Prasanta Kumar Dasgupta
Selected Work · 2024 — 2026

Eight stories of teams shipping calmly through change.

A short tour of the work I'm proudest of as an engineering manager: people I've grown, charters I've absorbed, AI tooling I've shipped, and reliability bars my teams have held. Anonymized where confidentiality requires it; quantified everywhere I can.

All People & Talent AI-First Engineering Architectural Leadership Trust & Reliability Web Platform
People & Talent

Zero attrition through three org transitions.

2025 — 2026 · 14 engineers · 3 reorgs · 2 charter changes
Context
Across an 18-month window the team navigated three organizational transitions: an inbound team absorption, a major charter merger, and finally a charter exit. Industry baseline through that much change is 30–40% IC churn.
Action
Personally conducted compensation reviews and growth commitments with every transitioning IC. Built individual transition playbooks, coordinated CODEOWNERS handoffs, product-tag migrations, trust ownership, and Workday transfers — without delivery disruption. Authored promotion-readiness handoff documents for incoming managers of moving ICs.
Outcome
Zero attrition across all three transitions. Career trajectory continued for every engineer. top-tier manager-effectiveness rating in the latest internal survey. A former direct report proactively returned months later for promotion-packet guidance — the strongest possible signal of sustained trust beyond reporting lines.
People managementOrg transitionsTalent retentionCareer coaching
AI-First Engineering

Built & shipped AI tools that the org actually uses.

past year — recent year · ~100% org-wide adoption
Context
Engineering managers across the org were spending 5–10 hours per week translating charter items, PRDs, and spreadsheets into work items. AI productivity gains were uneven — the tooling existed but adoption lagged.
Action
Built and shipped an AI Release Planner that turns charter inputs directly into structured work items. Built a hyper-personalization skill that auto-discovers user context across systems. Designed an AI-assisted Trust Hero framework for test-failure triage and gack analysis. Wrote custom MCP servers exposing planning workflows to Claude Code. Co-organized weekly skill-up sessions with structured org-wide recaps.
Outcome
~100% org-wide adoption of developer-productivity AI tools. 5–10 hours/week saved per EM during planning cycles. Team subsequently shipped 6+ Claude Code skills automating SDLC workflows. 99% AI-assisted resolution of test failures at a major release freeze across three teams.
AI/MLMCPClaude CodeDeveloper productivityTrust automation
Trust & Reliability

23% trust reduction across four teams while reporting to VP.

past year · Team-of-the-Year Recognition
Context
During a peer EM's parental leave, took on combined trust ownership for four merged teams while continuing to report directly to the senior engineering leader. Target: 20% reduction in trust debt against a 40% baseline.
Action
Drove multi-patch sign-offs across release boundaries. Led release-freeze readiness, planned-trust hygiene, and customer-escalation RCA closures. Stood up an AI-assisted resolution flow for high-priority test failures. Independent execution end-to-end through the leave period.
Outcome
23% reduction vs 20% target. Independent execution recognized at VP level. Team named Team-of-the-Year Recognition — selected from 320+ nominated teams in a top-tier company-wide team recognition program.
Site reliabilityCrisis managementRelease managementTrust ownership
People & Talent

Five promotion nominations sponsored in one cycle.

recent promotion cycle · Across grades P6 → P9
Context
A standard promotion cycle for a single team rarely produces more than 1–2 nominations. Going into recent promotion cycle, five engineers on the team were ready for the next-grade scope simultaneously — at every level from MTS to Principal Engineer.
Action
Built end-to-end promotion packets for each nominee — strategic business cases, talent-readiness narratives, stakeholder feedback orchestration, bias-mitigated framing, and review-meeting talk tracks. Coached each nominee on shaping their work toward next-level scope across the preceding two release cycles.
Outcome
5 nominations advanced through review with strong stakeholder support: 1 Principal Engineer, 3 Senior Engineers, 1 Member Engineer. Broad stakeholder endorsement across all five packets.
Talent developmentCareer sponsorshipPromotion processBias mitigation
Architectural Leadership

Cross-cloud architectural alignment to a major release event.

recent year · Multi-team · Multi-release
Context
The team's charter required architectural alignment with adjacent platform teams (data ingestion, schema, packaging, content-rendition) on a customer-visible release tracked toward a major Salesforce release event. Multiple parallel feature streams, multi-cloud architectural reviews, and downstream consumer dependencies in flight.
Action
Sponsored cross-cloud architectural reviews, allowlisting decisions, and design patterns across consumer teams. Negotiated capacity backfills with VP and skip-level for in-scope deliverables. Built month-by-month delivery plans against capacity vs. commitment, sequencing dependencies and gating risk explicitly.
Outcome
4 release-event-targeted epics sequenced and delivered. ≥80% self-serve target on a flagship deployment flow. Backfill negotiated to keep an unstructured-search story in scope.
Cross-functional leadershipArchitecture sponsorshipCapacity planningRelease planning
Web Platform

99.9% uptime & ~30% faster builds on flagship marketing properties.

2021 — 2024 · Senior Engineer
Context
Owned cross-functional initiatives on a headless rendering layer behind multiple flagship customer-facing marketing properties. Multi-region launches, locale handling, content compliance, and certificate management — all running through one platform team.
Action
Drove a framework-agnostic rendering layer to GA across multiple production releases. Led a regional launch with full localization. Designed a content-compliance CDN redesign and certificate-management automation. Coordinated a public-CDN migration. Built real-time monitoring + automated incident response.
Outcome
99.9% uptime sustained on flagship customer-facing surfaces. ~30% reduction in build & deployment times. Zero certificate-related production outages post-automation. Cross-team recognition from peer platform leads at multiple Salesforce business units.
Web platformSite reliabilityCI/CDHerokuCloudFront
SaaS Reliability

Reliability for ~4,500 customer environments on a global SaaS.

2017 — 2021 · Senior DevOps Engineer · Microsoft
Context
Led reliability and automation for a global business-applications SaaS on Azure. Tens of thousands of customer environments to onboard, deploy, and service.
Action
Contributed to environment design, capacity planning, deployment, and servicing for ~4,500 customer environments. Sustained on-call ownership across the team's services.
Outcome
Near 100% availability on ~4,500 environments through proactive issue resolution and automated incident response.
AzureSaaS reliabilitySREOn-call ownership
SaaS Reliability

25% faster incident resolution on a high-visibility ads platform.

2013 — 2015 · Service Reliability Engineer · Yahoo!
Context
Managed back-end operations for high-visibility solutions in Yahoo Ads and Yahoo's Data Platform. Production outages and incident response were a daily reality.
Action
Built automation tools for incident triage. Proactively triaged production outages to minimize downtime. Improved monitoring and alerting baselines.
Outcome
25% reduction in incident resolution time through automation.
SREIncident managementAutomationYahoo Ads