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Rajeswari RRR
Open to opportunities

Rajeswari R

@rajeswarir1

I lead product strategy and modernization for enterprise financial platforms—25+ years in fintech delivery leadership.

India
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What I'm looking for

I’m looking for senior product and platform leadership roles where I can own multi-quarter roadmaps, modernize enterprise financial platforms, and build high-performing product and delivery teams—staying close to engineering for useful design tradeoffs.

I lead product strategy and delivery for enterprise-scale financial platforms with 25+ years in financial services, including 7 years driving platform modernization and 17+ years leading cross-functional delivery in matrixed fintech organizations. I’m at the intersection of product strategy and technical execution—owning multi-quarter roadmaps and translating business needs into architecture-level requirements.

Much of my recent work has modernized legacy, mainframe-era platforms into cloud-native systems, including a zero-incident migration of a platform processing $2T+ in assets across 40M+ accounts. I rebuild prioritization using risk-weighted models, improve incident management with triage under 30-minute SLAs, and manage cross-platform dependencies to cut release cycles from 3 months to 1. I also drive demand and capacity planning aligned to Group-level OKRs and partner with Risk, Compliance, and external auditors to maintain SOC1 compliance on a live financial platform.

I care deeply about building high-performing product and delivery teams—hiring thoughtfully, coaching for craft, and helping people get sharper. I write about financial infrastructure and platform modernization, and I’m open to senior product and platform leadership roles across banks, GCCs, and fintech.

Experience

Work history, roles, and key accomplishments

Fidelity Investments logoFI

Vice President – Product Management (Platforms & APIs)

Jan 2019 - Jun 2026 (7 years 5 months)

Own product strategy and roadmap for enterprise-scale fintech platforms, driving delivery predictability, platform modernization, and cross-functional execution across a matrixed organization.

• Rebuilt prioritization across 6 squads with a risk-weighted model, lifting sprint-commitment reliability from 68% to 91%
• Led technical strategy for platform modernization — building a cloud-native pla

Fidelity Investments logoFI

Vice President – Product Management

Jan 2019 - Jun 2026 (7 years 5 months)

Owned product strategy and roadmaps for enterprise-scale financial platforms, driving platform modernization and cross-functional delivery predictability. Led incident management and root-cause analysis, prioritized across multiple product squads, and partnered with Risk, Compliance, and auditors to maintain SOC1 compliance.

Fidelity Investments logoFI

Technology Delivery Leader / Sr. Manager

May 2005 - Dec 2018 (13 years 7 months)

Directed enterprise-scale technology delivery across financial platforms, leading matrixed cross-functional teams for platform modernization, payments-adjacent processing, and capability building. Drove initiatives spanning DC (401(k)) loan servicing and payments automation, and led organization-wide upskilling aligned to regulatory and technology requirements.

Fidelity Investments logoFI

Technology Delivery Leader / Senior Manager

May 2005 - Dec 2018 (13 years 7 months)

Directed enterprise-scale delivery across Fidelity's financial platforms — leading large, matrixed cross-functional teams through platform modernization, payments-adjacent processing, and technical capability building.

• Directed end-to-end delivery of 6+ enterprise programs across recordkeeping, reporting, and data platforms for CIO-led initiatives — leading a 30+ person cross-functional organi

DSL Software logoDS

Sr Software Engineer

Jan 2003 - Apr 2005 (2 years 3 months)

Software engineering role at DSL Software based on the provided work history and dates.

Syntel Inc logoSI

Software Engineer

Jul 1998 - Jan 2003 (4 years 6 months)

Software engineering role at Syntel Inc. based on the provided work history and dates.

Education

Degrees, certifications, and relevant coursework

MU

Madras University

IC

International Certified Career Coach

ICCC Foundation, Career guidance and coaching

2020 - 2020

IB

Indian Institute of Management Bangalore

EGMP

2012 - 2013

IC

ICFAI

PGDBA (2 year MBA program), IT

1996 - 1998

II

Institute of Cost Accountants of India

Grad. ICWAI

1994 - 1997

Tech stack

Software and tools used professionally

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