Full-Time

Senior Director

CX Transformation

Posted on 8/7/2025

WillowTree

WillowTree

1,001-5,000 employees

Mobile app development, design, strategy

Compensation Overview

CA$164k - CA$205k/yr

+ Bonus

Remote in Canada + 2 more

More locations: Toronto, ON, Canada | Vancouver, BC, Canada

In Person

Category
Data & Analytics (1)
Required Skills
Zendesk
Data Analysis
Requirements
  • 15+ years of experience in contact center transformation, consulting, or related CX transformation roles, including leadership experience managing large teams with P&L responsibility
  • Background in consulting or advisory environments preferred
  • Knowledge of CX digitization, including contact center modernization, agent training, and process optimization
  • Deep understanding of CX industry trends and best practices
  • Strong understanding of contact center technologies, AI applications, and digital channels
  • Ability to translate business challenges into technology-driven CX solutions
  • Experience with major CCaaS platforms (Genesys, Five9, Zendesk, Google CES, Amazon Connect); experience in vendor partnership management and alliance building
  • Understanding of regulatory requirements in contact center operations
  • Experience in developing and executing go-to-market strategies; proven P&L management experience with track record of driving revenue growth
  • Strategic thinking and ability to develop and execute long-term plans
  • Ability to simplify complex information and streamline data into compelling presentations and recommendations
  • Robust attention to detail, quality in all aspects of delivery, and upholding self and team deliverables to the highest standards
  • Executive presence with the ability to influence C-level stakeholders and simplify complex ideas
  • Experience in a professional services or consulting environment preferred
Responsibilities
  • Develop, Lead, and Scale the CCaaS practice Establish, define, and evolve the CCaaS service offerings aligned with market demand, vendor capabilities, industries, and client needs Build a global, multidisciplinary team of business consultants, technical architects, implementation leads, and support specialists Establish standardized methodologies, delivery frameworks, accelerators, and tools to ensure repeatable, high-quality engagements
  • Strategic Planning and Execution Develop and execute go-to-market strategies, including solution packaging, pricing, and sales enablement Drive year-over-year growth in bookings, revenue, and margin Lead strategic planning cycles and ensure alignment with corporate objectives Own end-to-end practice-level P&L accountability, with a strong focus on financial performance and scalability
  • Partner/Vendor Relationship Management Build and nurture strategic alliances with leading CCaaS platform providers (Genesys, Five9, Zendesk, Google CES, Amazon Connect, eGain, Verint) Establish joint go-to-market plans with platform vendors to drive co-sell and co-delivery opportunities Represent the firm in partner councils, roadmap discussions, and executive summits
  • Client Engagement and Delivery Oversee key client engagements to ensure successful delivery and measurable outcomes Partner with Delivery directors to advise on best practices and learnings and incorporate into the GTM plan Act as an executive sponsor when required Conduct client advisory sessions and CX audits
  • CX Vision and Thought Leadership Create a cross-capability vision and offering aimed at accelerating the digitization of CX for clients: modernization of contact center, agentic AI, CX audits, process optimization, agent training, telephony. Stay ahead of industry trends in contact center AI, automation, digital channels, workforce engagement, and CX strategy Publish thought leadership and represent the firm at conferences, webinars, and industry forums Act as a trusted advisor to client executives on CX transformation strategy for internal and external clients
Desired Qualifications
  • 15+ years of experience in contact center transformation, consulting, or related CX transformation roles, including leadership experience managing large teams with P&L responsibility. Background in consulting or advisory environments preferred
  • Proven track record of successfully delivering large-scale CCaaS implementations and transformation projects that delivered real business outcomes
  • Proven experience leading CCaaS transformation across multiple verticals (e.g., financial services, healthcare, retail, telecommunications)
  • Knowledge of CX digitization, including contact center modernization, agent training, and process optimization
  • Deep understanding of CX industry trends and best practices
  • Strong understanding of contact center technologies, AI applications, and digital channels
  • Ability to translate business challenges into technology-driven CX solutions.
  • Experience with major CCaaS platforms (Genesys, Five9, Zendesk, Google CES, Amazon Connect); experience in vendor partnership management and alliance building
  • Understanding of regulatory requirements in contact center operations
  • Experience in developing and executing go-to-market strategies; proven P&L management experience with track record of driving revenue growth
  • Strategic thinking and ability to develop and execute long-term plans
  • Ability to simplify complex information and streamline data into compelling presentations and recommendations
  • Robust attention to detail, quality in all aspects of delivery, and upholding self and team deliverables to the highest standards.
  • Executive presence with the ability to influence C-level stakeholders and simplify complex ideas
  • Experience in a professional services or consulting environment preferred

