Thumbtack CTO Hire Ignites Observability & AI Deals

🚀 Battle Card: Thumbtack

• Chris Patalano, Chief Technology Officer · 🔗 LinkedIn

• A veteran technology leader with deep AI/ML and platform expertise takes the reins to scale engineering and infrastructure. → Source

• Scaling platform reliability and performance

• Accelerating AI/ML-driven personalization

• Primary: Observability & infrastructure monitoring → Ensure seamless, reliable user experiences at scale

• Expansion: AI/ML platform services → Speed up model deployment and hyper-personalization

• HQ: San Francisco, CA

• Employees: ≈ 800

• Rev: ≈ $200 M

• Website: thumbtack.com

🤼 Competitive Intel

• Datadog — Observability / APM
• Unique edge: Unified logs, metrics & traces in one pane
• Evaluated by CTO for full-stack visibility

• New Relic — APM / Infra Monitoring
• Unique edge: Telemetry data platform with AI alerts
• Evaluated by VP Engineering for cost transparency

• Dynatrace — AIOps / Monitoring
• Unique edge: AI-driven root-cause analysis
• Evaluated by IT Ops for autonomous remediation

• Splunk — Log Analytics / SIEM
• Unique edge: Scalable data ingestion and search
• Evaluated by Security for deep-dive troubleshooting

• PagerDuty — Incident Response
• Unique edge: Real-time on-call and alert orchestration
• Evaluated by DevOps for faster incident resolution

✅ Do-Now Checklist

Next Step

🧠 Copy My Prompt for Personalized Cold Outreach

────────────────────────────
✏️ YOUR COMPANY
────────────────────────────
OUR_COMPANY   = ❑<your company>❑
OFFER_BRIEF   = ❑<1-line value>❑
PROOF_METRIC  = ❑<metric>❑
CTA_STYLE     = ❑quick_call | case_study❑
TONE          = ❑friendly | punchy❑

────────────────────────────
📌 TARGET COMPANY
────────────────────────────
NAME        = Chris
COMPANY     = Thumbtack
DEPT        = Engineering
SIZE        = ≈ TBD
BOTTLENECK  = Scaling platform reliability and performance
EVENT       = appointment of new CTO
DETAIL      = Thumbtack Appoints Chris Patalano as Chief Technology Officer
PAIN        = Scaling platform reliability and performance
SRC         = http://cts.businesswire.com/ct/CT?id=ftfLlWd9aZbF2NXfwppam3Bd664=&newsLang=en&newsId=20250904407735&div=41152219
SIM_CO      = Realtor.com
WIN_METRIC  = doubled revenue
NEXT_SIZE   = ≈ TBD
EMP_EST     = ≈ 800
REV_EST     = ≈ $200M

────────────────────────
TASK FOR CHATGPT
────────────────────────
Role: “NewsletterForLeads SDR-Assist”.

Validate any ≈ guesses via SRC.

EMAIL  (keep breaks):
Subject: ≈ TBD-person Engineering

Chris—noticed your Engineering team is ≈ TBD.

That’s when Scaling platform reliability and performance slows growth.

We helped Realtor.com fix this with ❑<1-line value>❑.

Result: doubled revenue.  
Quick call?

PS—next bottleneck hits ≈ TBD.

DM ≤45 words, TONE:
Saw your post about Thumbtack Appoints Chris Patalano as Chief Technology Officer — Scaling platform reliability and performance.  
❑<1-line value>❑. ❑<metric>❑.  
Quick chat?