VP of Business and Digital Transformation

The Family Security Plan

$150K — $180K *
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8-10 years leading digital innovation and business system adoption.
  • Strong background in sales or marketing operations at the customer interaction level.
  • Preferred experience in financial services, fintech, or credit unions, especially in digital integration.
  • Proven track record in integrating marketing technology with CRM systems.
  • Comfort with cloud platforms like Azure or AWS essential.
  • Daily use of AI tools, both strategically and in practical application.
  • Technical expertise to assess architecture and guide development strategies.

Responsibilities

  • Own end-to-end digital and AI transformation across multiple business areas.
  • Make real-time member and prospect data accessible to all sellers.
  • Design immediate CRM and payment workarounds to alleviate current issues.
  • Lead the integration of marketing tech with sales and compliance outreach.
  • Transform the Member Engagement channel with AI-driven strategies.
  • Modernize internal operating tools to automate manual workflows.
  • Define integration strategies between FSP products and credit union digital platforms.

Benefits

  • Opportunity to lead significant digital transformation within the organization.
  • Hands-on role that allows for direct impact on business processes.
  • Work in a dynamic environment focused on integrating innovative technologies.
  • Potential for leadership growth by building an internal development team.
  • Collaborate closely with credit union partners and industry leaders.
Full Job Description
About the Role

FSP is transforming to a digital-first operating model, and this role owns that transformation end-to-end. Any business process where digital tooling and AI can materially change how FSP operates is in bounds - sales, marketing, member engagement, HR, recruiting, training, scheduling, payments, back-office, and how we work with our credit union partners. You will redesign how the work actually gets done, built on modern cloud platforms, AI-enabled tooling, and tight integration with our carrier partner, our CRM, and our credit union customers' digital ecosystems.

This is a hands-on role. You will do the work, not just direct it.

Key Responsibilities
  • Own the digital and AI transformation of FSP's business processes end-to-end - across sales, marketing, member engagement, HR, recruiting, training, scheduling, payments, and back-office operations. Scope evolves as new priorities surface.
  • Put real-time member and prospect data in front of every seller and pre-sale connector, seamlessly across all seven of FSP's engagement channels.
  • Design and build short-term CRM and payment workarounds inside FSP's existing technology stack, resolving current friction while long-term platform work runs in parallel with our carrier partner.
  • Own marketing technology adoption and its integration with FSP's sales channels and CRM, including TCPA-compliant texting and outreach on behalf of and with credit union partners.
  • Lead the transformation of FSP's Member Engagement channel - AI-enabled targeting, better inbound demand generation, materially restructured economics.
  • Modernize FSP's internal operating tooling - HR/recruiting/training systems, sales and BD scheduling, payment follow-up - replacing manual processes with automated, AI-supported workflows.
  • Define and deliver the integration path between FSP's products and services and credit union banking apps and digital platforms.
  • Lead and grow FSP's internal development capability, starting with a Senior Full-Stack Developer hired to your specification.

What We Are Looking For
  • 8-10 years leading business systems adoption, marketing technology, and digital innovation - with direct hands-on responsibility for redesigning end-to-end business processes.
  • Strong grounding in sales, marketing, or distribution operations - you understand what technology must do at the point of human interaction with a customer or member.
  • Financial services, insurance, fintech, or credit union background strongly preferred. Familiarity with CU digital platforms or core banking integration is a plus.
  • Demonstrable experience integrating marketing technology with CRM and sales channels, and comfort with modern cloud platforms (Microsoft Azure/365, AWS, or comparable).
  • Daily fluency with AI tools - AI coding assistants, AI-powered prototyping, LLM-based workflow tools - as your own working practice and as a strategic lens for what FSP should build, adopt, or automate.
  • Technical depth sufficient to assess architecture, write specifications, evaluate developer work, and make credible build-vs-buy decisions independently.
  • Communication and presence to represent FSP credibly in credit union executive conversations and partner working sessions.

Nice to Have
  • Direct experience with credit union banking platforms, digital-banking integration, or supplemental benefits distribution.
  • Track record delivering TCPA-compliant messaging programs at scale.
  • Prior experience as the senior-most digital or transformation voice in a company of $50M-$150M scale.

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