The People Behind SkyePoint
Demetria
Audit Readiness Support Lead
Meet Demetria, Audit Readiness Support Lead and the newest member of SkyePoint’s, Department of Education, Office of Federal Student Aid Team!
Demetria Gaines brings over 20 years of distinguished experience in cybersecurity, with a track record of impactful roles across major airlines and government sectors. She is a recognized authority in risk management, incident response, and compliance, holding certifications such as CompTIA Security+. Beyond her technical expertise, Demetria is deeply committed to mentoring emerging professionals and advocates for continuous learning and ethical practices within the industry.
Her career has been marked by significant adversity, positioning her as a trailblazer in a traditionally male-dominated field. Often the only woman in critical security meetings, Demetria has demonstrated remarkable resilience and forward-thinking leadership. Her efforts have led to transformative security enhancements in both the aviation and governmental spheres, setting new standards of excellence.
Looking ahead, Demetria is focused on leveraging artificial intelligence to bolster cybersecurity defenses, ensuring preparedness for future threats. Her dedication to fostering a resilient cybersecurity workforce is evident in both her professional and personal life, where she is committed to educating and protecting others.
Carl
Software Developer
In celebration of Military Appreciation Month this May, we interviewed Carl for a special Military edition of Meet Our People.
Can you share a bit about your military background, which branch, and the roles you hold/held?
I began my military career in the Army straight out of high school, serving as a Cavalry Scout with the 3rd Infantry Division in Afghanistan. Following that, I joined the Missouri Air National Guard, a reserve component of the Air Force, as a Security Forces member. My duties involved airfield/aircraft security and law enforcement in Iraq, Kuwait, and various bases and locations stateside. In total, I served 13 years, with over 9 years of active service, including deployments, training/schooling, and full-time postings.
How has your military experience influenced your approach to work and problem-solving in your current role?
The biggest influence the military had on me was instilling the belief that there is always more to learn, and always someone that knows more on any given topic or situation. Relying on a good mentor to guide and encourage you to push your limits was pivotal in my growth, a principle that remains true in my civilian career. Relying on your own knowledge and experience can get you far, but not as far as you can get with a team.
What skills or values from your time in the military do you find most valuable in your civilian career?
Adaptability is the best thing the military taught me in relation to my current career. The ability to learn quickly and adapt to meet expectations is an indispensable skill for success, both in the military, in the IT industry, and especially in the DoD contracting world. There is always more to learn.
Is there a particular achievement or experience from your military service that you’re especially proud of, and how does it relate to your career today?
Becoming a non-commissioned officer and being able to help teach, train, and assist newer military members was one of the most rewarding aspects of my service that I’m most proud of. This experience has bled over into my civilian career particularly in my role as a Site Lead, where I assist other employees accomplish corporate requirements, and providing guidance when needed.
What advice would you give to other veterans transitioning into civilian careers?
Use all the resources and benefits at your disposal to put yourself in a good position for success. Leveraging the Post 9/11 GI Bill for an IT Administration course followed by Application Development courses helped me identify my niche in the industry. Also leverage your network to discover what industry you might be interested in and potential career paths post-separation or retirement.
Michael
Field Support Systems Administrator
This month, we interviewed Michael for a special Veteran’s Day Edition of Meet Our People.
How and when did you join SkyePoint? And what is your title?
I joined SkyePoint in 2019 initially as a desk-side support technician. Now, I’m a field support systems administrator. I got my certification through SkyePoint.
Tell me about your veteran service.
I joined the Marine Corps at 17 to get out of Chicago. I was in the service for nearly 21 years. I was a military aircraft mechanic and then became the unofficial network administrator for the squadron. I retired from the military as a C130 mechanic. While in the military, I traveled worldwide, including to Okinawa, Japan, Somalia, Kuwait, Guam, Afghanistan, and California, where I live now.
What was the most rewarding aspect of your military and SPD jobs?
Getting to travel with the military was the most rewarding part. I developed a broader understanding of life itself and how other countries and their people see us. I learned that people from different countries had positive and negative views of Americans. I may not always have agreed with them, but I understand them.
In my current job, I enjoy troubleshooting. When I run into an issue when there is a problem, and I find out what the issue is and solve it, it is rewarding. Any time you solve a problem, it’s a good feeling.
How did you transition into a job in the private sector?
I always had the hobby of being into computers. My wife used to joke that no one would pay me to play with computers, but it worked fine for me.
