Episode Information
From Project Manager to Tech Executive: Building a 20-Year Career Through Relationships & Change with Sheila Brewer-Richardson, Senior Director of Software Engineering at Fidelity National Financial
In this compelling episode, Sheila Brewer-Richardson shares her inspiring 20+ year journey from project management to senior technology leadership. Her story illustrates how adaptability, continuous learning, and strong professional relationships can shape a successful career in tech.
Sheila leads the software engineering teams at Fidelity National Financial, where she oversees both onshore and offshore development groups for their home warranty and disclosure source divisions. Her career path includes roles at major companies like Pacific Bell, Wells Fargo, and Allegiant Airlines, where she consistently drove innovation and built high-performing teams.
During our conversation, Sheila opens up about:
Her unconventional entry into technology through project managementTransitioning between different company cultures – from utilities to airlinesThe challenges and rewards of building global teamsCreating innovative employee development programsBalancing family life with career growthThe importance of finding and being a mentorHer brief but insightful career detour as a cardiac monitor technicianSheila’s leadership philosophy emphasizes open communication, continuous improvement, and the importance of helping others grow. Her journey demonstrates that success in technology comes not just from technical expertise, but from understanding people, processes, and having the courage to embrace new challenges.
Connect with Sheila:https://www.linkedin.com/in/sheila-brewer-richardson-a7b6127/
About Career Downloads:Career Downloads features in-depth conversations with technology professionals who share their career journeys, challenges, and lessons learned. Host Manuel Martinez explores their stories to help listeners navigate their own paths in the tech industry.
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Manuel: Welcome, everybody. My name is Manuel Martinez, and this is another episode of Career Downloads, where each episode I basically hit the refresh button, bring on a different guest to really learn more about their experiences, their backgrounds, and the way that they have managed their career over time with the ultimate goal to really be able to uncover any techniques, tips that they have encountered along the way that might be beneficial for you to go ahead and be able to implement yourself. So for today’s episode, I have with me Sheila Brewer Richardson, and her and I have worked together in the past for a little while, and she has kind of moved on. I followed her career over time and just seen the way that she has kind of managed her career and ascended over time. So I’m really excited to learn more about her career in general and the things that she’s done prior to us meeting and even afterwards. So with that, go ahead and plug in and download the knowledge. So hi, Sheila.
Sheila: Hi, Manny. Thanks for having me.
Manuel: Of course. I appreciate you coming on. So what I’ve been doing with everybody is just to kind of start, if you can just tell me what your current title or role is where you’re at now, and just a brief summary of kind of what your roles and responsibilities are.
Sheila: So currently I am the Senior Director of Software Engineering for Fidelity National Financial. We have an IT team. The teams I have are both onshore and offshore. QA Automation team, I have a QA onshore team Obviously, a lot of that had to do with, we didn’t start that way. We expanded so that we could have testing 24-7. We basically build. So Fidelity Financial, for those of people that don’t know, basically, huge company has a lot of subsidiaries. I support their home warranty sector, Fidelity National Home Warranty, and then also there’s Disclosure Source, which is National Hazard Disclosures based in California Disclosure. So if you have earthquakes, fires, floods, different things like that. So we provide reports when someone’s looking to buy homes, they want to see like, okay, what zone am I in? So that’s what the companies that we support, our IT department supports, and they have home warranty companies, they have products, and they like to update their products and coverages very often, so in our software, that’s what it does.
Manuel: And you’re in charge of the team that does, when you say the quality, it’s the quality of the reporting, like I’m assuming it’s a portal or something like that that all these other companies kind of connect to?
Sheila: So quality testing, so we got the dev team that builds the products, and then we have the QA team that basically goes in and tests to see if the products are built correctly, if the systems that integrate with our main base software, if whether or not, okay, I go in, I’m ordering a warranty, how do all those steps happen? Are they, am I getting the right warranty, am I getting the right coverage? Do I have multiple HVAC systems, or do I have multiple, could be washing dryers, different things like that when you go to ordering a warranty, so ensuring that the tests go through, and then there’s that part of it, and then there’s the authorization part, so there’s different areas of, I would say, different systems and different pieces of the process that you have to make sure each piece, now I’ve ordered the warranty, you’ve got your customer, you’ve got your service provider, who’s going to go out and service you, so each piece has to be able to work, and there’s several different systems that it touches, and so that requires a development team, it requires a QA team, requires your business teams, so you’ve got your internal, you’ve got your QA teams, there’s manual testing with everything, obviously you want to automate as much as you can, but when you have legacy systems, you’ve got to do some manual testing, so the onshore team is more focused on, they do a lot more manual testing, and then my offshore team is, they do mostly automation.
Manuel: Alright, and now we’re going to kind of step back a little bit, and if you could just kind of give me a little bit of background, again, whatever you feel like kind of giving us a summary of kind of where you grew up and what eventually got you interested into technology, like some people are different, some people maybe when they got into college, some people at a young age, you know, maybe not until after your first job, so just kind of…
Sheila: So I grew up in Palo Alto, California, born and raised, I’ve been there for 30 years before moving to Vegas, I played basketball, so played some basketball over at San Jose State, and at the time, I think my mom was working, she was working at Hewlett Packard, my dad was working for Varian, both really great companies, I wasn’t on a scholarship or anything, so I, you know, still worked, I actually have been working, I’ve worked since 14 years old, you know, I think my first job was, I did junior achievement for Hewlett Packard, started there, my mom, she comes from 10 girls, 10 sisters, two boys, and they all had, you know, I guess various or very different careers, you know, some of them were very hands-on, brick masons, you know, and others, analysts, business, you know, I have an aunt that worked for Toyota for many, many years, she was a cobalt programmer, so my mom was the first journeyman machinist in California, so yeah, just very different, we got schooled teachers, you know, a lot of different careers, and so I used to go to L.A. all the time, and I would visit my aunt in Los Angeles, and they, my aunt and uncle, and I got to go up to, you know, visit Toyota in Torrance, California, and I used to be like, wow, this is interesting, you know, and she was, you know, just all the programs and different things that she was doing, and I just thought it was really exciting, and so, you know, I think at that time, in my early 20s, I was still like in college, and, you know, still trying to figure things out, I initially thought I was going into criminal justice, that didn’t happen, and that was mainly because my brother, actually, he graduated in criminal justice, I was thinking, oh, I’ll just follow you know, but then, sort of on the fluke, I did, like administrative assistant work, you know, in the summers, sometimes, and gosh, I tried many different types of jobs, you know, just when you’re out, during summertime, when you’re out of school, you just, it’s like, oh, my, our household was like, no one’s sitting, you’re doing something, yeah, after a certain age, you were, you know, doing something, so I, I needed a job, and like like, my cousin’s friend, I think, she was like, hey, you know, why don’t you go and si...