True leadership isn't about having all the answers—it's about showing up with courage when uncertainty strikes. Discover why the best leaders stay present in ambiguity.
Her Story
About Ashley
Ashley began her career in technology consulting working within the Microsoft partner ecosystem, eventually joining a nationally recognized accounting and consulting firm where she managed Microsoft Dynamics 365 ERP and Power Platform implementations. Working with clients across pharmaceutical, manufacturing, sports, nonprofit, and cybersecurity software industries gave her early exposure to the complexity of enterprise technology projects and the very different business realities that shape successful implementations.
In 2024, Ashley joined 365 Digital Technologies as a Senior Consultant, supporting ERP, IT, and digital transformation engagements through a combination of project management and organizational change management. She also became increasingly involved in project recovery, helping organizations stabilize at-risk implementations by addressing challenges around scope, timelines, and stakeholder alignment.
That experience shaped an important part of Ashley's leadership philosophy. Some of her most meaningful work has involved stepping into troubled transformation initiatives and helping leaders determine not only what has gone wrong, but what needs to change to move forward. Her project recovery work has included helping clients navigate initiatives that were significantly over budget and behind schedule.
As her role at 365 Digital Technologies expanded, Ashley moved beyond leading individual engagements and began building the firm's transformation capabilities. She went on to establish and lead its Organizational Change Management practice, developing the methodology, service offerings, and delivery standards used across client engagements while building and mentoring the team responsible for delivering them.
In July 2026, Ashley was promoted to Senior Director of Consulting Services, expanding her responsibility across the firm's consulting portfolio. Today, she leads the strategic direction, growth, and delivery quality of practices spanning Organizational Change Management, Enterprise Project and Program Management, PMO Advisory, Project Recovery, CIO Advisory, and ERP Transformation. She also serves as an executive-level advisor to client leadership navigating complex enterprise transformation.
Ashley also plays an active role in 365 AI Solutions, a sister company focused on developing practical, AI-enabled solutions to real business problems. Drawing on her background in transformation and change leadership, she helps bridge the gap between technology and the business, with a particular focus on strategy, adoption, and ensuring solutions translate into meaningful business outcomes. Her involvement reflects a natural evolution of her career: from implementing technology, to leading transformation, to helping organizations navigate what comes next.
Her Interview
Ten minutes with Ashley
01What do you attribute your success to?
I attribute much of my success to curiosity, coachability, and a willingness to ask for opportunities before I felt completely ready for them. Early in my career, I regularly asked leaders I admired if I could sit in on calls, help with projects, or take something off their plate. I wanted exposure to the conversations happening several steps ahead of me because that was how I learned to see the bigger picture.
I also learned to actively seek mentorship rather than wait for it. I asked for feedback, invited leaders to coach me, and then worked hard to demonstrate that I could be trusted with what they gave me.
That experience developed a skill that has become incredibly important in my consulting career: anticipating people's needs before they have to articulate them. I am always thinking about what is coming next, what risks we haven't addressed yet, what decision a leader will need to make, and what I can do now to make that next step easier. That ability to stay curious, think ahead, and consistently add value has been one of the biggest drivers of my career.
02What’s the best career advice you’ve ever received?
The best career advice I've received came from my mentor, Guillermo Avila, CEO of 365 Digital Technologies and 365 AI Solutions: never bring a problem without a solution. If you don't have the solution, go find it, or talk to someone who can help you find it.
That advice fundamentally shaped the way I work. Identifying a problem is important, but identifying it isn't the same as solving it. I've learned to take ownership of what comes next, whether that means developing a recommendation, doing the research, asking better questions, or bringing in someone with expertise I don't have.
That mindset has been invaluable throughout my career, particularly in consulting and project recovery. I may not always walk into a situation knowing the answer, but I know how to keep moving until we find one.
03What advice would you give to young women entering your industry?
Don't shrink yourself to fit a room you've already earned your way into.
