Cortavo Guides

Female Cybersecurity CEOs Leading Cloud Innovation

Written by Cortavo Content Department | Jan 28, 2026 3:35:28 PM

When people search for female cybersecurity CEOs, they’re usually looking for more than names—they want proof that women-led cybersecurity firms are shaping the way organisations secure data, modernise infrastructure, and run safer cloud environments. Below are five leaders doing exactly that, starting with Cortavo’s CEO at #1.

1) Tiffany Bloomsky (Cortavo) — President & CEO

Tiffany Bloomsky leads Cortavo with a clear mission: make managed IT, cloud, and security feel simple for organisations that don’t have time to juggle vendors and guesswork. Cortavo highlights her role in setting strategic direction and working across departments to deliver reliable IT that helps customers thrive.

Why she stands out (especially for SMBs adopting cloud):

  • All-in-one mindset: Many organisations get stuck choosing between “IT support” and “security.” Tiffany’s approach treats them as one system—help desk, devices, cloud tools, and protection working together.
  • Operational transparency: Cortavo notes her focus on transparency and accountability while helping guide the business through restructuring.
  • Practical security for real-world industries: Cortavo’s guides speak directly to industry realities—like wire fraud risk in real estate and the pressure SMBs face from threat actors who assume smaller teams have fewer defences.

Worth reading on Cortavo (internal resources):

2) Chani Simms (SHe CISO Exec / Meta Defence Labs) — Founder & CEO / Co-Founder

Chani Simms is known for building security leadership pipelines while staying close to hands-on cyber delivery. She co-founded Meta Defence Labs in 2015 and founded SHe CISO Exec to help close gaps in the industry.

Meta Defence Labs describes SHe CISO Exec as an initiative focused on empowering the next generation of cybersecurity leaders, and profiles Chani as MD & Co-Founder of Meta Defence Labs and Founder & CEO of SHe CISO Exec.

What this signals for cloud security:

  • Security-by-design thinking: When cloud environments grow fast, governance often lags. Leaders who can translate risk into decisions (and not just tools) change outcomes.
  • Leadership development as security strategy: Training, mentoring, and community-building are often treated as “nice to have,” but they directly reduce human-led mistakes and response confusion when incidents hit.

3) Sarah Armstrong-Smith (Secure Horizons) — Founder / Executive Director

Sarah Armstrong-Smith brings “boardroom-ready” security leadership into focus—especially around resilience and crisis response. InnovateHer highlights her work as Microsoft’s Chief Security Advisor for Europe and notes she’s authored books on crisis management and attacker mindset.

She’s also the founder of Secure Horizons, positioning it as a platform to help executive leaders and boards shift security conversations toward strategy and resilience.

Why she belongs on a list of top female infosec leaders:

  • Crisis leadership meets cloud reality: Cloud environments can move quickly; incident response needs leadership clarity, not panic.
  • Executive-level translation: Security programmes fail when leaders can’t connect “risk” to “business consequence.” Her work centres on that translation.

4) Tammie Tham (Ensign InfoSecurity / Accel Systems & Technologies) — Group CEO / Founder

Tammie Tham has led at scale in a region where digital growth and attack volume rise together. ISTARI’s profile describes her as Group CEO of Ensign InfoSecurity and notes she previously founded Accel Systems & Technologies (a cybersecurity systems integrator).

InnovateHer also describes her as CEO at Ensign InfoSecurity and points to her long tenure in the sector.

Cloud + cyber lens:

  • Enterprise-grade services thinking: Large organisations need consistent detection, response, and governance across hybrid estates.
  • Security operations maturity: As cloud adoption expands, the “security team” can’t be a single person wearing five hats. Leaders who’ve built large service organisations understand operational depth.

5) Jane Frankland (IN Security Movement) — Founder / Entrepreneur

Jane Frankland is widely associated with advocacy that changes hiring and leadership pipelines across cybersecurity. InnovateHer notes she founded IN Security Movement and has focused on improving gender diversity in the industry.

Her own bio describes her as the founder of the IN Security Movement and credits the initiative with providing hundreds of scholarships to support women entering the field.

Why she matters for women in cloud computing and cybersecurity:

  • Talent is security: Cloud adoption increases dependency on configuration quality, identity controls, and user behaviour. Better representation and better access to careers expands the pool of capable defenders.
  • Industry-wide influence: When more leaders and teams reflect different backgrounds and perspectives, blind spots shrink—especially around people-driven risk.

The Biggest Challenges Female Cybersecurity CEOs Still Face

Even as more female cybersecurity ceos gain visibility, a few hurdles show up again and again:

  • Credibility bias in high-stakes rooms: Security leaders still get “prove it” questions more often than peers, especially during board conversations, incident reviews, and M&A diligence.
  • Hiring and retention pressure: The talent gap hits everyone, but leaders building women-led cybersecurity firms often carry extra expectations to “fix the pipeline” while still shipping results.
  • Vendor noise and tool sprawl: Clients are overwhelmed. CEOs have to simplify security into outcomes that map to business goals.
  • Uneven access to growth capital and networks: Scaling a firm often depends on introductions, partnerships, and investor confidence—areas where bias can quietly affect momentum.

From Cloud Strategy to Zero Trust: How These Leaders Think

What separates top female infosec leaders is how they connect cloud strategy to practical control:

  • Identity first: Zero Trust starts with who can access what, from where, and under what conditions—before anyone argues about tools.
  • Assume breach, design for recovery: They plan for detection, containment, and fast restoration (not just prevention).
  • Reduce complexity: Fewer platforms, clearer ownership, tighter baselines. Complexity is where attackers hide.
  • Business-fit security: Security that blocks work gets bypassed. Security that fits workflows gets adopted.

