Cybersecurity Through Her Eyes: A Dialogue with Regina Sheridan
Cybersecurity today stands as one of the most critical and rapidly evolving sectors in the technology landscape. With the rise of cyber threats and digital vulnerabilities, organizations across the globe prioritize securing their data, infrastructure, and networks. However, despite the expanding demand for cybersecurity professionals, one persistent issue remains evident: the gender imbalance within the field. Women are vastly underrepresented in cybersecurity roles, and many face unique challenges in entering and advancing in this male-dominated industry.
To gain insight into this complex topic, we engaged in a detailed conversation with Regina Sheridan, a seasoned cybersecurity professional whose experiences illuminate the barriers women face and the strategies that can help overcome them. Regina’s career path offers valuable lessons for women aspiring to build successful careers in cybersecurity and for organizations aiming to cultivate diversity and inclusion.
Regina begins by reflecting on the early stages of her career, emphasizing how societal perceptions often discourage women from considering cybersecurity as a viable option. “Growing up, I never saw many women in tech, especially not in cybersecurity,” she recalls. “The field was often portrayed as highly technical and intimidating, which made it difficult to picture myself succeeding in it.”
This perception is not uncommon. Cybersecurity, with its heavy association with coding, hacking, and complex technical problem-solving, can seem inaccessible to many women who might not have had early exposure or encouragement in STEM subjects. Regina notes that these stereotypes create psychological barriers, which are sometimes more daunting than the technical challenges themselves.
However, she points out that cybersecurity is a broad field requiring a variety of skills beyond just technical expertise. “It’s not all about writing code or managing firewalls. Cybersecurity demands critical thinking, problem-solving, analytical reasoning, and effective communication,” she explains. “Women bring diverse perspectives and strengths in these areas that are essential for tackling modern cybersecurity threats.”
One of the key hurdles Regina identifies is the lack of targeted educational pathways and encouragement for women to pursue cybersecurity. She describes how, during her early career, educational programs were often generalized or geared toward traditional IT roles, without much focus on security or the opportunities available specifically for women.
“The pipeline problem starts early,” Regina says. “If young women don’t see cybersecurity represented in school curricula or hear success stories of female professionals, it’s hard for them to envision a future in this career.” To address this, she advocates for increased outreach and the integration of cybersecurity education starting in high school and college, along with dedicated scholarships and mentorship programs.
Regina herself credits her success to actively seeking out opportunities that built her skills and confidence. Internships, workshops, and hands-on labs allowed her to gain practical experience, which she believes is crucial for breaking into cybersecurity. “Theory can only take you so far. When you get to work on real-world scenarios, your confidence grows and so does your passion for the field.”
She encourages aspiring women professionals to pursue continuous learning, whether through formal degrees, certifications, or self-directed study. Cybersecurity evolves rapidly, so staying updated on the latest threats, tools, and techniques is a must. But don’t let the learning curve intimidate you—everyone starts somewhere.”
A recurring theme in Regina’s story is the importance of mentorship. Early in her career, she found guidance through mentors who provided advice, encouragement, and helped her navigate organizational cultures that were often less inclusive. “Having someone to talk to, especially a woman who’s walked the same path, makes a huge difference,” she emphasizes.
Unfortunately, mentorship opportunities for women in cybersecurity are not always easy to find. Regina highlights the need for organizations to create formal mentorship programs that connect experienced professionals with newcomers. These relationships can help women develop not only technical skills but also soft skills such as networking, negotiation, and leadership.
Community involvement is another critical factor. Regina is an active member of several cybersecurity groups and forums where women share knowledge, collaborate on projects, and provide mutual support. “Being part of a community reduces the sense of isolation and empowers women to take on challenges that might otherwise seem overwhelming.”
Entering cybersecurity is only the first step. Regina points out that women often face additional hurdles once they’re in the workforce, including unconscious bias, microaggressions, and a lack of advancement opportunities. “Sometimes, you have to prove your competence repeatedly, more so than your male peers,” she shares.
Unconscious bias can manifest in subtle ways, such as being excluded from important meetings or projects, or having technical abilities questioned. Regina stresses that awareness and training for all employees are essential to creating an inclusive environment where everyone’s contributions are valued.
