquarters just before the deal closed, Crawford introduced herself in the Perch, Twitter’s on-site coffee shop, and secured a one-on-one meeting to discuss her ideas around payments and creators, according to multiple people familiar with the encounter.
And that “sleeping bag” photo? In the well-lit conference room? That’s somehow pristine clean even though everyone was in crunch mode? That ain’t no candid shot.
Also consider that Crawford grew up in a cult. In that kind of environment, you probably learn a couple of tricks on how to handle leaders who think they are the spokespeople for a higher power, or worse still, think they are that higher power.
I have worked at places whose mission I believed in, but whose management I did not. I believe that Crawford’s was a similar situation. And I took a similar approach, all the while readying not just Plan B, but the additional Plans C through G.
Keep this in mind…
Many people are going to dunk on Crawford for the next couple of days. Some of them will be from the Elon Musk fan club, who will say that she simply failed to deliver. Others will be Musk detractors, who will say that it’s what you get for working an egomaniacal autocrat.
Many of them will be the sort whose tendencies are to punish women for the sin of being ambitious. Keep that in mind.
So what are the lessons here?
Even if the purpose of this post was to dunk on Esther Crawford — and it isn’t — I would still be “punching up.”
Crawford came to Twitter by way of acquisition. Twitter bought the video chat startup she founded, Squad, in late 2020. While the amount wasn’t disclosed, a look at Twitter acquisitions shows that they haven’t bought any company for less than double-digit millions. She has a great resume, she can always point to that profile in Financial Times,and she’ll likely be featured in a “What Next?” piece in some other tech or business publication very soon. She can even trade on the story that she worked with tech’s biggest jackass.
Simply put: Crawford will most likely be fine.
This article is not really about her, nor is it for her. It is, most likely, for you, especially if you don’t have a six- or seven-figure cushion to fall back on when the going gets brutal at work.
In my opinion, the lessons to take away are:
If you can help it, don’t work for assholes. If the option is available to you, try to work for and with people with at least some character. And try not to work for self-serving, whim-governed, spoiled emperors.
If it can’t be helped and you have to work for an asshole, learn to manage them. And while you’re at it, formulate a plan to minimize your exposure from said asshole, or get away from them altogether.
Favor high-trust environments over low-trust ones. Yes, there are a number of high-paying low-trust environments out there. In fact, the high pay is often used as a way of making up for the low trust. They might be great for your bank account in the short term, but they’re terrible in the long term.
There’s a fine line between singing your company’s praises and bootlicking. Each of us has a different idea of where that line is drawn. And some of us will talk pretty loudly about it.
Build a support network. A supportive spouse or partner can be a great help if you’re working at someplace like the current Twitter, and a network of peers can often be your key to escaping to a different organization.