Head of Digital Transformation & AI - Remote

Hello! ✨

We’re Wildix, a global leader in Unified Communications & Collaboration as a Service (UCaaS) and we’re on a mission to redefine how businesses connect. Our secure, web-based and AI-powered solutions help companies around the world collaborate smarter, serve customers better and grow stronger — and we want you to help shape what’s next.

About Us…

In 2005, brothers Dimitri and Steve Osler set out to reimagine how businesses communicate, and that vision became Wildix. Today, from our headquarters in Tallinn, Estonia, Wildix is one of the world’s fastest-growing UCaaS companies, with 300+ team members from 15+ nationalities, working across Europe, the UK, the Americas and beyond. We serve businesses in 135+ countries through a partner-first ecosystem, delivering secure, intuitive solutions that keep companies connected, productive and ready for what’s next.

At Wildix, we don’t just build technology, we live it. As a remote-first company, we rely on our own platform every day to collaborate globally and innovate fast. With steady growth and a strong foundation, we offer real opportunities to advance your career as we scale, making an impact in a global team that’s shaping the future of work.

At Wildix, our mission is clear: Empower companies worldwide with seamless communication solutions that drive productivity, efficiency, and growth.

About the Role

We are looking for a Head of Digital Transformation & AI to lead the next phase of AI adoption and operational transformation across Wildix. This role will define and execute the company-wide AI strategy, introducing scalable AI workflows and automation initiatives across Sales, Support, and Operations.

You will work cross-functionally with Product, Engineering, Sales, Marketing, Customer Success, and Operations teams to design intelligent workflows integrated with CRM, telephony, collaboration platforms, and internal systems. Your mission will be to increase operational efficiency, reduce manual workload, and accelerate the deployment of AI-driven solutions that improve customer and employee experience.

This is a strategic and hands-on leadership role for someone passionate about applied AI, automation, and business transformation.

What You Will Do

• Define and execute the Wildix AI transformation roadmap across departments.
• Design conversational and AI-driven workflows integrated with CRM, telephony, collaboration tools, and internal platforms.
• Collaborate with stakeholders to redesign processes and improve operational efficiency through AI.
• Establish governance, best practices, and performance metrics for AI initiatives.
• Work closely with technical teams to ensure scalable and secure AI integrations.
• Evaluate emerging AI technologies and recommend solutions aligned with business goals.
  
• Contribute directly to company OKRs focused on cost reduction and operational scalability.
• Support change management initiatives and help teams adapt to AI-enabled workflows.
• Monitor AI project performance and continuously optimize automation coverage and efficiency.
• Drive adoption of AI tools and workflows across the organization.
• Lead the introduction of AI assistants and automation initiatives across Sales, Marketing, Support, and Operations.
• Identify and prioritize AI use cases with measurable operational and business impact.

What You Will Bring

• 7+ years of experience in Digital Transformation, AI Strategy, Automation, or similar leadership roles.
• Experience integrating AI solutions with CRM (Salesforce), telephony platforms, collaboration tools, and operational systems.
• Strong analytical mindset with the ability to measure business impact and operational ROI.
• Hands-on approach with the ability to move between strategy and execution.
• Strong project management and organizational skills.
  
• Ability to thrive in a fast-paced, international technology environment.
• Experience managing external vendors and technology partners.
• Excellent stakeholder management and communication skills.
• Proven ability to lead cross-functional transformation initiatives.
• Strong understanding of AI workflows, conversational AI, automation platforms, and business process optimization.

Bonus Points If You

• You have experience in SaaS, UCaaS, Telecommunications, or B2B technology companies.
• You have worked with AI copilots, LLMs, conversational platforms, or AI orchestration tools.
• You understand sales and support operational workflows.
• You have experience with Salesforce integrations and communication platforms.
• You have experience driving enterprise-wide automation programs.
• You have Salesforce certifications or hands-on Salesforce administration/architecture experience.

Why You’ll Love It Here

👫 Work with a Supportive, High-Performing Team – We believe in trust, autonomy, and working with bright, passionate individuals who drive real impact.

🌍 A Truly International Workplace – Our diverse and inclusive team ensures you’ll always feel connected and supported, no matter where you are.

🚀 Shape the Future of Global Communication – Be part of a team transforming how businesses operate in an era of remote work and AI-powered collaboration.

💼 Join a Profitable & Stable Company – We’re not a startup experiment, we’re a two decade old success story with sustained profitability, meaning we can back your boldest ideas.

What We Offer

🏖️ Generous Time Off – Take the breaks you need to relax, recharge, and come back inspired.

💻 Top-Tier Tech – Love Mac? So do we! We equip our team with the best tools for success.

🚀 Career Growth & Development – We cover certifications and IT conferences to keep you at the top of your game.

🌱 Well-being Support – We offer access to psychology sessions to support your mental and emotional health

Happy with them? We offer even more! Our Benefits are country-specific, you can ask your recruiter for more information

Interview Process

🤝 Step 1: Initial Screening – A chat with our Talent Team to understand your background, experience, and motivations. (30 mins)

🛠️ Step 2: Technical Interview – A deep dive with your potential manager to assess your skills and fit for the role. (60 mins)

We Are Wildix:

Wildix is an equal-opportunity employer. We value diversity and welcome all applicants regardless of race, gender, age, religion, or any other characteristic. Everyone is encouraged to apply and is welcome to join our Blue Ecosystem. 

Ready to join us? Apply Now!