Moreover, women may face challenges balancing career growth with other responsibilities. Flexible work arrangements and supportive organizational cultures can make a significant difference. Regina applauds companies that prioritize work-life balance and invest in diversity and inclusion initiatives, noting that these efforts not only benefit women but also improve overall team performance and innovation.
From a hiring perspective, Regina urges companies to rethink traditional recruitment methods. Job descriptions that emphasize extensive experience or use overly technical jargon can inadvertently deter qualified women from applying. “It’s important to focus on potential and transferable skills rather than rigid checklists,” she advises.
Blind resume screening and diverse interview panels can help reduce unconscious bias in recruitment. Additionally, actively promoting cybersecurity careers to women through outreach programs and partnerships with educational institutions expands the talent pool.
Regina believes that increasing female representation in leadership roles is crucial for systemic change. Women leaders serve as role models and advocates, helping to shift workplace culture and policies. However, reaching leadership requires developing both technical expertise and soft skills like communication, strategic thinking, and team management.
She encourages women to seek leadership development opportunities and be proactive about career advancement. “Don’t wait to be asked—volunteer for challenging projects, seek feedback, and build your network.”
Despite the challenges, Regina is optimistic about the trajectory for women in cybersecurity. Industry awareness of the gender gap is growing, and many initiatives aim to support women through scholarships, training, and professional groups. She believes that as more women enter and succeed in cybersecurity, the field will benefit from richer perspectives and innovative solutions.
“Cybersecurity needs diverse minds to stay ahead of ever-changing threats,” Regina concludes. “Women have the talent, determination, and insight to lead the way, and I’m excited to see what the future holds.”
While breaking into cybersecurity is a significant hurdle for many women, Regina Sheridan highlights that the challenges don’t end there. Once inside the industry, women frequently encounter obstacles that test their resilience and determination. From subtle biases to work-life balance struggles, navigating these realities requires a combination of personal strength and organizational support.
In this part of our conversation, Regina shares her perspective on the challenges women face in cybersecurity roles, the importance of fostering inclusive work environments, and practical advice for both women and companies seeking to improve diversity and equity in the sector.
One of the most persistent issues women report in cybersecurity is unconscious bias. This bias often manifests in ways that are not overt but can accumulate over time to create a difficult workplace experience. Regina explains that women often have to work harder to prove their technical skills and knowledge, even when they are equally or more qualified than their male colleagues.
“Sometimes, it’s in the way people talk to you, or assumptions they make about your role or expertise,” Regina notes. “I’ve seen situations where women were mistaken for administrative staff or where their ideas were overlooked until repeated by a male coworker.”
Microaggressions, small and often unintentional slights or dismissive comments, also contribute to a sense of exclusion. Though subtle, these interactions can undermine confidence and job satisfaction. Regina urges organizations to invest in training that raises awareness about unconscious bias and fosters respectful communication.
Advancement in cybersecurity is another area where women face hurdles. Regina points out that women are underrepresented not only in entry-level roles but also in senior and executive positions. This lack of representation can create a cycle where there are fewer role models and sponsors to advocate for women’s growth.
“Promotion decisions can sometimes be influenced by subjective perceptions or stereotypes about leadership styles,” Regina explains. “Women may be unfairly judged as less assertive or less interested in leadership, which isn’t true but can hold them back.”
To overcome these barriers, Regina stresses the importance of developing leadership skills early and seeking out mentors and sponsors who can provide guidance and advocate on women’s behalf. She also encourages women to be vocal about their career goals and to pursue stretch assignments that showcase their capabilities.
The cybersecurity field is demanding, with long hours and high-pressure situations that require constant vigilance. For many women, balancing these demands with family responsibilities adds complexity to their career journey. Regina acknowledges that this can be a significant source of stress and a factor that drives some women to leave the industry.
“Flexible work arrangements and supportive company cultures can make a huge difference,” she says. “When organizations respect employees’ needs outside of work, retention improves and everyone performs better.”
Regina also highlights the importance of setting boundaries and prioritizing self-care. “Burnout is real in cybersecurity,” she warns. “Women need to advocate for themselves, whether that means negotiating flexible hours or taking time off to recharge.”
Creating an environment where women feel valued and included is essential for their success and well-being. Regina describes inclusive workplaces as those where diverse perspectives are actively sought and respected, and where policies support equity and fairness.
