Sky Elisabeth Grimes
Sky Grimes is a dynamic marketing, operations, and communications professional known for her people-first leadership and commitment to community impact. Based in San Angelo, Texas, she currently leads marketing, operations, and sales initiatives for Goodbye To Paper, where she focuses on building systems, strengthening customer experience, and developing teams for long-term success. With more than six years of experience spanning hospitality, technology, and nonprofit sectors, Sky has built a reputation for bringing structure, creativity, and energy to every organization she serves.
Sky’s career journey has been shaped by both professional growth and deeply personal experiences. After moving across the country at a young age to Washington State, she spent over six years in the restaurant industry, rising into leadership roles where she trained teams, managed operations, and oversaw logistics, inventory, and budgeting. Following her return to Texas, she transitioned into the software space, expanding her expertise into marketing and operations while continuing to focus on people development. Her passion for helping others was instilled early in life and strengthened through life-altering experiences, fueling her belief that purpose is found in service and impact.
In parallel with her professional career, Sky has become an active leader with the American Red Cross, where she serves in multiple capacities including communications, disaster response, board leadership, and Service to the Armed Forces liaison work. After initially joining in a communications role, her involvement deepened following a major local flood, where she worked directly with individuals and families impacted by disaster—an experience that reshaped her perspective and commitment to service. Through her work, Sky continues to build meaningful relationships across her community, driven by a mission to bring hope, empower others, and create lasting, positive change.
• American Red Cross Board Member
• San Angelo Chamber of Commerce
• American Red Cross Communications and Disaster Response
• Service to the Armed Forces Community Partner Liaison
What do you attribute your success to?
I attribute my success to my faith, my resilience, and a deep commitment to serving others with integrity and purpose. My journey hasn’t been easy, but the challenges I’ve faced—including life-altering experiences—have shaped my perspective and fueled my drive to lead, build, and give people hope. I’ve also been intentional about staying coachable, working hard, and pouring into people, because at the end of the day, success is about the impact you make along the way.
What’s the best career advice you’ve ever received?
The best career advice I’ve received is to stay grounded in my faith, trust the process, and remember that my path is being guided even when I can’t see the full picture. My father also taught me to lead with creativity, stay people-centered, and go all in on the ideas and opportunities placed in front of me. That combination of faith, courage, and authenticity has shaped how I approach both my career and my purpose.
What advice would you give to young women entering your industry?
It's never too late to just start. It doesn't matter how old you are, where you come from, your background, if you have all the answers or not, or even if you're qualified or not. If someone is willing and has that coachability and has an open mind to learn, you can take on the world. I would say just start, you know, and don't worry about what the world and what society says about where you should be at at a certain age, or especially as a woman. You just gotta keep going, you gotta keep pushing forward, and if you really want something, like, go get it. There's nobody stopping you. If you truly want something, go get it and be bold at the end of the day.
What are the biggest challenges or opportunities in your field right now?
One of the biggest challenges—and opportunities—in my field right now is building a consistent, reliable presence for the American Red Cross in San Angelo, especially after seeing firsthand how critical disaster response is during events like recent flooding. There’s a real need to strengthen operational systems, grow our volunteer base, and build trust with first responders and the military so the community knows we’re prepared and dependable. If we can do that well, the impact we can make locally is incredibly powerful.
What values are most important to you in your work and personal life?
First and foremost is integrity. You know, if you say you're gonna do something, do it. Keeping your word is huge for me, and putting action behind the words is huge for me. I would never ask someone to do something I'm not willing to do myself, so integrity is one of the biggest ones. Patience and grace are two that kind of go hand in hand, because when you are put in a situation where you have to be patient, you usually have to offer grace. People are going through something, and everybody has experienced some level of pain in different ways. You really never know what someone's going through, so when someone maybe lashes out or shuts down, it's coming from somewhere, and sometimes you need to talk about it, get to the root of what's really going on, and be patient and offer them grace. We're human at the end of the day, we're not perfect, and we're not robots. Kindness kind of goes hand-in-hand with this too, because you never know what someone's going through, and if you're in a position to just be kind to someone, then just do it. It costs zero dollars to be kind. And the last one I will say is willingness. You have to be willing to jump, to leap, to run, to wait, to learn, to do anything. If someone doesn't have that willingness, it's really hard to pour into them or help someone or mentor someone, but if someone has that willingness, oh gosh, you can run with that.