Vijay M. RajanRésumé
Strategy · Product · Growth

Buildingbusinesses
that compound.

Senior Director of Monetization Strategy for AI Products & Services at Salesforce. Formerly Senior Director at McKesson, Head of Strategy at PayPal, and leadership roles at H&R Block, McKinsey, and JPMorgan — now shaping how enterprises monetize AI at scale.

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Vijay M. Rajan
Based in
Chicago, IL
$300M
E-commerce P&L scope
+50%
Service delivery capacity expansion
~$2B
Projected revenue from geo-expansion
$500M
New digital banking business built
01 / About

An operator with a consultant's lens.

I've spent a decade turning ambiguous executive questions into measurable outcomes — building new businesses, restructuring portfolios, and standing up the product and marketing engines that scale them.

My work spans enterprise software, healthcare distribution, fintech, consumer payments, and digital banking. The common thread: pairing rigorous strategy with the operational chops to ship — closing the distance between the boardroom and the customer.

What I bring to an enterprise: a leader who can frame the bet, build the team, and own the P&L through to results.

02 / Experience

Selected work

01
May 2026 — Present
San Francisco, CA

Salesforce

Senior Director, Monetization Strategy — AI Products & Services
Strategy & Corporate Development
  • Define monetization strategy for Salesforce's leading AI product portfolio, aligning pricing, packaging, and go-to-market for enterprise-scale AI services.
  • Partner with product and engineering leadership to build revenue models that capture value from generative AI and autonomous agent capabilities.
  • Drive cross-functional initiatives to accelerate AI product adoption and revenue attainment across Fortune 500 and mid-market segments.
02
Sep 2023 — Apr 2026
Chicago, IL

McKesson Corporation

Senior Director, Head of Business Strategy, Product Management & Consumer Marketing
E-Commerce Organization
  • Lead a multilayer org of product leaders, strategists, marketing managers, and content specialists driving day-to-day ops and growth of a $300M e-commerce segment; scope expanded to lead marketing in Sep 2024.
  • Re-engineered BU strategy to achieve profitability for the first time while delivering double-digit top-line growth.
  • Managed marketing and product P&L, outperforming budget targets while expanding service delivery capacity +50% in year one.
  • Built a first-of-kind BD acceleration model driving customer pipeline creation, customer success, and product sales expansion.
03
Jan 2022 — Aug 2023
Chicago, IL

PayPal Inc.

Head of PayPal Brand Consumer Business & Product Strategy
Strategy & Corporate Development
  • Dual report to VP of PayPal Commercial (P&L) and PayPal Strategy & BizOps; led full portfolio of PayPal-branded consumer growth.
  • Reimagined digital wallet product strategy around engagement and gamification — projected +10% MAAs and $200M revenue over 3 years.
  • Drove geo-expansion strategy for financial services in key growth markets projected to yield ~$2B in incremental revenue.
  • Led restructuring design yielding $20M in savings by rationalizing duplicative functions across the enterprise.
04
Nov 2020 — Jan 2022
Chicago, IL

H&R Block Inc.

Director — Strategy & Corporate Development
Office of the Chief Strategy Officer
  • Direct report to the Chief Strategy & Development Officer; led growth strategy topics supporting the C-Suite and Board.
  • Owned end-to-end design and launch of Spruce — H&R Block's first digital banking business — projected ~$500M of incremental revenue over 5 years, taken from concept to in-market in under 12 months.
  • Managed a cross-functional team of strategy and strategic finance associates and led recruiting strategy for the org.
05
Jun 2017 — Nov 2020
Chicago, IL

McKinsey & Company

Engagement Manager / Associate
Financial Services & Advanced Industries
  • Led data strategy for a leading global pharma, defining and prioritizing analytics use cases across R&D to sales (~$16M impact).
  • Drove portfolio planning for a top-5 global bank, prioritizing $100M+ in investments balancing growth and cost.
  • Delivered a 15% cost-base reduction (~$40M) at a distressed security/monitoring services client via SG&A optimization.
  • Left McKinsey in exemplary standing with a top performance rating (top 10% of class).
06
Jul 2014 — May 2017
Chicago, IL

JPMorgan Chase & Co.

Sr. Product Manager / Analyst
Middle-Market Online Solutions
  • Accelerated promotion — 3 years ahead of standard cycle.
  • Led product strategy for a middle-market account management platform contributing $92M in firm revenue.
  • Delivered a $48M increase in total client spend volume by closing competitive product gaps.
  • Created go-to-market strategy for single-use-account (SUA) payment innovation from controlled rollout to general availability.
03 / What I bring

Capabilities that compound across the enterprise.

01

Enterprise Strategy

Corporate, business unit, and growth strategy with a track record of board-level execution at Fortune 500 scale.

02

Product & P&L

Own product, marketing, and P&L outcomes — from re-engineering BU economics to launching net-new digital businesses.

03

Org & Operating Model

Design org constructs, operating models, and acceleration motions that convert strategy into measurable customer impact.

04

Builder & Operator

Concept-to-market launches in under 12 months; comfortable navigating ambiguity across consulting, fintech, and healthcare.

04 / Education

Foundations

2018

University of Chicago, Booth

MBA — Finance, Accounting, International Business

Chicago Business Fellow · Admissions Committee · LSE Exchange · Co-Chair of the Consulting and Public Speaking clubs · Strategy intern at the Obama Foundation.

2014

University of Michigan

B.S. Industrial & Operations Engineering · Entrepreneurship

Dean's List & University Honors · Capstone TA · Executive Board: Engineering Council, Institute of Industrial Engineers, Multicultural Greek Council.

05 / Passions

Beyond the day job.

Real Estate Investing

Active investor in residential and small commercial properties. I enjoy analyzing markets, identifying value-add opportunities, and building passive income streams through disciplined underwriting and long-term holds.

Travel

Avid traveler with a focus on immersive cultural experiences and outdoor adventure. Whether it's trekking through Patagonia or exploring street food in Southeast Asia, I believe travel sharpens perspective and sparks creativity.

Fitness

Committed to a daily fitness routine that blends strength training, endurance work, and mobility. I treat physical health as a performance multiplier — it builds discipline, resilience, and energy that carries into every area of life.

Community Service

Service was instilled early — earning Eagle Scout and carrying that ethos forward through Rotary International and as a strategy intern with the Obama Foundation. I believe in giving time and expertise to causes that strengthen communities.

Mentorship & Career Coaching

Passionate about developing the next generation of leaders. I mentor and coach professionals navigating career transitions — from consulting to industry, from individual contributor to management — helping them sharpen their story, build confidence, and land roles that align with their ambition.

06 / Let's talk

Have a problem worth solving?

I'm always interested in conversations about enterprise strategy, product, and the operating models that bring them to life. Send a note and I'll get back to you.

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