What skills did you carry from the military to your job with SPD?
Patience. Sometimes, we had to wait a long time, especially to be deployed. There was a period of a few months when my wife kept dropping me off on the base to go to Somalia. She kept having to pick me up at the end of the day until one day, I decided to drive myself, and the orders finally went through.
What do you like to do in your free time?
I volunteer with the American Legion in Fullerton, California, Post 142. I’m in charge of taking photos, managing historical information, and updating the website. Our organization also ties in with the charitable organization, the American Veteran’s Memorial Association. We don’t have a physical building, so any money raised is given to veterans and youth organizations and drives volunteerism. At the end of the year, we give out awards that can be used for scholarships.
How do you define success?
Being comfortable is a success for me. It doesn’t mean having money. It means I’m comfortable with what I’m doing.
What does great leadership mean to you?
A great leader, in my mind, leads from the front. They are not afraid to do something they ask others to do. A great leader is not a babysitter. They empower others to do something without hanging over them. A great leader gets up early with you even if they don’t have to.
If you could have any superpower, what would it be?
I’d want me and my wife to not stress over those things we have no control over. It would make both of our lives easier.
Jorge
Payroll Specialist
Jorge is a Payroll Specialist with SkyePoint who joined the company last month. We interviewed Jorge to learn about his favorite thing about the company, how he defines success, and how his passion for dance helped him build confidence in the workplace.
How and when did you join SkyePoint?
I joined SkyePoint on June 1 of this year. I’m a new hire. I was recruited by recruiting manager Bonnie Goddard, who contacted me on Indeed.com. I’m a payroll specialist, though my manager Christopher Gisti who is great, shared that there is room for growth at the company.
What parts of SkyePoint’s mission or culture do you most connect with?
I had never worked for a government contractor before. My last job was with a boutique immigration law firm. Before that, I worked at General Dynamics, which is a very large organization. I love working for a small company. It’s more personal, and everyone knows each other. They care about my experience here, and we can help each other more. I also want to be part of SkyePoint’s growth.
What is the most rewarding aspect of your job?
I’m a payroll specialist. I like being able to connect with my colleagues. It can be hard when you are a new person, but I like building those relationships here. My boss and I think alike, so it’s great.
What has been the most challenging project or aspect of your job, and how have you overcome it?
Getting used to a new culture, software, processes, and everything takes time, but I’m still learning and excited to know more.
What do you most enjoy doing outside of work?
My number one hobby is dancing. I’ve been doing it since high school. In 2014 I joined a dance team and competed at the World Latin Dance Club in 2015, and we won! I love the idea of competing. More recently, I created Essence Dance Project, and our team won our first competition in January! I was super shy in high school, and dancing was a way for me to come out of my comfort zone. I’ve realized that dancing helps me in everything I’ve done. In the workplace, I’m more comfortable speaking up and sharing my concerns and opinions because of dance. I also play volleyball and joined DC PVL in March of this year. My team won our division, and we are doing a tournament in August.
How do you define success?
For me, success is accomplishing any goal I set my mind to. Even if it is a small goal, I consider it a success once I’ve achieved it. I also set goals that I’m passionate about.
What does great leadership mean to you?
A great leader understands their employees, cares for them, and can bring you along with them.
If you could have any superpower, what would it be?
The power to fly.
What is your favorite candy?
I love Twizzlers.
Brad
Security Analyst
Brad has been with SkyePoint Decisions, Inc. for 4 1/2 years and is a Security Analyst with EPA.
We interviewed Brad who told us what he thinks the biggest benefits are of working at SkyePoint, what rewards him about his work, and how our culture is different than any other he’s experienced before.
How and when did you join SkyePoint?
I joined the company in October 2018.
What parts of SkyePoint’s mission do you most connect with?
I enjoy being a part of the implementation of innovative IT solutions that we provide our customers.
What is the best part of SkyePoint’s corporate culture?
The respect, communication, and friendliness from the top down. In most companies where I have worked, the higher levels are not approachable, and the culture was not to approach them. With SkyePoint Decisions, it is very likely that you will be in a meeting with the highest levels of the company at times. I’ve had some reach out to get my insight/opinion into how we can improve processes. The culture is entirely different than anywhere I have ever worked.
What kinds of resources have you taken advantage of while at the Company?
I’ve enjoyed being paid to further my education, attend company gatherings, and travel.
What is the most rewarding aspect of your job?
