Q2 2026 Roadmap

Overview

Unified view of Q2 2026 (April — June) deliverables across all domains. Hard deadline: June 1, 2026 for CISSP and RHCSA certifications (performance review).

Q2 2026 Roadmap (April — June)

Certifications (HARD DEADLINE: June 1)

Performance review deadline. These are non-negotiable.
Domain Item Target Date Status Dependencies

Certification

CISSP — ISC2 Certified Information Systems Security Professional

June 1, 2026

NOT STARTED

Study plan needed, exam scheduling

Certification

RHCSA 9 — Red Hat Certified System Administrator

June 1, 2026

Ch 1-2 / 20

Lab environment (KVM), study schedule

Certification

Claude Code Certification — Anthropic (Nick Saraev course)

Q2 2026

IN PROGRESS (26:49/4hr)

Course completion, practice projects

Certification

LPIC-1 Renewal — Linux Professional Institute

Q2 2026

RENEW

Check expiry date, register for exam

Language

SIELE C1 — Instituto Cervantes (computer-based)

Q2 2026

ACTIVE

Comprension auditiva practice, subjuntivo mastery

Work Projects (CHLA)

Domain Item Target Date Status Dependencies

Work P0

Linux Research (Xianming Ding) — EAP-TLS completion

Overdue (02-24)

BEHIND

nmcli certificate fix

Work P0

iPSK Manager — Pre-shared key automation

 — 

BEHIND

DB replication (Ben Castillo)

Work P0

MSCHAPv2 Migration — Run netapi reports, pandas graphs, Chromebook+Wyse wave (~2K/8K endpoints)

Q2 2026

URGENT — team meeting

netapi DataConnect queries, pandas analytics

Work P0

Research Segmentation — Untrusted VLAN migration

 — 

BLOCKED

CISO decision

Work P1

Sentinel KQL Proficiency — First access, Copilot-assisted queries, differentiate from team

April 2026

NEW — onboarding

Azure portal access acquired

Work P1

QRadar to Sentinel Migration — SIEM platform transition (leading)

Q2 2026

Active

Monad pipeline evaluation

Work P1

Vocera/Wyse iTrack RCA — RabbitMQ CPU spike, no definitive root cause

April 2026

OPEN

Cisco TAC case, endpoint log analysis

Work P1

Spikewell BYOD VPN — dACL SQL, AD group integration

Q2 2026

Active

None

Work P1

Strongline Gateway — MAC capture, Identity Group setup

Q2 2026

Active

8 devices reassignment (David Rukiza)

Work P1

NebulaONE AI Platform — Azure/Cloudforce

Q2 2026

Active

C-level direction

Personal Milestones

Domain Item Target Date Status Dependencies

Personal

Z Fold 7 Termux — gopass and SSH restoration

ASAP

BLOCKER

Termux SSH + gopass configuration

Personal

gopass v3 organization — Restructure password store

April 2026

Active

gopass-personal-docs templates

Personal

P50 Arch to Ubuntu migration

April 2026

IN PROGRESS

LUKS encryption, Steam testing

Personal

X1 Carbon Ubuntu installs — 2 laptops

April 2026

IN PROGRESS

LUKS encryption

Personal

Housing search — Granada Hills area

Q2 2026

In Progress

Budget, location research

Personal

Tax preparation — 2025 filing

April 15, 2026

Not started

Gather documents

Revenue

netapi Commercialization — Go CLI rewrite, Cobra-style arg discovery, package for distribution

Q2-Q3 2026

P0 ACTIVE

Go evaluation, CLI framework selection

Revenue

Ollama API Service — 17 endpoints, productize config audit + doc tools + runbook gen

Q2 2026

P0 ACTIVE

Web UI, fine-tuning pipeline

Personal

ThinkPad T16g Setup — Arch install, stow, Ollama, netapi dev

Apr 2-3, 2026

PENDING

Delivery Thursday

Infrastructure

Domain Item Target Date Status Dependencies

Infra

k3s NAT verification — NAT rule 170 for pod network

ASAP (21 days carried)

P0 BLOCKING

VyOS NAT rule testing

Infra

Wazuh indexer recovery — Restart pod after NAT fix

After k3s NAT

P0 Blocked

k3s NAT verification

Infra

ISE Patch 9 upgrade — ISE 3.2 Patch 9

Q2 2026

P2 TODO

Change window, TAC guidance

Infra

ISE MnT Messaging Service — Enable UDP syslog delivery

Q2 2026

P2 TODO

ISE maintenance window

Infra

Monad Pipeline Evaluation — Test pipeline creation

April 2026

P1 TODO

Lab environment, test data

Active Blockers

CRITICAL Blockers

Domain Blocker Impact Days Blocked By Action Required

Work

k3s NAT verification

SIEM visibility blocked — Wazuh cannot start without pod networking

21

VyOS NAT rule 170 untested

Test NAT for 10.42.0.0/16 pod network, verify internet connectivity

Work

Wazuh indexer recovery

No SIEM log ingestion — security blind spot

21

k3s NAT verification

Restart Wazuh pod after NAT confirmed working

Work

MSCHAPv2 Migration Reporting

Team waiting for endpoint data + auth trend graphs (Chromebook + Wyse wave)

