// CAREER TOOLS / CAREER FLAGS
Career flags.
Work the Red/Green checklist to see whether it's time to stay, invest, or start exploring. Includes considerations specific to women and underrepresented groups in tech.
Career Decision Flags Checklist
Identify clear indicators for optimal career transition timing
0 Red Flags
0 Green Flags
Your Assessment:
Use MOVE Matrix for deeper analysis
Leadership & Management
Red Flags (Time to Consider Moving)
Green Flags (Stay and Invest)
Professional Growth
Red Flags (Time to Consider Moving)
Green Flags (Stay and Invest)
Work Environment
Red Flags (Time to Consider Moving)
Green Flags (Stay and Invest)
Compensation & Recognition
Red Flags (Time to Consider Moving)
Green Flags (Stay and Invest)
Special Considerations
- 3+ Diversity-Specific Red Flags: Strongly consider exit strategy
- Multiple Green Flags: Rare opportunity - invest deeply while building external network
- Mixed Signals: Use your network to verify experiences and seek multiple perspectives
Red/Green Flags Checklist
Leadership & Management
Red flags (time to go)
- Manager doesn't understand cybersecurity or undermines security initiatives
- No career development discussions in 12+ months
- Manager takes credit for your work or throws you under the bus
- Leadership treats security as "cost center" vs. business enabler
- Excluded from strategic discussions about your responsibilities
Red flags: women and underrepresented groups
- Manager consistently interrupts you or dismisses your ideas
- Technical competence questioned more than male colleagues
- Comments about being "too aggressive" or "communication style"
- No women/URGs in senior leadership positions you could advance to
Green flags (stay and invest)
- Manager understands cybersecurity and advocates for your team
- Regular career development conversations with actionable plans
- Manager provides air cover during incidents
- Leadership sees security as competitive advantage
- Included in strategic planning and decision-making
Green flags: women and underrepresented groups
- Manager actively advocates for your advancement and visibility
- Leadership team includes women/URGs in senior positions
- Manager interrupts interruptions and amplifies your contributions
- Clear awareness of bias with active efforts to address it
Professional Growth
Red flags (time to go)
- Same responsibilities for 18+ months with no expansion
- Skills becoming outdated with no training budget
- Repeatedly passed over for promotions without clear feedback
- No mentorship opportunities
- Stuck doing only operational work with no strategic involvement
Red flags: women and underrepresented groups
- Consistently assigned "support" roles rather than technical leadership
- Asked to take notes, plan events, or handle admin tasks not in job description
- Passed over for high-visibility projects given to less experienced male colleagues
- No access to informal networks where real business happens
Green flags (stay and invest)
- New challenges and responsibilities every 6-12 months
- Access to training, certifications, and conferences
- Clear promotion path with defined milestones
- Balance of operational and strategic work
- Exposure to cutting-edge technologies
Green flags: women and underrepresented groups
- Access to both formal mentors and informal sponsors
- Leadership development programs with diversity focus
- Opportunity to mentor other women/URGs coming up
- Technical advancement tracks that don't require management
Work Environment
Red flags (time to go)
- Consistent 60+ hour weeks with no relief in sight
- On-call responsibilities severely impacting personal life
- Hostile or discriminatory behavior from colleagues/management
- No work-from-home flexibility when role allows it
- Physical or mental health impacts from work stress
Red flags: women and underrepresented groups
- Only woman/URG on team with no allies or advocates
- Microaggressions about diversity hires or capabilities
- Social events consistently exclude you (golf, bars, etc.)
- Comments or "jokes" about gender, race, or identity
- Feeling need to code-switch or hide identity to fit in
Green flags (stay and invest)
- Sustainable work-life balance most of the time
- Reasonable on-call rotation with appropriate compensation
- Inclusive, respectful team culture
- Flexible work arrangements that fit your needs
- Psychological safety to voice concerns
Green flags: women and underrepresented groups
- Diverse team where you're not the "only one"
- Colleagues actively include you in informal networking
- Safe space to discuss bias or discrimination concerns
- Flexible policies that accommodate family responsibilities
- Zero tolerance for discrimination with clear reporting
Compensation & Recognition
Red flags (time to go)
- Salary significantly below market rate with no adjustment plan
- No raises for 2+ years despite good performance
- Work goes unrecognized while others receive credit
- Bonus/equity promises that never materialize
- No investment in professional development
Red flags: women and underrepresented groups
- Salary lower than male colleagues with similar experience
- Bonus criteria seems subjective and inconsistently applied
- Recognition given to team leads who implement your ideas
- No transparency in compensation bands
- Asked to do "diversity work" without compensation
Green flags (stay and invest)
- Competitive salary with regular market adjustments
- Merit increases tied to performance and growth
- Public recognition for contributions
- Bonus/equity with transparent criteria
- Investment in certifications and learning
Green flags: women and underrepresented groups
- Transparent salary bands with regular pay equity reviews
- Recognition programs celebrating diverse contributions
- Parental leave and family benefits exceeding legal minimums
- Professional development budget for underrepresented groups
- Speaking fees and external recognition supported
Reading your results
Red flags checked: ______ Green flags checked: ______ Diversity-specific red flags: ______
3+ diversity-specific red flags: Strongly consider exit strategy.
Multiple green flags: Rare opportunity. Invest deeply while building external network.
Mixed signals: Use your network to verify experiences and seek multiple perspectives.