Back to LeaderboardLast snapshot: Sep 9
Robert W.
Badge

Robert W.

Email Delivery | Email Security | Email Migrations | Email Forensics

I’m a senior Email/Cyber-Security/Microsoft365/Identity expert with deep hands-on experience (25 years) in email deliverability, email security architecture, and compliance-driven DLP design across hybrid and cloud environments. I have worked for many large IT vendors like HP, EDS, and for various Government departments. I help organisations fix email delivery problems, reduce security risk, and implement Microsoft Purview DLP correctly — without breaking business workflows. If your organisation is experiencing: * Emails landing in spam or being blocked * DMARC / SPF / DKIM confusion or failed enforcement * Purview DLP policies that trigger false positives (or don’t trigger at all) * Regulatory or legal pressure around data leakage * Complex Exchange Online / hybrid mail flow …I can help. 🔐 Email Security & Deliverability Expertise I specialise in diagnosing and correcting real-world email delivery and security failures, not just deploying templates. * DMARC, SPF, DKIM (including sub-domain strategy) * MTA-STS & TLS-RPT * Sender reputation & spam mitigation * Mail flow analysis (Exchange Online, hybrid, third-party gateways) * Troubleshooting Microsoft EOP / Defender for Office 365 * SMTP diagnostics, headers, message tracing, and forensic analysis * Domain & IP reputation recovery (Google, Microsoft, Yahoo) 🛡️ Microsoft Purview DLP (Done Properly) I design Purview DLP policies that protect data without breaking productivity. * DLP for Exchange Online, SharePoint, OneDrive, Teams * Sensitivity labels & classification workflows * Policy tips, overrides, and user justification * Custom sensitive information types (regex-based) * Incident handling, alerting, and audit defensibility * Aligning DLP with legal, compliance, and HR requirements I focus on precision — not “block everything and hope”. ☁️ Microsoft 365 & Exchange Background Exchange Online & Hybrid (Exchange 2016 / 2019) * Complex mail routing and connector design * Third-party gateways (Mimecast, Barracuda, Proofpoint, MailMarshal, etc.) * Secure SMTP relay design * Tenant-to-tenant and hybrid migrations (where relevant to mail flow) ⚖️ Risk, Compliance & Evidence-Ready Work * My work is structured, documented, and defensible — suitable for: * Internal security reviews * Compliance audits * Legal discovery support * Incident response and root-cause analysis (Experience supporting legal teams and expert-witness-style reporting.) How I Typically Work * Clear scope and outcome-driven engagement * Practical recommendations you can implement * Written findings, diagrams, and configuration guidance * Optional ongoing advisory / retainer support Ideal Engagements * Email deliverability audits & remediation * Purview DLP design or rescue projects * Email security posture reviews * Post-incident investigations * Ongoing advisory retainers If email is critical to your business — and failure is not an option — let’s talk.

🇳🇿Auckland, New Zealand$75/hr100% JSS5.00 (3)Since Nov 2025
GlobeUpwork
MRR
$170
🌍#111K/363K
🇳🇿#132/535
Recent Earnings
$1,019
🌍#111K/363K
🇳🇿#132/535
Total Earnings
$2,559
🌍#286K/363K
🇳🇿#435/535
Avg. Per Project
$256
🌍#222K/363K
🇳🇿#358/535
Recent Projects
3
2f1h
🌍#184K/363K
🇳🇿#284/535
Total Projects
10
6f4h
🌍#184K/363K
🇳🇿#284/535
MRR Performance Over Time
$50k$25k$0
6 mo ago3 mo agoNow
Coming SoonGathering historical data
World Skill Rankings
of 8
#3
TLS1.2Top 25%
#36Digital Forensics
#39Email Testing
#44SMTP
#62Email Security
#96GoDaddy
#118Domain Migration
#149Microsoft Exchange Server
#161Expert
#195Cybersecurity Management
#309Microsoft Exchange Online
#605Microsoft Outlook
#632Email Deliverability
#1,403Email Automation
#1,748Email Management
🇳🇿New Zealand Skill Rankings
of 1
#1
Email SecurityTop <0.01%
#1SMTP
#1Cybersecurity Management
#1Expert
#1TLS1.2
#1Domain Migration
#1Microsoft Exchange Server
#1Email Testing
#1Digital Forensics
#1GoDaddy
#2Email Deliverability
#2Email Automation
#2Microsoft Outlook
#3Microsoft Exchange Online
#3Email Management
Robert W. — Top 24% in New Zealand | UpworkMRR