by Terrance Ellis | Feb 11, 2026 | Uncategorized
This role sits right where security meets the AI wave. You’ll help keep the business safe as generative AI and LLMs get embedded into tools and customer experiences, building guardrails so innovation doesn’t turn into a data leak headline.
About 8am
8am (formerly AffiniPay) is a professional business platform that helps legal, accounting, and other client-focused professionals run stronger, more profitable businesses. Founded in 2005, it supports over 250,000 professionals across the U.S. with purpose-built solutions designed to simplify operations, support compliance, and drive growth. The company has been recognized on the Inc. 5000 list for 13 consecutive years and continues to scale.
Schedule
Remote (U.S.). This is a hybrid-focused responsibility set (security operations monitoring plus AI risk and governance). Salary range varies by location, with the listed U.S. range below.
What You’ll Do
- Identify and mitigate AI-specific threats like prompt injection, jailbreaking, data leakage, insecure output handling, model misuse, supply chain risks, and inference-side attacks
- Partner with Engineering, Product, Legal, Privacy, and Compliance to review AI use cases, run risk assessments, and recommend controls before production deployment
- Evaluate third-party AI vendors and services for security posture and risk
- Implement and enforce AI guardrails such as input and output filtering, usage policies, and responsible AI controls
- Support AI-related incident response, investigations, and post-incident analysis
- Perform SOC-style monitoring, alert triage, and investigation across cloud, application, and AI-enabled systems, including AI API usage and data flows
- Enhance detection rules and logging to better capture AI-specific activity and risk signals
- Document AI security controls, risk assessments, and audit evidence for frameworks and standards including SOC 2, PCI DSS, HIPAA (as applicable), and ISO standards
- Track evolving AI regulations and translate them into practical, actionable security controls
- Educate stakeholders on AI risks, secure usage patterns, and best practices so teams can move fast without being reckless
What You Need
- 3–7 years of experience in information security, security operations, application security, or a related field
- Familiarity with AI concepts, architectures, and common risks, including references like OWASP Top 10 for LLMs
- Experience supporting compliance and audit activities (SOC 2, PCI, HIPAA, ISO)
- Strong communication skills and the ability to collaborate across teams in a fast-paced SaaS environment
- Demonstrated experience using AI tools and technologies to improve workflows, enhance decision-making, or drive innovation
Benefits
- Salary range: $120,000 to $150,000 annually (location may impact range)
- Medical, dental, and vision options, including a 100% company-paid HDHP plan for employees
- Competitive package with bonuses, equity options, and 401(k) match (or RRSP in Canada)
- Flexible Time Off, paid holidays, and parental leave
- Wellness stipends, mental health support, and one-on-one nutrition coaching
- Learning and development resources through 8am.edu plus professional development funds
- Volunteer time off, charitable matching, and team engagement events
If you’re serious about AI security, these roles get scooped up quickly. Make your move while it’s open.
This is your chance to be the person who keeps the AI train on the tracks, not the one chasing it after it derails.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 11, 2026 | Uncategorized
This is a senior, enterprise-level security architecture role for someone who can set the direction, build the roadmap, and make secure-by-design real across Azure, hybrid, and on-prem environments. If you can talk strategy with leadership and still get your hands dirty with DevSecOps automation, this is your seat.
About Protective
Protective helps protect customers against life’s uncertainties through insurance and financial products that provide stability and peace of mind. Their tech teams support systems that impact millions of lives, with a strong emphasis on reliability, compliance, and responsible innovation. Protective offers a benefits package built around whole-person wellbeing and long-term financial health.