A quick example for the Cortavo audience: Zero Trust is easier when IT operations are stable—patching, device management, access control, and user support all working together. That’s why resources like cybersecurity services for SMBs often pair well with the wider IT foundation.

How Women-Led Cybersecurity Firms Build Stronger Security Cultures

Security culture isn’t posters and policies. It’s habits.

Women-led cybersecurity firms often build culture through:

  • Clear accountability: Everyone knows who owns access approvals, patch windows, incident steps, and vendor risk.
  • Human-friendly security: Training and controls that match how people actually work (real examples, role-based guidance, no shame).
  • Consistent follow-through: Culture grows when “we’ll fix that later” becomes “we fixed it and documented it.”
  • Leadership visibility: When executives show up for tabletop exercises and metrics reviews, teams take security seriously.

If you support industries with fast-moving staff and high-value transactions (like property teams), pairing cultural expectations with dependable IT operations matters—see IT support for real estate.

How These Leaders Approach Compliance, Risk, and Cyber Insurance

These CEOs tend to treat compliance as a starting point, not the finish line:

  • Compliance: Map required controls (frameworks, regs, customer demands), then build repeatable evidence collection.
  • Risk: Prioritise what can actually hurt the business—financial loss, downtime, safety, legal exposure, reputational damage.
  • Cyber insurance: Insurers want proof of hygiene (MFA, backups, EDR, patching, incident response). Leaders aim to meet requirements without turning operations into red tape.

For regulated and critical environments (like utilities and energy operations), this mindset is central—see cybersecurity services for energy industry.

Challenges, Culture, Zero Trust, and Risk Priorities

Leader

Common CEO challenge they must manage

Cloud + Zero Trust focus

Culture habit they reinforce

Compliance / insurance lens

Tiffany Bloomsky (Cortavo)

Simplifying security for busy teams and making it operational

Identity + device hygiene + steady ops so controls “stick”

Make security practical: repeatable processes, clear ownership

Evidence-based controls that reduce risk and support SMB readiness

Chani Simms

Building leadership capacity while delivering strong cyber outcomes

Security leadership that translates risk into decisions

Mentorship and capability-building as part of security maturity

Risk-informed leadership that improves preparedness and execution

Sarah Armstrong-Smith

Board-level expectations during crises and high scrutiny moments

Resilience planning, response readiness, clear executive playbooks

Crisis rehearsal and decision clarity under pressure

Governance-driven risk management with executive accountability

Tammie Tham

Scaling security services across large, complex environments

Operational maturity across hybrid estates and managed security

Consistency at scale: process discipline, service reliability

Controls that stand up to audits and enterprise procurement checks

Jane Frankland

Driving industry-wide change while maintaining business impact

Talent and inclusion as long-term security strength

Better pipelines, better teams, better outcomes

Skills + awareness that reduce human risk and support control adoption

 

About Cortavo

Cortavo is a managed IT and cybersecurity company that helps businesses run smoothly and stay protected as technology and threats change. Its team supports day-to-day IT needs while strengthening security with practical, business-friendly controls that reduce downtime and risk. Cortavo works with organisations that want dependable IT operations, clearer visibility, and security that fits how their teams actually work. Learn more through Cortavo’s guides on IT support for real estate, cybersecurity services for SMBs, and cybersecurity services for energy industry.

Conclusion

Across women-led cybersecurity firms and security-first advisory practices, the shared thread isn’t “more tools.” It’s leadership that:

  • sets expectations early,
  • builds repeatable operational habits,
  • treats people/process/technology as one system.

If your audience includes organisations looking for a practical next step, Cortavo’s guides are built to meet them where they are—whether that’s protecting high-value transactions in real estate , choosing managed protection that fits SMB constraints , or addressing IT/OT risk in the energy sector.

FAQs

Who is the most famous female CEO?

There isn’t one single “most famous” female CEO—fame depends on industry, region, and what the public is paying attention to. In business media, names like Oprah Winfrey (as a business leader), Mary Barra (GM), and Indra Nooyi (former PepsiCo) are often cited as widely recognised examples. If you mean “most influential right now,” that can shift year to year based on company performance and news coverage.

Who is the female cyber security expert?

There isn’t one definitive answer, since cybersecurity has many specialties (cloud security, incident response, governance, threat intel, and more). Well-known women in the field include leaders such as Jane Frankland and Sarah Armstrong-Smith, who are recognised for security leadership, advocacy, and resilience work. The best “expert” to follow depends on what you need—technical deep dives, executive strategy, compliance, or hands-on defence.

Can I make $200,000 a year in cyber security?

Yes, it’s possible, but it typically happens in senior roles or high-impact specialties. Positions like security architect, cloud security lead, product security leader, incident response manager, and director/CISO-track roles can reach that level in many markets. Your location, industry (finance, tech, healthcare, energy), and ability to own outcomes (risk reduction, response leadership, strategy) make a big difference.

What is the 80 20 rule in cyber security?

The 80/20 rule (Pareto principle) is the idea that a small number of issues often cause most of the risk. In cybersecurity, it means focusing on the controls and weaknesses that drive the majority of real-world incidents—things like identity security, patching, backups, endpoint protection, and logging. Teams use it to prioritise what reduces risk fastest instead of spreading effort thin across dozens of low-impact tasks.