It’s seeing the progress that my team has made growing into our roles. As Team Lead, I have worked to train my team members, and I love watching them train new members as they learn more and more.
What has been the most challenging project or aspect of your job, and how have you been able to overcome it?
For me, the most challenging part of my job is all the processes and procedures that must be followed. Working with the government, there are always checks and balances, and because of that there are specific ways things must be completed and documented. To accomplish this, I had to use Teams and/or OneNote to help keep track of the way things must be done, and who to contact if I had questions about specific silos within the Agency.
Have you implemented any innovative tools or techniques that help with your job?
We have implemented the use of Powershell and scripting to allow us to automate some tasks that would normally have taken hours to accomplish.
What is your proudest professional achievement?
It was being told by the heads of the EPA that my reputation had preceded me; my work ethic and ability to communicate with non-IT employees was well-noted. It made me feel like my hard work had paid off.
What does true leadership mean to you?
The ability to stay positive while making good decisions to move others toward a common goal.
Favorite candy?
At this point in life, probably Nerds.
LeDon
Senior Exchange Storage and Cloud Architect
LeDon joined SkyePoint in 2010. Currently, he is a Senior Exchange Storage and Cloud Architect on the DOS VG 221 contract.
As a cloud architect, LeDon works primarily on the infrastructure of cloud solutions and is constantly developing them. He creates well-informed cloud strategies and develops and organizes cloud systems. He also provides on-premise Exchange support on different storage platforms. LeDon has his Zero Trust Certificate to assist with security measures for on-premise and cloud environments.
We interviewed LeDon to learn more about him personally and professionally. Read about what drives him, his thoughts on automation, and what’s on his bucket list!
How and when did you join SkyePoint?
I joined SkyePoint in 2010, 13 years ago and it’s been a blast.
What parts of SkyePoint’s mission do you most connect with?
I’ve connected most with the people at SkyePoint. The technology has grown from when I started to where it is right now. Back then we were still using exchange 2003 and I’ve been through multiple migrations from 2003 to 2010. Now we have 2016 and we’re in the cloud now, so as time has progressed, I’ve grown past the storage side of things. I went from a storage engineer to an exchange engineer and now I’ve developed into a cloud engineer as well.
Who are some of your biggest inspirations within the Company?
I have a close relationship with Bo because he initially interviewed me and when I first started, I was going through a rough patch at one point. He came down and spoke with me and said a couple of things to me that touched me in a way where I was able to improve on myself and it’s made me into a better person today.
What kinds of resources have you taken advantage of while at the Company?
I’ve completed a certification through the company’s training incentives program for Zero Trust Strategist.
If you could switch your job with anyone else within SkyePoint, whose job would you want?
Believe it or not, I wouldn’t want any other job. I love what I do.
What is the most rewarding aspect of your job?
It’s night and day for me. I go to sleep thinking about tech. I wake up if there’s an issue going on. I solve it in my sleep from time to time. I dream about it. My experience with certain things, how I strategize and come up with to make things better, has always been inspiring to me.
Have you implemented any innovative tools or techniques that help with your job?
Everything that we’re doing now is part of automation. We’ve been able to automate and use tools that have made our jobs and our lives a whole lot easier. I would say that automation, process, and development are the stones to moving forward in technology anyway.
How do you define success?
I define success not just within myself. It takes a team to define success. It takes people. It takes endless hours, and endless days, and it takes a crew of people that love to work together. My big thing is communication. Everything else is easy. Communication is the key.
What does true leadership mean to you?
It’s not just what you do or what you can provide. It’s a combination of recognizing the people around you and being able to interact with those people to succeed. Everybody brings something to the table, right? So, it’s whoever is leading that team. I define that by how they’re able to make people better. It’s all of us working together as SkyePoint. It’s not just one person. We all work together to accomplish the same goals.
What is on your bucket list?
To travel to Africa for the experience itself… and then be able to survive the flight there and back.
If you could have any superpower, what would it be?
To innovate and to change people’s perspectives on how we’re living today and how we see the future.
Favorite candy?
I have so many. I would say Peanut M&M’s.
Kelly
Mobility Engineer
Kelly was born and raised in the Washington, DC, area. She studied information technology at the University of Maryland. Previously, Kelly worked with IT at the Department of Defense TRICARE Management Activity (DOD-TMA), the Defense Centers of Excellence (DCOE), the National Naval Medical Center, and the White House-Executive Office of the President.