She shares examples of initiatives that have positively impacted inclusion, such as employee resource groups focused on women in tech, diversity training programs, and leadership accountability for diversity goals. “When leadership is committed to inclusion, it sets a tone that permeates the whole organization.”
Moreover, Regina emphasizes that inclusion is more than just numbers; it’s about culture. “It’s about making sure women have equal access to opportunities, are encouraged to contribute, and are recognized for their work.”
Allies play a critical role in advancing gender diversity in cybersecurity. Regina points out that men who understand and support the challenges women face can help create more inclusive teams and workplaces.
“Allies can speak up when they witness bias or exclusion, mentor women colleagues, and advocate for equitable policies,” she says. “Change requires everyone’s participation.”
She encourages men in cybersecurity to educate themselves about gender issues and to actively contribute to diversity efforts, making the workplace a better environment for all.
For women navigating these challenges, Regina offers several pieces of advice:
Despite ongoing challenges, Regina remains hopeful about progress toward gender equity in cybersecurity. She highlights a growing number of initiatives focused on women’s recruitment, retention, and advancement, as well as a cultural shift toward valuing diversity.
“Cybersecurity is an exciting and essential field,” she concludes. “With continued effort from individuals and organizations, we can create an environment where women thrive and contribute fully to the security of our digital world.”
Leadership in cybersecurity is a powerful catalyst for change, not just for advancing security strategies but also for fostering diversity and inclusion. In our ongoing dialogue with Regina Sheridan, she shares valuable insights on how women can grow into leadership roles, the critical role mentorship plays in this journey, and how empowerment within the cybersecurity community can drive a more equitable and innovative future.
Regina emphasizes that women’s representation in cybersecurity leadership is essential for several reasons. Leaders influence organizational culture, priorities, and policies. Having diverse voices in leadership ensures that different perspectives are considered in decision-making, which improves risk management and fosters innovation.
“Women leaders bring unique approaches to problem-solving and collaboration,” Regina explains. “They can create more inclusive teams and champion initiatives that support diversity.”
Despite this, women remain underrepresented at senior levels. Regina attributes this gap to a combination of structural barriers, cultural biases, and a shortage of role models. She notes that many women are either overlooked for leadership roles or hesitant to pursue them due to a lack of confidence or fear of bias.
For women aiming to move into leadership positions, Regina stresses the importance of both technical mastery and soft skills development. “Being an expert in cybersecurity technologies is important, but so is being able to communicate effectively, manage teams, and think strategically,” she says.
She encourages women to actively seek out opportunities that stretch their leadership capabilities. This might include leading projects, participating in cross-functional teams, or taking on mentoring responsibilities. Building visibility within the organization and developing a personal brand are also key.
“Leadership requires intentionality,” Regina adds. “Don’t wait for someone to hand you a leadership role. Volunteer for challenges, ask for feedback, and continuously improve.”
Mentorship is one of the most impactful ways to support women’s leadership development. Regina reflects on how her mentors provided guidance, encouragement, and advocacy that helped her navigate challenges and seize opportunities.
“Mentors help you see possibilities you might not recognize on your own,” she says. “They offer advice on technical skills, career decisions, and interpersonal dynamics.”
Beyond traditional mentorship, Regina highlights the importance of sponsorship, where senior leaders actively promote and open doors for emerging women leaders. Sponsorship can accelerate career progression by providing access to high-profile projects and leadership networks.
She urges organizations to establish formal mentorship and sponsorship programs to ensure women have the support they need to grow.
Leadership isn’t just about individual advancement; it’s about fostering a culture where all employees feel empowered to contribute and succeed. Regina believes leaders have a responsibility to create environments that value diversity and inclusion.
“Empowered teams are more innovative and resilient,” she explains. “Leaders can empower by encouraging diverse perspectives, recognizing contributions, and providing growth opportunities.”
She also emphasizes the importance of transparency and fairness in promotions, compensation, and resource allocation. When employees trust that these processes are equitable, they are more engaged and motivated.
Professional networks and communities provide vital platforms for women to connect, learn, and grow. Regina points to several organizations and forums dedicated to women in cybersecurity that offer mentorship, training, and leadership development.
“Being part of a community helps you build confidence, access resources, and find role models,” she says. “It also provides opportunities to give back by mentoring others.”