Schedule
- Full-time, remote
- Location referenced: Birmingham, AL (role is listed as work from home/remote)
- Salary range: $124,500–$155,000 per year
- Bonus eligibility: annual incentive based on individual and company performance
What You’ll Do
- Lead enterprise security strategy and architecture across cloud, hybrid, and on-prem environments
- Build and execute a security architecture roadmap aligned to business goals and regulatory requirements
- Create and maintain security standards, patterns, documentation, and reference architectures aligned to NIST, OWASP, ISO, and CIS
- Champion secure-by-design practices, including automation and scalable governance
- Define, track, and report security metrics that demonstrate maturity, effectiveness, and compliance
- Design and oversee secure architecture topologies for enterprise systems and enablement platforms
- Drive DevSecOps adoption, including secure CI/CD integration, container security (Kubernetes/Docker), IaC/PaC (Terraform, ARM, Bicep, Azure Policy)
- Lead threat modeling, risk assessments, and incident response planning for Azure and hybrid systems
- Provide expert guidance on IAM, network segmentation, encryption, and cloud security controls
- Evaluate and recommend security products and vendors aligned to enterprise standards
- Partner closely with technology teams, suppliers, and business stakeholders to embed security into IT strategy
- Mentor architects and engineers and help build a security-first culture
- Deliver security awareness guidance and training across IT and business teams
- Stay current on emerging threats, new technologies, and regulatory changes, recommending improvements as needed
What You Need
- Bachelor’s degree in computer science, information systems, or related field (or 5+ years relevant experience)
- 2+ years in a senior or lead security architecture role
- Proven expertise in Azure security and compliance, hybrid cloud security, and enterprise security architecture
- Experience with strategic planning, enterprise architecture, and IT portfolio management
- Strong understanding of compliance requirements and regulatory frameworks
- Hands-on experience with Azure security tools, including:
- Microsoft Sentinel
- Microsoft Defender
- Key Vault
- Entra ID
- Azure Firewall
- Azure Policy/Blueprints
- Experience automating security controls and compliance reporting in Azure
- Strong knowledge of IAM, PKI, SSO, MFA, and secure API integration
- Strong communication and leadership skills with the ability to influence stakeholders
- Experience working in agile environments
Benefits
- Medical, dental, and vision insurance
- Mental health benefits and Employee Assistance Program (EAP)
- Paid time away benefits (PTO, paid parental leave, short-term disability, cultural observance day)
- Healthcare account contributions
- Pension plan
- 401(k) with company match
- ProHealth Rewards wellbeing platform with cash rewards
- Benefits eligibility may vary by position per plan terms
If a company needs someone to stop thinking of security as a “team” and start treating it like an operating system for the whole enterprise, this is that job.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 11, 2026 | Uncategorized
This role is built for a senior engineer who can handle complex retirement administration systems, deliver large technical changes safely, and jump on production issues with confidence. If you’re strong in legacy and enterprise tech stacks and you document your work like it matters (because it does), this one’s in your lane.
About Protective
Protective helps customers protect what matters most by providing insurance and financial products that offer stability and peace of mind. Their technology teams support systems that serve millions of customers and keep retirement services running reliably. Protective also backs employees with benefits that support physical, emotional, and financial wellbeing.
Schedule
- Full-time, remote
- Location referenced: Birmingham, AL (role is listed as work from home/remote)
- Salary range: $85,000–$125,000 per year
- Bonus eligibility: annual incentive based on individual and company performance
- Nighttime support may be required for production incidents
What You’ll Do
- Design, build, test, implement, maintain, and support multiple administration systems and processes
- Research and evaluate information needed to develop and maintain large, complex systems and support processes
- Construct, modify, and test large-scale system changes and enhancements
- Diagnose complex production issues and implement quality fixes quickly to reduce business impact
- Create thorough technical documentation for all programming changes and enhancements
- Partner with business users to understand needs, communicate impact, and recommend solutions
- Proactively suggest process improvements and support high-quality customer outcomes
- Manage technical tasks within large projects to ensure delivery aligns with project plans
- Lead by example, provide feedback to peers, and support skill development across the team
What You Need
- 8+ years of experience as a Software Engineer
- Extensive experience with COBOL, VSAM, Oracle, Unix, XML, Java, and web services development (preferred)
- Experience with LIDP’s The Administrator (ADMI) and/or Titanium systems (ideal)
- Strong troubleshooting, debugging, production support, and documentation skills
- Self-motivated, detail-oriented, and comfortable owning outcomes end to end
- Bachelor’s degree or higher (preferred)
- Familiarity with annuity and VUL products, including accounting/claims/finance concepts (preferred)
- AI experience in a development environment (ideal)
Benefits
- Medical, dental, and vision insurance
- Mental health benefits and Employee Assistance Program (EAP)
- Paid time away benefits (PTO, paid parental leave, short-term disability, cultural observance day)
- Healthcare account contributions
- Pension plan
- 401(k) with company match
- ProHealth Rewards wellbeing platform with cash rewards
- Benefits eligibility may vary by position per plan terms
If you’re the person people call when the system is complex and the stakes are real, this is the kind of role that rewards that muscle.
Be the steady hand on the wheel.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 11, 2026 | Uncategorized
This role is for a seasoned engineer who can design, build, and support large, complex admin systems that sit at the core of retirement services. If you’re strong in legacy-to-modern environments (COBOL to web services), thrive in production support, and can document and communicate like a pro, this is a solid fit.
About Protective
Protective provides protection and peace of mind through insurance and financial products that help customers navigate life’s uncertainties. Their work impacts millions of people, and the technology teams support the systems that keep services reliable and compliant. The company offers robust benefits focused on wellbeing, balance, and long-term financial health.