WillowTree helps brands build and grow mobile and digital products. The company guides clients from mobile strategy to launching and growing mobile apps, websites, OTT apps, and voice tech, all through an integrated team that covers strategy, product design, development, testing, launch, and growth. How it works: clients receive strategic guidance aligned with real-world costs and timelines, then WillowTree executes across the product lifecycle—from digital product strategy and design to end-to-end development and ongoing growth initiatives. How it differs: a senior, cross-disciplinary team that operates at the strategic level while delivering concrete, implementable plans and hands-on build work, and a portfolio that includes major Fortune 500 brands. What it aims to achieve: help clients realize the potential of evolving mobile technologies by delivering practical, scalable mobile and digital products that reach users and drive growth.

Company Size

1,001-5,000

Company Stage

Acquired

Total Funding

N/A

Headquarters

Charlottesville, Virginia

Founded

2007

Simplify Jobs

Simplify's Take

What believers are saying

  • TELUS International acquisition in January 2023 adds global scale and AI expertise.
  • Integrates ChatGPT into Vocable AAC app on September 28, 2023, advancing conversational AI.
  • Grows to over 1,000 experts across 13 studios in US, Canada, Brazil, and Europe.

What critics are saying

  • TELUS bureaucracy slows WillowTree's agile decisions, alienating specialized clients.
  • Offshore rivals like Toptal undercut $150–$199/hr rates by 40–60%.
  • Post-acquisition cultural clashes drive talent exodus to Huge Inc.

What makes WillowTree unique

  • WillowTree bridges consumer UX with enterprise-grade mobile security for Fortune 500 brands.
  • Leads in field solutions, loyalty programs, payments, and connected devices expertise.
  • Acquired PoaTek in 2021 and Maark on September 15, 2021, expanding engineering capabilities.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Company Match

Flexible Work Hours

Hybrid Work Options

Paid Vacation

Parental Leave

Employee Assistance Program (EAP)

Employee Share Purchase Plan

Company News

The Tifton Gazette
Apr 9th, 2026
Brandi AI appoints Liam Darmody as vice president of customer success and go-to-market operations.