0

Need to run netapi queries

Execute ise-mschapv2-audit.py → profiler-migration-analytics.py → pandas dashboard

Work

Monad ETL Pipeline

Blocks QRadar → Sentinel log source migration

21

Vendor delivery pending

Lead evaluation, prepare lab environment

Work

Research Segmentation

Research endpoints remain on trusted network

 — 

CISO decision pending

Escalate for CISO decision on Untrusted VLAN migration

Personal

Z Fold 7 Termux

Cannot access passwords on mobile — no gopass, no SSH

20

Termux SSH and gopass broken

Debug Termux SSH config, reinstall gopass, test key access

Certification Deadlines

URGENT — Performance Review Deadline (June 1, 2026)

Certification Provider Deadline Status Impact

CISSP

ISC² — Certified Information Systems Security Professional

June 1, 2026

ACTIVE — Phase 0 (Project)

Required for performance review

RHCSA 9

Red Hat Certified System Administrator

June 1, 2026

ACTIVE — 21-phase curriculum (Project)

Required for performance review

55 days remaining until June 1st deadline.

Planned (After Urgent)

Certification Provider Target Status

Claude Code Certification

Anthropic

Q2 2026

IN PROGRESS

LPIC-2

Linux Professional Institute

After LPIC-1 renewal

Blocked

DevNet Associate

Cisco Developer Network

Q3 2026

Draft (Project)

CyberOps Associate

Cisco Security Operations

Q4 2026

Draft (Project)

Project Pipeline

Work Projects — Critical (P0)

ID Project Priority Status Owner Target Blocker

PRJ-LNX

Linux Research (Xianming Ding) — EAP-TLS, dACL, UFW

P0

BEHIND

Evan

02-24 (overdue)

Certificate "password required" — nmcli fix documented

PRJ-IPSK

iPSK Manager — Pre-shared key automation

P0

BEHIND

Ben Castillo

 — 

DB replication issues

PRJ-MSCHAP

MSCHAPv2 Migration — Legacy auth deprecation (6,088 devices, 5 waves)

P0

BEHIND

Evan

 — 

No progress on planning

PRJ-SEG

Research Segmentation — All endpoints to Untrusted VLAN

P0

BLOCKED

Evan

 — 

CISO decision pending

Work Projects — High Priority (P1)

ID Project Priority Status Owner Target Blocker

PRJ-ISE34

ISE 3.4 Migration — Upgrade from 3.2p9

P1

Blocked

Evan

Q1 2026 (overdue)

ISE Patch 9 prerequisite

PRJ-SW

Switch Upgrades — IOS-XE fleet update (C9300, 3560CX)

P1

Pending

Evan

Q1 2026 (overdue)

Change window scheduling

PRJ-VPN

Spikewell BYOD VPN — dACL SQL, AD group integration

P1

Active

Evan

 — 

None

PRJ-SL

Strongline Gateway — MAC capture, Identity Group setup

P1

Active

Evan

 — 

8 devices in wrong identity group

PRJ-SIEM

QRadar to Sentinel Migration — Full SIEM platform transition, Monad evaluation

P1

Active

Evan

Q2 2026

Monad pipeline evaluation pending

PRJ-NEB

NebulaONE AI Platform — C-level visibility, Azure/Cloudforce

P1

Active

Evan

 — 

None

Personal Projects — Active

ID Project Priority Status Owner Target Blocker

PRJ-CC

Claude Code Features — Skills, hooks, MCP servers, agents

P0

Planning

Evan

Q2 2026

None

PRJ-CERT

Certifications — CISSP, RHCSA (17 total planned)

P0

In Progress

Evan

June 1, 2026

63 days remaining

PRJ-RADIO

Amateur Radio — Technician to General, mentor Cliff

P2

Active

Evan

 — 

None

PRJ-DD

Domus Digitalis — Next.js/TypeScript project management webapp

P2

Active

Evan

 — 

None

PRJ-SIEM-R

SIEM: QRadar to Sentinel — Migration with Monad log filtering

P1

Active

Evan

Q2 2026

Monad evaluation

ITSM Summary

ITSM Ticket Counts

Type Open Pending Total

Service Requests (SR)

2

0

2

Incidents (INC)

1

0

1

Change Requests — Emergency

0

0

0

Change Requests — Normal

0

0

0

Change Requests — Scheduled

0

0

0

Change Requests — RCA

1

0

1

TOTAL

4

0

4