Schedule
- Full-time, remote
- Location referenced: Birmingham, AL (role is listed as work from home/remote)
- Salary range: $85,000–$125,000 per year
- Bonus eligibility: annual incentive based on individual and company performance
- Nighttime support may be required for production incidents
What You’ll Do
- Design, code, test, implement, maintain, and support multiple administration systems and processes
- Research and evaluate information used to develop and maintain large, complex systems that meet business needs
- Build and test major system changes and enhancements with accuracy and attention to detail
- Diagnose complex production issues quickly and implement high-quality fixes to reduce business impact
- Provide thorough technical documentation for programming changes and enhancements
- Partner with business users to understand needs, communicate clearly, and anticipate downstream impacts of changes
- Recommend solutions and proactively suggest process improvements
- Manage technical tasks within large projects to ensure work aligns with project plans and delivery expectations
- Model strong engineering leadership, provide feedback to peers, and help develop others’ skills
What You Need
- 8+ years of experience as a Software Engineer
- Strong experience in environments using: COBOL, VSAM, Oracle, Unix, XML, Java, and web services (preferred)
- Experience with LIDP’s The Administrator (ADMI) and/or Titanium systems (ideal)
- Strong debugging, problem analysis, and production support skills
- Strong communication and technical documentation skills
- Bachelor’s degree or higher (preferred)
- Familiarity with annuity and VUL products, including accounting/claims/finance concepts (preferred)
- AI experience in a development environment (ideal)
Benefits
- Medical, dental, and vision insurance
- Mental health benefits and Employee Assistance Program (EAP)
- Paid time away benefits (PTO, paid parental leave, short-term disability, cultural observance day)
- Healthcare account contributions
- Pension plan
- 401(k) with company match
- ProHealth Rewards wellbeing platform with cash rewards
- Benefits eligibility may vary by position per plan terms
If you’re the kind of engineer who can keep mission-critical systems stable while pushing smart improvements, this is one to move on.
Bring the depth and the calm under pressure.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 11, 2026 | Uncategorized
This is a high-impact product ownership role for someone who can translate business needs into a sharp backlog, keep multiple Agile teams aligned, and consistently deliver value sprint after sprint. If you’re strong in stakeholder management, Agile ceremonies, and Dynamics/CRM work, you’ll be a key driver of execution and adoption.
About Protective
Protective helps people protect what matters most by providing products and support that bring peace of mind during life’s uncertainties. The work impacts millions of customers, and the IT organization plays a major role in delivering reliable, scalable capabilities. Protective emphasizes employee wellbeing with strong benefits and long-term financial programs.
Schedule
- Full-time, remote
- Locations referenced: Birmingham, AL or Cincinnati, OH (role is listed as work from home/remote)
- Salary range: $84,000–$128,000 per year
- Bonus eligibility: annual incentive based on individual and company performance
What You’ll Do
- Own and manage the sprint backlog, including intake, elaboration, and prioritization of work
- Build and maintain the product backlog and translate stakeholder needs into actionable user stories
- Define acceptance criteria, groom the backlog with the planning manager and Agile team, and ensure stories are ready for sprint planning
- Guide priorities as they shift and ensure work aligns to the product vision, MVP, and business value
- Drive completion of multiple features (3+) per quarter and maximize sprint value delivery
- Collaborate daily with Agile teams to meet sprint goals and remove ambiguity around requirements
- Review completed work to confirm acceptance criteria is met and accept/reject iteration results
- Serve as point of contact for testing needs, including SIT coordination and UAT support
- Lead or facilitate Agile ceremonies, sprint planning, and sprint reviews across teams
- Support PI planning and quarterly planning activities, including feature tracking and stakeholder alignment
- Champion Agile adoption and maturity, driving continuous improvement and operational excellence
- Provide reporting and regular status updates to business partners and stakeholders
- Build strong relationships across business units, mitigate risks, resolve issues, and manage expectations on scope, schedule, and constraints
- Mentor junior team members and help train new resources
What You Need
- Bachelor’s degree or equivalent experience (Master’s preferred)
- 3+ years of experience in project management or IT support roles in customer-facing environments with complex relationship management
- 3+ years working with integrated project teams using varied delivery methodologies
- 3+ years experience using ITIL framework for IT service management
- Strong SDLC understanding with Agile experience highly preferred
- Strong requirements analysis and IT process knowledge
- Ability to prioritize demand, manage ambiguity, and drive decisions with good escalation judgement
- Strong communication, negotiation, conflict mitigation, and stakeholder alignment skills
- Microsoft Dynamics and CRM experience (highly preferred)
- Preferred certifications: PMP, CSPO, CSM (or comparable industry certifications)
Benefits
- Medical, dental, and vision insurance
- Mental health benefits and Employee Assistance Program (EAP)
- Paid time away benefits (PTO, paid parental leave, short-term disability, cultural observance day)
- Healthcare account contributions
- Pension plan
- 401(k) with company match
- ProHealth Rewards wellbeing platform with cash rewards
- Benefits eligibility may vary by position per plan terms
If you like owning the backlog, driving sprint outcomes, and keeping stakeholders aligned without leaving teams guessing, this role is worth a serious look.
Bring the clarity, the cadence, and the backbone.
Happy Hunting,
~Two Chicks…
