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Start here to quickly find the most valuable insights for your needs - my posts and interviews, categorized and organized

Hello, Dear Reader! Yakov here - thank you for visiting my substack! Every week, I provide tactical advice, case studies, and playbooks to address readers' questions regarding digital transformation challenges in the financial services and insurance (FSI) industries. I appreciate your readership and subscription. We are just getting started!

This post serves as a categorized and structured sitemap for the most helpful newsletters. If it doesn't provide sufficient depth to address your questions, please feel free to leave a comment.

FSI Digital Transformation Weekly - Sitemap

Digital Transformation Objectives

• Goals: Transformation Definition, Metrics, Inevitability, Technology Modernization, Doing Good

• Value: Business Model, Differentiation, Monetizing Platforms vs. Data

• Macro: Digital Saturation, Changing Circumstances, Arms Race, Business Cycles, Expanding Entropy

Path to Target State

• Target State: Best Operating Model, Required Maturity

• Path: Digital Bubble, TradFi Derangement Syndrom (TDF), Transformation Theatre, From Digitization to Digital Transformation

• Scalability: What To Scale, Cutting Bloat, Terminating Initiatives

Leadership Team Involvement

• Stakeholders: Key Roles, Enterprise vs. LOB Heads 

• Responsibilities: CEO, CFO, Head of Digital Transformation, Business Head, CIO, Combining Roles

Operational Tactics

• Organizational design: Insourcing, Team Structure, Project vs. Product Managers, Agile/Scrum Roles, Talent Selection

• Software Development: R&D, Productivity

• Support: Service Desk and Customer Support

• Vendor Management: Partner Selection, Consultant Selection

• Routines: Combatting Rot, WFH vs. RTO, Meetings, Learning, Training

Technology & Information pillars

• Software: No-Code, Legacy Replacement, Buy vs. Build

• Hardware: Cloud vs. Self-Hosting, Cloud Repatriation

• Information: Data & Analytics, AI

Segment, Product, and Size Nuances

• Segment: Latinos, Small Businesses

• Product: Difference across Products, Home Insurance, Payments (Crypto, Blockchain)

• Size: Smaller FSIs

Myths

• Objectives: Always Transforming, No Physical Footprint 

• Disruption: Digital Revolution, Disapearnce vs. Losing Market Share, Failing FSIs

• Organization: Value of Restructuring, Importance of Culture, Agility is Good

• Focus areas: Cloud-first, Customer Experience, Generative AI

• Accelerators: Partnerships, Subsidiaries

Case Studies

• Banking: Citi, Bank of America, Raiffeisen, TD Bank, JPMorgan

• Payments: PayPal

• Money Management: Blackrock Aladdin

• Insurance: MIB (Life), Young Alfred (Home)

• FinTech: Ramp​​