She encourages women at all career stages to participate in such groups and to consider leadership roles within them, further enhancing their visibility and impact.
Regina is passionate about inspiring the next generation of women cybersecurity professionals. She is involved in outreach programs that introduce girls and young women to cybersecurity through workshops, competitions, and scholarships.
“Early exposure is crucial,” she notes. “When young women see role models and understand the possibilities, they are more likely to pursue cybersecurity careers.”
She calls on current professionals to volunteer in educational initiatives and to share their stories to break down stereotypes and spark interest.
A challenge many women leaders face is imposter syndrome — the feeling of doubting their accomplishments and fearing being exposed as a “fraud.” Regina acknowledges that this is common in cybersecurity due to the field’s fast pace and complexity.
She advises women to combat imposter syndrome by celebrating successes, seeking feedback, and remembering that no one knows everything. “Confidence grows with experience and support,” she says. “Surround yourself with people who believe in you.”
Regina remains hopeful about the future of women in cybersecurity leadership. She observes positive trends in awareness, investment, and cultural change. More women are stepping into leadership roles and influencing the industry’s direction.
“Change takes time, but it’s happening,” she concludes. “With continued mentorship, leadership development, and inclusive cultures, we can build a cybersecurity workforce that reflects the diversity of the world it protects.”
As cybersecurity continues to evolve rapidly, so too does the role of women in shaping its future. Regina Sheridan shares her perspective on emerging trends, innovations, and opportunities where women’s contributions are becoming increasingly vital. In this concluding part of our series, we explore how women professionals are poised to lead in areas such as artificial intelligence, threat intelligence, and policy, driving cybersecurity toward a more resilient and inclusive future.
The cybersecurity landscape is being transformed by technological advancements like artificial intelligence (AI), machine learning, cloud security, and automation. Regina emphasizes that women’s involvement in these cutting-edge areas is crucial.
“AI and machine learning are game changers for threat detection and response,” she explains. “Women with expertise in these technologies bring fresh perspectives that help refine algorithms and reduce biases.”
She highlights the need for diverse teams when developing AI-driven security tools to ensure they address a wide range of threats and do not perpetuate existing inequalities.
Cloud security is another rapidly growing domain where women are making their mark. Regina notes that the shift to cloud infrastructure requires innovative approaches to protect data and applications, and women leaders are often at the forefront of these initiatives.
In threat intelligence and incident response, women’s analytical skills and attention to detail play a significant role. Regina shares stories of women professionals who have excelled in uncovering sophisticated cyberattacks and coordinating effective responses.
“These roles demand collaboration, communication, and quick thinking,” she says. “Women often excel at bringing teams together to solve complex problems under pressure.”
Their contributions enhance organizational resilience and help protect critical assets from increasingly sophisticated adversaries.
Beyond technical roles, women are also influencing cybersecurity policy, governance, and compliance. Regina highlights that understanding legal frameworks, risk management, and ethical considerations is vital in this space.
“Women in policy roles help shape regulations that protect privacy and promote responsible security practices,” she notes. “Their voices ensure that policies are balanced and inclusive.”
With cybersecurity’s growing impact on society, women leaders in governance are essential to crafting strategies that protect users and organizations alike.
Regina stresses that diversity itself is a strategic advantage in cybersecurity. A workforce that reflects a variety of backgrounds, experiences, and thinking styles is better equipped to anticipate and counter evolving threats.
“Hackers think differently; we need teams that think differently too,” she says. “Women contribute unique insights that lead to more creative and effective defenses.”
Organizations that prioritize diversity not only improve security outcomes but also foster innovation and employee satisfaction.
The future of cybersecurity will present new challenges, including securing the expanding Internet of Things (IoT), protecting critical infrastructure, and addressing privacy concerns in an increasingly connected world. Regina believes women will be key players in tackling these issues.
“Preparing for the unknown requires adaptability and diverse problem-solving approaches,” she explains. “Women’s participation in research, development, and strategy will be crucial.”
She encourages young women to pursue education and careers in emerging fields and to stay curious and proactive in learning new skills.
Regina is passionate about mentoring the next generation, emphasizing that today’s students and early-career professionals will shape cybersecurity’s future. She urges educational institutions, employers, and communities to create supportive pathways for young women entering the field.