Kelly has been with SkyePoint Decisions for almost 6 years and holds several training and industry certifications. We interviewed Kelly to learn more about her personally and professionally, and here’s what she shared:
What parts of SkyePoint’s mission do you most connect with?
Delivering information technology solutions in a team and diverse setting.
What is the best part of SkyePoint’s corporate culture?
The diversity of it all. SkyePoint doesn’t just talk, they take action. SkyePoint hears your ideas and implements them.
Who are some of your biggest inspirations within the Company?
Bo Kimbrough, no question. He is a natural leader who shares information, encourages leadership, and ensures the SkyePoint community is doing well and thriving.
If you could switch your job with anyone else within SkyePoint, whose job would you want, at least for a day?
For a day: Bo Kimbrough (CEO and founder) for sure, and Ritchie Rodriguez (Corporate Delivery Manager), in a close second!
What kinds of resources have you taken advantage of while at the Company?
I’ve utilized SkyePoint University in the past for several online courses, which were beneficial. Quarterly lunches are very informative.
What is the most rewarding aspect of your job?
Working to ensure our (State Department) GO Mobile Environment stays healthy by identifying, assessing, and remediating vulnerabilities, staying current on updates, and deploying the latest software. The environment is graded weekly, so having and maintaining an A+ is always the goal and rewarding.
What has been the most challenging project or aspect of your job, and how have you been able to overcome it?
Prioritizing tasks. Creating daily tasks to complete instead of trying to do everything all at once is difficult but necessary.
What is your proudest professional achievement?
To date, working for the Executive Office of the President for 7 years, serving under the Obama Administration.
How do you define success?
Accomplishing your goals. Short-term as well as long-term goals.
What does true leadership mean to you?
Having integrity. Not only talking the talk but also walking, showing, sharing, and delegating. Leading by example.
If you could have any superpower, what would it be?
Time traveling. Doctor Strange is my favorite superhero.
Favorite candy?
Peanut M&M’s.
Daphne
Operations Support Analyst
Daphne joined SkyePoint more than 12 years ago and is an Operations Process Analyst on our Department of State Vanguard 2.2.1 contract and she is one of our Department of State Site Leads. She connects most with SkyePoint’s mission; “Enabling our clients to most efficiently and effectively deliver their mission – anytime, anywhere, securely”. We asked Daphne to tell us a bit more about herself both inside and outside of work, and here is what she shared:
Who are some of your biggest inspirations within the Company?
Bo Kimbrough, the founder/CEO inspires me because he is people-oriented; he cares about people. He is very direct; you don’t have to guess about who he is or what he is thinking. He is goal-oriented and determined and that is impressive.
Heather Conigliaro, the Chief Operations Officer inspires me as a female who came to SkyePoint not knowing anyone but utilized her skills to accomplish not only her goals but the goals of the company. She also cares about people and will do her best to help others. She listens and is always seeking ways to improve. She is a caring and honest person. I always remember when Heather initially came to SkyePoint and I had a concern but didn’t say anything. She sensed that something was wrong and asked me about it. After I told her about the problem, she immediately corrected it and she said to always let her know if something is wrong. We have an open line of communication which I appreciate and value.
Melanie Fetters, our Project Manager is always there to help!! I appreciate her help with different activities. She is just always there and easy to talk to about different things. She is always responsive when I need her.
I think one thing that all these individuals have in common to me is the kindness, caring, loyal and determination for the employees and the company.
What kinds of resources have you taken advantage of while at the Company?
I have enjoyed taking advantage of our brown bag sessions, ITIL training and site lead. One brown bag session I attended that made an impression on me was in July 2021 on the topic of IT Service Management presented by Al Kelly. It was very detailed, informative, and well presented. These types of activities give us an opportunity for continued growth, which I value. The ITIL training was helpful to learn as much as possible.
I’ve enjoyed our holiday events. They are always creative and well organized. Although we were not able to come together in 2020 due to the pandemic, SkyePoint still put together something virtually.
I’ve enjoyed the luncheons we used to have with Bo as well as the happy hours. These types of events bring the company together as well as our families. It is meaningful to us to include our families in our company activities.
What is the most rewarding aspect of your job?
Interacting with the staff of other employees.
What is the best part of SkyePoint’s corporate culture?
The commitment and unity.
What has been the most challenging project or aspect of your job, and how have you been able to overcome it?