Brandi AI appoints Liam Darmody as vice president of customer success and go-to-market operations. PR Newswire Today at 3:15am PDT Experienced revenue and customer success leader to scale Brandi AI's growth and category leadership in AI visibility and Generative Engine Optimization (GEO) MCLEAN, Va., April 9, 2026 /PRNewswire/ - Brandi AI(TM), the industry's most comprehensive, intelligence-driven platform for enterprise AI visibility and Generative Engine Optimization (GEO), today announced the appointment of Liam Darmody as vice president of customer success and go-to-market operations. In this role, Darmody will lead customer success strategy, revenue operations and go-to-market execution as the company expands its position in the rapidly emerging Generative Engine Optimization (GEO) category. The appointment comes as organizations increasingly shift from traditional search strategies to AI-driven discovery, where visibility in generative engines and answer-based systems is becoming critical to brand performance. Brandi AI has established early leadership in this space, with a proprietary framework for generative engine optimization and recent recognition as a G2 High Performer in the Answer Engine Optimization (AEO) category. Brandi AI was also recognized as an Intellyx 2025 Digital Innovator for pioneering the discipline of Generative Engine Optimization (GEO). Darmody brings nearly 20 years of experience building and scaling customer success, revenue operations and go-to-market functions at high-growth technology companies. He has worked across industries including online commerce, real estate technology, technology consulting nd enterprise data, consistently driving measurable growth and customer retention. "Liam brings a powerful combination of customer-first thinking and operational rigor at exactly the right time for Brandi AI," said Leah Nurik, co-founder and CEO of Brandi AI. "As companies navigate the shift to AI-driven discovery and answer engines, his experience building scalable, high-impact customer success and go-to-market systems will help us translate our category leadership into measurable outcomes for customers." Prior to joining Brandi AI, Darmody held leadership roles at several prominent technology companies. At Homesnap, later acquired by CoStar Group, he helped drive 456% year-over-year direct sales revenue growth. At WillowTree, acquired by TELUS International, he built a recruitment marketing engine from the ground up. At AddThis, acquired by Oracle, he grew engaged enterprise accounts from zero to more than 600 while maintaining a 97% retention rate. Earlier in his career, he joined LivingSocial as employee No. 20 and helped scale the company into a global organization prior to its acquisition by Groupon. Darmody will focus on aligning Brandi AI's customer experience with its go-to-market strategy, ensuring customers can effectively navigate the shift to generative search and maximize their visibility across AI-driven platforms. "AI is fundamentally reshaping how people discover and engage with brands," said Darmody. "Brandi AI is at the forefront of defining how companies succeed in this new environment from Generative Engine Optimization to AI visibility more broadly. I'm excited to help scale a customer-centric organization that enables brands to adapt and win in this next era of search." About Brandi AI Brandi AI(TM) is the leading platform for enterprise AI visibility and Generative Engine Optimization (GEO). Built on a powerful intelligence layer, Brandi helps organizations stay visible as online discovery shifts from search engines to AI answer engines like ChatGPT, Google AI Overviews and Perplexity, revealing where brands stand in this new landscape. Brandi tracks the high-intent questions buyers ask AI and shows whether - and how - a brand is mentioned or cited in AI-generated answers. With this foundation, Brandi provides data-driven guidance and optimization tools to help marketers refine existing web content and create new AI-ready content designed to earn brand mentions and citations in AI answer engines. Used by Fortune 500s, global agencies and mid-market brands across B2C and B2B industries, Brandi supports CMOs and product marketers in defining category strategy and content, and PR, SEO, and digital marketing teams in driving visibility. For more information, visit mybrandi.ai. Follow Brandi AI on LinkedIn. SOURCE Brandi AI This is a paid placement. For further inquiries, please contact PR Newswire directly.

Business Wire
May 2nd, 2024
Everest Group Survey: Majority of Businesses Consider Outsourcing Generative AI Development Amid Concerns Over Data Security, Privacy and Regulatory Compliance

WillowTree was recognized as a notable provider in Forrester's The Innovation Consulting Services Landscape for Q1 2024.

Benzinga
Sep 28th, 2023
WillowTree Transforms Vocable AAC Mobile App with Conversational AI Integration, Giving Voice to Millions

CHARLOTTESVILLE, Va. , Sept. 28, 2023 /PRNewswire-PRWeb/ -- WillowTree, a leading digital experience consultancy, has launched its enhanced version of Vocable AAC with the revolutionary integration of OpenAI's ChatGPT.

GlobeNewswire
Oct 27th, 2022
Telus International Annonce Une Entente Visant L’Acquisition De Willowtree, Un Fournisseur De Produits Numériques À Service Complet

English French. Développement des capacités existantes de conception, de production et de livraison de bout en bout

Cision
Nov 18th, 2021
WillowTree Apps, Inc. acquires PoaTek IT Consulting

WillowTree, a market-leading digital product consultancy serving the world’s most admired brands, today announces its second acquisition of 2021 with its agreement to acquire Poatek, the leading privately-held Brazilian software engineering boutique.

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