CTOLouisville, KY
Alan Alami
Builds technology organizations that deliver products, lower cloud cost, and raise security standards.
Chief Technology Officer at PSST. Leads product engineering, cloud, and security for regulated compliance software.
Profile
A hands-on technology executive
Alan Alami is Chief Technology Officer with more than 12 years leading commercial SaaS
products, data integrations, and cloud platforms. He builds engineering teams that last.
He turns business goals into practical system designs, improves how software ships, strengthens security
and compliance controls, and cuts infrastructure cost with clear results. At PSST, he leads product and
engineering strategy for regulated compliance software, directs a hybrid team of 7 engineers, oversees
vendors and MSP partners, and works with ownership on technology risk and day-to-day readiness.
He pairs product leadership with secure engineering and careful infrastructure upgrades. He strengthens
protections over time without stopping the work of the business.
Impact
Results at PSST
Recent results covering cost, compliance, partnerships, and people.
~60% / ~75%
Cut Azure spend and on-premises VM footprint over about 18 months by matching capacity to need and consolidating systems.
SOC 2 ×2
Helped the company pass technical controls in two SOC 2 audits. Continues to oversee GRC tooling for audit readiness.
~40%/mo
Cut MSP cost after research, contract, and onboarding of a new managed services partner.
7 engineers
Leads a hybrid engineering team and still writes code when delivery needs it.
Experience
Work history
From product delivery and platform engineering to executive technology leadership.
July 2025 – Present
Chief Technology Officer
PSST (Seamless Data Solutions) · Louisville, KY
Previously Director of Software Development / Engineering, July 2023 – July 2025
Owns technology strategy, product engineering, infrastructure, and security/compliance results for a
growing company that sells integration and compliance SaaS, including ACA and tax/IRS products. Directs
engineering and oversees MSP and critical technology vendors.
Product & engineering
- Leads software strategy, architecture, and delivery across products that earn revenue. Still writes code when delivery needs it.
- Designed and led delivery of tax document retrieval portals, IRS electronic filing, and client-installable services for secure tax filing data exchange.
- Led product work that produced first-year revenue after short build cycles. Improved delivery with quality gates, backlog discipline, and clearer planning across departments.
- Built AI-assisted CRM integrations. Oversaw secure AI development tools and Microsoft 365 hardening for wider Copilot access.
Cloud, infrastructure & operations
- Cut Azure spend about 60% and VM footprint about 75% over about 18 months. Improved backups and proved recoverability with live restore tests.
- Researched, contracted, and onboarded an MSP (about 40% monthly savings). Oversees datacenter and vendor relationships. Improved monitoring and centralized secrets management.
Security, compliance & risk
- Built and improved information security work across identity, vulnerability management, incident response, audit evidence, and vendor security.
- Led response to a third-party credential compromise and restored outbound email trust and reputation. Drives monthly vulnerability assessments and endpoint and asset inventory oversight.
- Leading a Zero Trust remote-access upgrade with identity-aware access, device posture checks, and tunnel-based connectivity, while keeping existing remote access stable during the transition. Leading Microsoft 365 security hardening, access-policy review, and phishing-resistant sign-in work.
- Led technology integration for two acquisitions. Supported due diligence and intermittent technology and operations audits.
Nov 2022 – Jul 2023
Software Engineer II
UPS · Louisville, KY
Found authentication and API gateway risks within two weeks and showed proof-of-concept fixes to management
and architects. Introduced feature flags for safer releases. Drove repository patterns and interface-driven
design to make code easier to test. Completed early Google Cloud training for the department.
Aug 2021 – Nov 2022
Software Developer / Lead
360 Care / CSLICO · Louisville, KY
Led delivery across several products from planning through build. Shipped reusable REST API packages,
LDAP integration, and event-driven messaging. Planned high-availability database migration readiness
across 40+ projects, moved developer VMs to the cloud, and set up segmented test environments with monthly
data refresh.
Sep 2013 – Aug 2021
Benefits Specialist Supervisor
Texas Roadhouse via BCInsourcing · Louisville, KY
Supervised a specialist team that helped employees choose healthcare coverage with personal data analysis.
Kept HIPAA-aware practices and built deep ACA knowledge later used on regulated SaaS compliance products.
Capabilities
Skills and tools
Strategy, product delivery, cloud operations, and security, used with clear business judgment.
Technology leadership
Technology strategy & roadmap
Engineering leadership
Product architecture
Cross-team priorities
Acquisition technology integration
Vendor / MSP management
Ownership communication
Mentoring & performance
Product, engineering & architecture
SaaS product delivery
REST APIs
C# / ASP.NET Web API
JavaScript / TypeScript
Vue.js · Angular · Node.js
SQL Server
Event-driven systems
IRS / HR integrations
AI-assisted automation
Microsoft 365 Copilot rollout
Cloud, DevOps & infrastructure
Microsoft Azure
Azure DevOps Pipelines
Cloud cost control
Datacenter oversight
Disaster recovery testing
Observability & monitoring
Secrets management
Security, identity & compliance
SOC 2 · GRC platforms
Identity & access (Entra ID, SCIM, MFA)
Vulnerability management
Incident response
Endpoint & asset inventory
Secure build & dependency scanning
HIPAA awareness
ACA / regulated products
Credentials
Education, certifications, and recognition
Education
Eastern Kentucky University. Bachelor of Arts, Spanish; Minor in Business;
Highest Honors (2010–2012).
Certifications
- CompTIA Security+, Network+, A+ (earned 2019)
- Cisco CCNA Routing and Switching (earned 2020)
Selected recognition
- Gutenberg Award, web development competition winner
- Eagle Scout
Community
Mentored new developers through Code Louisville and created shared curriculum for steady mentoring
and evaluation.
Why Alan
How he works
A technology executive who still does the work. Clear priorities, honest talk about risk, and results you can measure.
Practical design
Turns business goals into systems that reach production. Balances speed, quality, and long-term upkeep,
and skips process that does not help.
Security with judgment
Strengthens identity, vulnerability management, audit readiness, and incident response while the business
keeps moving. Reduces risk over time without empty show.
Clear infrastructure results
Cuts cloud waste, strengthens operations, and proves recoverability with live restore tests. Treats cost
control and reliability as one job.
People who deliver
Leads hybrid engineering teams, mentors new talent, and speaks clearly with ownership about risk and readiness.
Get in touch
Glad to speak with owners, boards, and search partners about CTO, VP Engineering, and director-level
technology roles.