InvoiceCloud Appoints Madilynn Castillo as CMO to Strengthen Billing, Payments and Customer Engagement for Utility, Government and Insurance Organizations

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BOSTON — Sept. 17, 2026

Executive Summary

InvoiceCloud has appointed Madilynn Castillo as Chief Marketing Officer, placing her in charge of the company’s brand and market positioning, demand generation, product marketing and customer engagement. Castillo joins from Tulip Interfaces, where she spent nearly eight years building its global marketing organization. InvoiceCloud stated that her appointment supports its continued expansion across utility, government and insurance markets and its next phase of growth.

Announcement Overview

Castillo brings nearly eight years of marketing leadership at Tulip Interfaces, where she served as CMO and helped guide the company from Series B through Series D, when it reached a $1.3 billion valuation. At InvoiceCloud, she will focus on strengthening market positioning, scaling demand generation and bringing customer outcomes and product value more clearly to market. Her appointment follows continued company momentum, including the addition of Matthew Lane as Chief Revenue Officer, the launch of the AI-powered Billing Experience and InvoiceCloud Service Module, and more than 20 industry and workplace honors in 2025 and 2026.

Key Announcement Details

  • Announcement Type: Executive Appointment
  • Announcing Entity: InvoiceCloud
  • Announcement: Appoints Madilynn Castillo as Chief Marketing Officer
  • Announcement Date: September 17, 2026
  • Dateline: BOSTON
  • Appointee: Madilynn Castillo
  • Role: Chief Marketing Officer
  • Previous Company: Tulip Interfaces
  • Previous Role: Chief Marketing Officer
  • Focus: Brand, demand generation, product marketing and customer engagement
  • Markets: Utility, government and insurance
  • CEO: Kevin O’Brien
  • Company: InvoiceCloud
  • Industry: Digital billing and payments
  • Customer Base: More than 3,250 customers
  • Recent Leadership: Matthew Lane appointed Chief Revenue Officer
  • Recent Product: AI-powered Billing Experience and InvoiceCloud Service Module
  • Recent Recognition: More than 20 industry and workplace honors in 2025–2026

InvoiceCloud Appoints Madilynn Castillo as Chief Marketing Officer

InvoiceCloud, a provider of digital billing and payment solutions, has announced the appointment of Madilynn Castillo as Chief Marketing Officer.

In her new role, Castillo will lead the marketing organization with responsibility for:

  • Brand and market positioning
  • Demand generation
  • Product marketing
  • Customer engagement

InvoiceCloud stated that the appointment comes as the company continues to scale across the utility, government and insurance industries.

Madilynn Castillo’s Marketing Leadership Experience

Castillo joins InvoiceCloud from Tulip Interfaces, a manufacturing technology company founded out of the MIT Media Lab, where she served as CMO.

During her nearly eight-year tenure at Tulip, Castillo:

  • Built and led the company’s global marketing organization
  • Supported growth from Series B through Series D
  • Helped support Tulip’s progress to a $1.3 billion valuation
  • Helped redefine the manufacturing execution system (MES) category
  • Supported industry analyst recognition for Tulip’s leadership and innovation
  • Championed a people-centric approach to AI
  • Led the AI Process Engineer initiative, designed to train 1,000 manufacturing engineers to use AI in frontline operations

Her background combines global marketing leadership, category development, AI initiatives and organizational scaling.

InvoiceCloud Leadership Commentary

Kevin O’Brien, CEO of InvoiceCloud, said Castillo’s experience aligns with the company’s customer-focused approach to marketing and growth.

“Madilynn understands that strong marketing starts with the customer and connects directly to how we grow,”

O’Brien added:

“She’s built and scaled a global marketing organization and helped establish Tulip as a leader in its category. That experience and operating discipline will help us sharpen how we go to market and bring the value InvoiceCloud delivers to more organizations.”

Castillo’s Priorities as Chief Marketing Officer

As CMO, Castillo will focus on several areas supporting InvoiceCloud’s enterprise growth strategy.

Her responsibilities will include:

  • Strengthening InvoiceCloud’s market position
  • Scaling demand generation
  • Supporting the company’s enterprise growth strategy
  • Bringing customer outcomes more clearly to market
  • Communicating product value more clearly to customers and the broader market

Castillo said her approach will center on understanding customers and the challenges they face in their day-to-day operations.

Madilynn Castillo, Chief Marketing Officer at InvoiceCloud, said:

“What drew me to InvoiceCloud is how much this team genuinely cares about the people it serves,”

She added:

“I want to get even closer to our customers, understand what they’re up against day to day, and help build a marketing organization that grows this business by helping them grow too.”

Continued Momentum at InvoiceCloud

Castillo’s appointment follows a period of continued momentum for InvoiceCloud.

The company highlighted several recent developments:

  • Matthew Lane joined as Chief Revenue Officer
  • InvoiceCloud launched its AI-powered Billing Experience
  • InvoiceCloud launched its InvoiceCloud Service Module
  • The company received more than 20 industry and workplace honors during 2025 and 2026

InvoiceCloud stated that its latest leadership appointment adds marketing leadership as the company continues developing its business across its core industry markets.

Digital Billing, Payments and Customer Engagement

InvoiceCloud provides organizations with solutions focused on billing, payments, customer engagement and outbound disbursements.

The company’s SaaS platform is designed to support digital customer experiences and payment activity, with capabilities spanning electronic bill presentment and payment (EBPP).

InvoiceCloud stated that its platform enables continuous enhancements to the customer experience, supporting increased adoption of:

  • Digital payments
  • AutoPay
  • Paperless billing

The company also stated that its solutions can help clients improve customer engagement and satisfaction, lower costs, accelerate payments and reduce staff workloads.

About InvoiceCloud

InvoiceCloud provides modern digital payment, customer engagement and outbound disbursement solutions for organizations across the utility, government and insurance industries.

  • Customer base: More than 3,250 customers
  • Market: Electronic bill presentment and payment (EBPP)
  • Platform: SaaS-based billing and payment technology
  • Capabilities: Digital payments, AutoPay, paperless adoption, customer engagement and outbound disbursements

InvoiceCloud stated that its platform supports continuous customer-experience enhancements while helping clients manage billing and payment processes. The company serves organizations seeking to modernize billing, payments and customer engagement.

Media Contact

For additional information, visit invoicecloud.com.

Source Attribution

Source: Company announcement

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