I spent a lot of my early career doing exactly that. I was often one of the youngest professionals in the room, and instead of seeing that as an accomplishment, I questioned whether I belonged there at all. I minimized what I had achieved, second-guessed my expertise, and assumed everyone else had more of a right to be there than I did.
I've learned since then that none of it was an accident. I worked hard. I asked for opportunities. I sought out mentors. I took feedback seriously. I delivered when people trusted me with responsibility. I earned my seat at every table I was invited to.
So my advice to young women is to stay curious and stay humble, but don't make yourself small. Don't wait until you feel completely ready to contribute, lead, speak up, or pursue the next opportunity. You can acknowledge how much you still have to learn without diminishing how much you've already earned.
04What are the biggest challenges or opportunities in your field right now?
The biggest opportunity right now is helping organizations turn rapidly evolving technology, especially AI, into real business value. The goal shouldn't be to adopt technology faster. It should be to solve the right problems better.
05What values are most important to you in your work and personal life?
One of the values most important to me is investing in people. I love coaching and mentoring young people as they navigate their careers and life, especially helping them build confidence, recognize their strengths, and see opportunities they may not see in themselves yet. Outside of work, I love reading and spending as much time outdoors as I can with my husband and kids.
Her Content Hub
Articles by Ashley
Don't Disappear When You Feel Inadequate: Leading When You Don't Have All The Answers
Leadership is showing up when you don't have all the answers.
One sentence from Ted Lasso has been stuck in my head since last night: "Don't disappear when you feel inadequate."
The reason it hit me so hard is that it's the opposite of what most of us instinctively want to do. When we feel uncertain, we pull back. When we don't have the answer, we stay quiet. When we're faced with a difficult decision, we look around the room, hoping someone else will step in.
The longer I've been in leadership roles, the more I've realized that these are the moments when leadership matters most. Not when you have all the answers, but when you don't.
Early in my career, I assumed the leaders around me possessed something I didn't. More certainty. More confidence. More clarity. I would walk into meetings and instinctively look to the executive, the expert, or the person with the most experience. When challenges arose, I expected someone else to provide direction.
Then one day, I found myself in a room facing a difficult decision, waiting for someone to step forward and tell us what to do. Nobody did. Everyone was looking around the room. And eventually, I realized they were looking at me.
What surprised me wasn't the responsibility itself. It was realizing that I still felt many of the same things I had felt years earlier. I didn't have every answer. I wasn't completely certain of the best path forward. I still felt inadequate. And that's when I learned one of the most important lessons about leadership: Leadership isn't about having all the answers. It's about being willing to show up when you don't.
Anyone can lead when the path is obvious. Anyone can make decisions when the risks are low. Anyone can appear confident when success feels guaranteed. But leadership is truly tested when the answer isn't clear. When the stakes are high. When uncertainty enters the room. When people are looking for direction.
In those moments, it's tempting to disappear. To stay quiet. To defer. To wait for someone else to take the lead. But that's exactly why that quote resonates so deeply with me.
Leadership is not the absence of doubt. It's the willingness to move forward despite it.
The leaders who have had the greatest impact on me throughout my career weren't the ones who always knew the answer. They were the ones who stayed present when the answer wasn't obvious. They listened. They assessed the situation. They made the best decision possible with the information available. And they took ownership of the outcome.
As I've grown in my own leadership journey, especially through complex transformations and periods of significant change, I've realized that teams aren't looking for perfection. They're looking for presence. They're looking for someone willing to navigate ambiguity alongside them. Someone willing to stay in the arena when things get uncomfortable. Someone who won't disappear when things get difficult.
Looking back, one of the biggest transitions in my career wasn't a promotion or a title change. It was realizing that leadership had quietly shifted from something I looked for in others to something others expected from me. And the irony is that this often happens long before you feel ready.
So if you're feeling uncertain, uncomfortable, or inadequate in a leadership role right now... don't disappear.
Your team doesn't need you to have all the answers. They need you to show up.
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