“Providing access to resources, role models, and hands-on experiences is essential,” she says. “We need to nurture talent from the start and show young women that they belong in cybersecurity.”
She also calls for ongoing advocacy to remove barriers and ensure equitable opportunities for all.
Women-led initiatives and startups in cybersecurity are increasingly visible and impactful. Regina points to examples of innovative companies founded or led by women that are developing novel solutions for threat detection, user authentication, and data privacy.
“These entrepreneurs are driving change and inspiring others,” she remarks. “Their success stories prove that women can lead not only in existing organizations but also by creating new ones.”
Supporting women entrepreneurs through funding, mentorship, and networks is vital to sustaining this momentum.
Regina concludes our series by painting a hopeful vision for cybersecurity — one where diversity and inclusion are integral to success, and where women are recognized as leaders and innovators.
“Cybersecurity is about protecting people and communities,” she reflects. “When we include everyone’s voices, we build stronger, more resilient defenses.”
She encourages continued collaboration, learning, and advocacy to realize this vision and welcomes all women to join the journey.
As we conclude this insightful series exploring cybersecurity through the eyes of Regina Sheridan, one message stands clear: the future of cybersecurity depends on diversity, inclusion, and empowerment, especially for women.
Women face undeniable challenges entering and thriving in cybersecurity careers, from overcoming unconscious biases and balancing personal commitments to breaking into leadership roles traditionally dominated by men. Yet, their resilience, expertise, and unique perspectives enrich the field in ways that cannot be overlooked. Regina’s reflections remind us that change is not only possible but well underway, driven by women leaders, mentors, advocates, and innovators who are reshaping cybersecurity’s landscape.
By fostering inclusive environments and cultivating mentorship, we unlock the full potential of women professionals, allowing them to lead in areas critical to today’s evolving threat landscape. Whether developing AI-driven defenses, driving threat intelligence, influencing policy, or founding groundbreaking startups, women are proving to be essential architects of a safer digital world.
Equally important is the call to action for organizations, educators, and communities to nurture and support women at every stage of their cybersecurity journeys. Creating pathways for growth, promoting equitable opportunities, and encouraging diverse voices ultimately strengthens not only the workforce but the security of our interconnected global society.
As we look ahead, embracing diversity is not simply a goal — it is a strategic imperative. The challenges of tomorrow’s cybersecurity will require creativity, collaboration, and courage from all corners of the industry. Women’s leadership and participation will be vital to meeting these demands and ensuring that cybersecurity solutions serve and protect everyone.
In celebrating the achievements and aspirations shared by Regina Sheridan, we are inspired to continue pushing for progress, breaking barriers, and cultivating a future where every talented woman can thrive and lead. Together, by valuing diverse contributions and empowering women, we build a more resilient and inclusive digital world for all.
As we conclude this in-depth exploration of cybersecurity through the perspective of Regina Sheridan, it becomes clear that the role of women in this field is not only vital but transformative. The journey of women in cybersecurity is one marked by both significant challenges and remarkable achievements, offering valuable insights for individuals, organizations, and society as a whole. The cybersecurity industry has long been male-dominated, and women entering this space often encounter a variety of barriers, ranging from unconscious bias and microaggressions to structural obstacles that make career progression difficult. These hurdles can undermine confidence, limit opportunities, and create an environment where many women feel they must work twice as hard to be recognized. Regina’s reflections help us understand the emotional and professional resilience required to navigate these realities.
The balance between demanding work schedules and personal or family responsibilities adds yet another layer of complexity for women in cybersecurity. The nature of the field often involves high-pressure situations and unpredictable hours, which can be especially challenging without supportive workplace policies. For many women, these demands can lead to burnout or the difficult choice of deprioritizing career goals. Acknowledging these realities is crucial for fostering meaningful change.
Creating an inclusive culture within organizations is essential to overcoming these challenges. Inclusion is more than just increasing the number of women in cybersecurity roles; it is about building environments where diverse voices are heard, valued, and empowered to contribute fully. Companies that invest in diversity and inclusion initiatives, such as bias training, equitable promotion practices, and flexible work policies, tend to see significant benefits not only in employee satisfaction but also in innovation and problem-solving capacity. When leadership demonstrates a genuine commitment to these values, it sets the tone for an organizational culture where women can thrive and succeed.
