JOHN TROTTA

Technology and security leader for regulated financial services.

Technology and security leader with 18 years in regulated financial services, still hands-on today. I build and run the whole infrastructure and security program for a 300-employee firm, from network and identity through compliance, detection, and AI in production. I've stood up security and compliance from nothing with a clean audit record, run point on the incidents that mattered, and turned vague business problems into systems that ship. CISSP and PMP, and I still write code when that's the fastest way to the answer.

Experience

Chief Technology & Security Officer

RTR Financial Services, Inc.

August 2019 - Present

Staten Island, NY

Functioning as the company's CISO under a Chief Technology & Security Officer title. Own security, technology, and compliance for a 300-employee regulated financial services firm across hybrid on-prem and cloud, on a $2M budget: decide what gets built, build it with the team, and own how it runs. Report to ownership.

  • Built and run the security program as defense in depth: behavior-based EDR (SentinelOne) and ThreatLocker application allow-listing on the endpoint, DLP across the network and application layers, an email-security detection program, and SIEM-based monitoring with insider-threat alerting on new-hire risk signals. I set the coverage and priorities; the security engineers operate the stack. It has caught real phishing and flagged and removed real insider risk.
  • Detected, investigated, and contained a third-party compromise that reached the environment through a vendor: scoped the blast radius and confirmed it went no further, remediated it, and closed the gap with tighter controls and vendor oversight.
  • Stood up PCI-DSS and SOC 2 Type II with HIPAA controls from nothing, first-time certification on each, mapped to NIST CSF, 10+ audits with zero material findings, and wrote the incident-response plan and every security runbook from a blank page.
  • Delivered AI into production inside a strict compliance boundary, with the model architecturally separated from regulated data. Segmented the network into isolated zones with MFA and least-privilege access across identity, devices, and data.
  • Built the company's first real disaster recovery and continuity and drove uptime to 99.99%, scaled the environment from 75 to 300 employees, and moved to multi-state remote operations in a week when COVID hit, opening 8+ states.
  • The technical voice to ownership, clients, legal, and regulators: turned vague business problems into systems that ship, and carried the proposals, RFPs, and security reviews behind eight-figure regulated-client revenue.

IT Manager

RTR Financial Services, Inc.

2016 - August 2019

Staten Island, NY

  • Led the endpoint response to the 2017 WannaCry outbreak: contained the estate, coordinated recovery, and restored full operations in 48 hours. The root cause was signature AV with no patching, so I closed it with managed patching (WSUS), a domain GPO security baseline, behavior-based EDR, and LAPS.
  • Took over a consultant-run environment and built the security function in-house, the in-sourcing my CTSO role was created from in 2019. Replaced a 30-minute manual account-provisioning process with a PowerShell workflow we later turned into the zero-touch tool HR uses today.
  • Owned availability, security, patching, and compliance across every enterprise system.

Infrastructure & Security Lead

RTR Financial Services, Inc.

2014 - 2016

Staten Island, NY

  • Transformed how the existing environment was used: reworked current tools, standardized automation with PowerShell and Python, added new systems as extensions to what was already in place, and built the procedures to meet new client requirements.

Systems Administrator

RTR Financial Services, Inc.

2012 - 2014

Staten Island, NY

Business Analyst

RTR Financial Services, Inc.

August 2008 - 2012

Staten Island, NY

Skills

Detection & Response

Detection EngineeringIncident ResponseEDR (SentinelOne)SIEM (Elastic)Threat Detection & TriagePhishing Response (KnowBe4)Insider-Threat DetectionMicrosoft 365 SecurityPurple Teaming

Security & Compliance

PCI-DSSSOC 2 Type IIHIPAANIST CSFIdentity & Access ManagementLAPSApplication Allow-Listing (ThreatLocker)DLPNetwork Segmentation & Least PrivilegePolicy & Runbook AuthoringAudit ManagementThird-Party Risk ManagementSecurity Program Leadership

Infrastructure & Cloud

Hybrid CloudKubernetes & ContainersInfrastructure as CodeCI/CDDisaster RecoveryBusiness ContinuityVDI & Remote WorkforceEnterprise Architecture

Engineering & AI

PowerShellPythonAI in ProductionAgentic Workflows (Human-in-the-Loop)LLM Security (Two-Zone / Data-Boundary Design)AI GovernanceProcess AutomationAPIs & IntegrationsSQL & BI Reporting

Executive Leadership

Strategic Advisory to OwnershipTechnology Budget ManagementVendor ManagementRegulator & Client LiaisonOrganizational ScalingTeam Leadership

Certifications

CISSP

Certified Information Systems Security Professional

ISC2 · #928259

PMP

Project Management Professional

PMI · #9852796

VCP

VMware Certified Professional

Data Center Virtualization 6.7

MCSE

Microsoft Certified Solutions Expert

Windows Server Security and Core Infrastructure

CCNA

Cisco Certified Network Associate

Implementing and Administering Cisco Solutions

Education

CUNY Baruch College

Zicklin School of Business

Bachelor of Business Administration, Operations Management

New York, NY

What I Build With

The core of what makes me productive. The rest of my stack lives in GitHub.