To effectively perform my job, I have to obtain information from others, which can be challenging at times. To overcome this, I utilize all aspects of communication (i.e., text, email, phone messages, etc.). I listen to the employees and take notes of our conversations. I also try to identify with them personally because although we are hired to perform a job, we all have personal lives, and sometimes it helps to know that someone cares.
What is your proudest professional achievement?
I was the EML (email) Operations Manager for eight years. It was a very challenging and demanding position, but I learned so much and believe I impacted the people within the State Department environment.
How do you define success?
To me, success is my faith, peace of mind, family, and friends.
What does true leadership mean to you?
Being able to encourage and motivate others and setting an example for others. People will see what you are doing, and if it is encouraging and motivating, they won’t have a problem following. What you do will trickle down to others to make a difference in your environment. It may not change the world, but it will make a difference where you are.
What is on your bucket list?
Having my kitchen remodeled.
If you could have any superpower, what would it be?
I would protect children and the elderly from danger.
Favorite candy?
It used to be almond joy, but as I’ve gotten older, I love a good piece of Ghiradelli Intense Dark Sea Salt Almond (Dark Chocolate).
Benita
POA&M Management Lead
Benita is a contractor and team leader of SkyePoint’s Plan of Actions and Milestones (POA&M) management team for all FSA systems. She offers guidance on the POA&M processes while organizing and supervising workload to meet client expectations. We asked Benita to discuss what she does both at work and outside of work. Here is what she shared:
How and when did you join SkyePoint?
I joined SkyePoint in January 2022.
What parts of SkyePoint’s mission do you most connect with?
SkyePoint prides itself as a mission-oriented organization, leveraging the competencies of a diverse workforce in pushing the boundaries of IT Security solutions that enable clients – primarily federal government agencies – to achieve their business mandates. This passion for goal accomplishment strikes me the most out of this great company’s many overlapping and competing values. I am a natural goal-getter poised to identify solutions and take daily action to accomplish set goals. Consequently, SkyePoint’s passion for success naturally aligns with my predilections. It blends into my daily routine and has become second nature.
Who are some of your biggest inspirations within the Company?
There are several good, and inspiring figures, people/colleagues that I have met since my employment with SkyePoint. Melanie Fetters, who helped myself and the team to have a smooth transition to SkyePoint, has had the most profound impact/inspiration on me.
What kinds of resources have you taken advantage of while at the Company?
I am excited to take advantage of the quarterly target certifications offered by SkyePoint to acquire more certs.
What is the most rewarding aspect of your job?
The most rewarding part of my job is providing the highest level of service to my client and gaining their trust.
What is the best part of SkyePoint’s corporate culture?
In my assessment, SkyePoint’s corporate culture could well go down as the most legendary attribute of the company that has made the relationship between employees and management remain incredibly strong. In addition, SkyePoint encourages social interaction by organizing activities where employees can meet and socialize.
What has been the most challenging project or aspect of your job, and how have you been able to overcome it?
The most challenging part of my job was doing a lot of manual work because a major tool was broken. I overcame that challenge by coming up with workarounds while the tool was being fixed.
Have you implemented any innovative tools or techniques that help with your job?
I have implemented processes that helped increase productivity and efficiency.
What is your proudest professional achievement?
I will say my proudest professional achievement is getting my certifications. I don’t like to be complacent; it was imperative for me to continue to acquire knowledge to improve my skillsets.
How do you define success?
Success in my job is a portion of something even more significant than my role. I view success as the achievement of the collective goals of the unit which I lead and, most importantly, helping SkyePoint to meet worthy goals that bring the much-desired values to our clients and the parts of the universe that we can impact positively by the nature of the business we support.
If you could switch your job with anyone else within SkyePoint, whose job would you want? (or whose job would you want to try for a day)
If I could switch my job with anyone else within SkyePoint, I will say someone in corporate leadership. I would like to get an insight on what they do.
What does true leadership mean to you?
I consider authentic leadership to be demonstrable traits that tend to listen without being condescending. This understanding of leadership thrives on the willingness to hear the perspectives of others without rushing to judgment. Such a trait enables true leaders to be patient and relentless in their ability to pursue excellence and motivate the team to do their best as individuals and as a team. In addition, the ability to be a good listener tends to influence followership and support in achieving collective goals. Besides, it endears the leaders to colleagues and people they meet.
If you could have any superpower, what would it be?
My superpower is to fly to any where I want.
Favorite candy?
I am not into candy, but if I had to pick one, European chocolate.
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