Mentorship and sponsorship play a particularly pivotal role in women’s career development in cybersecurity. While mentorship provides guidance, knowledge, and encouragement, sponsorship takes it a step further by actively advocating for women’s advancement and opening doors to new opportunities. Many women credit mentors and sponsors for helping them navigate workplace challenges, build confidence, and access leadership roles. Beyond formal programs, peer networks and professional communities offer crucial support and a sense of belonging that helps women persist in the field. When women themselves become mentors and sponsors, they create a ripple effect that strengthens the entire ecosystem.
Leadership by women is reshaping the cybersecurity landscape in profound ways. Women leaders influence organizational culture, policy, and innovation. Their perspectives ensure that cybersecurity strategies are comprehensive and responsive to a wide range of needs and threats. Encouraging women to develop leadership skills early and providing them with meaningful opportunities to lead projects and teams is key to cultivating future leaders. Moreover, women-led startups and entrepreneurial ventures are introducing groundbreaking security solutions, proving that women are not only contributors within existing frameworks but also creators of new paradigms in cybersecurity. Supporting these entrepreneurs through funding, mentorship, and networks is vital to sustaining innovation.
The future of cybersecurity is characterized by constant change and emerging technologies such as artificial intelligence, machine learning, quantum computing, and the Internet of Things. These advances create new challenges and opportunities for security professionals. Women’s involvement in these frontier areas ensures that new tools and strategies are developed with diverse perspectives, minimizing biases and increasing effectiveness. Women are also making significant contributions to cybersecurity policy and governance, shaping regulations that protect privacy and promote ethical practices. Preparing young women for these roles requires expanding access to STEM education, providing hands-on learning, and fostering early exposure to cybersecurity careers. Outreach and mentorship programs targeting girls and young women help break down stereotypes and encourage participation in what can otherwise seem an intimidating field.
The impact of women in cybersecurity extends far beyond technology. Cybersecurity is deeply intertwined with social justice, economic stability, and national security. Women’s perspectives help create more equitable security practices that take into account the diverse needs of users and communities. Their advocacy plays a crucial role in ensuring that policies and technologies do not disproportionately affect marginalized groups. Furthermore, promoting gender diversity addresses the critical talent shortage in cybersecurity by broadening the pool of skilled professionals. Engaging and empowering women is not just a matter of fairness but a strategic imperative for securing the digital world.
Ultimately, advancing gender equity in cybersecurity requires both personal empowerment and collective responsibility. Women who enter the field must cultivate confidence, pursue continuous learning, and seek out support networks. At the same time, it is incumbent upon organizations, educators, and allies to build ecosystems where women can flourish. This means providing resources, opportunities, and recognition, as well as actively listening to and addressing women’s experiences. When the cybersecurity community embraces these principles, it becomes stronger, more innovative, and better equipped to confront evolving threats.
Reflecting on Regina Sheridan’s journey and insights inspires a renewed commitment to progress. The road ahead demands sustained effort from all stakeholders. Women entering cybersecurity careers should be encouraged to pursue their passions boldly and seek mentorship and leadership roles. Organizations must embed diversity and inclusion into their core values and practices. Educators and policymakers should prioritize expanding access and removing barriers that limit women’s participation. Through these collective actions, cybersecurity can become a field where technical excellence goes hand in hand with social equity and innovation.
Women’s leadership and engagement will be central to building a resilient, inclusive digital future. Their unique talents and perspectives enhance every aspect of cybersecurity—from technical defenses and threat intelligence to policy formulation and ethical considerations. By celebrating their contributions and continuing to advocate for equitable opportunities, we lay the foundation for a safer, more just online world that benefits all users.
This series has offered a window into the challenges and opportunities facing women in cybersecurity, guided by the experience of a passionate leader and advocate. The stories shared underscore the transformative power of diversity, mentorship, and leadership. They remind us that achieving true equity is not only a moral imperative but a strategic necessity in a world increasingly dependent on secure digital systems. As the cybersecurity landscape grows ever more complex, the inclusion of women’s voices and talents will be key to meeting the demands of tomorrow and creating a future where everyone can thrive.
By championing diversity, fostering inclusion, and empowering women at every level, the cybersecurity community will unlock its fullest potential. Together, we can build a future where innovation thrives, digital trust is restored, and every individual, regardless of gender, has the opportunity to lead and protect our connected world.