Interview with Ben Barclay: Zendesk Ventures’ Strategy and Impact

Contxto recently spoke with Ben Barclay, Senior Vice President of Strategy, Corporate Development, and Transformation at Zendesk, about the launch of Zendesk Ventures.

Keep up to Date with Latin American VC, Startups News

This new global investment fund focuses on artificial intelligence (AI) startups aiming to improve customer and employee experiences. In this in-depth interview, Barclay shares insights on the fund’s objectives, strategies, and potential impact on the AI and customer experience (CX) landscape.

Zendesk Ventures: Origin and Strategy

Contxto: What motivated Zendesk to create Zendesk Ventures at this particular time?

Barclay: Zendesk was motivated to create Zendesk Ventures to invest in AI-first companies that are innovating in customer and employee experiences. Every organization is increasingly adopting AI technologies, and Zendesk recognizes this trend. We aim to not only enhance our own products but also support a broader ecosystem of startups aligned with our vision.

Contxto: How do you plan to differentiate Zendesk Ventures from other venture funds focused on AI?

Barclay: Zendesk Ventures sets itself apart by offering a multifaceted approach designed to drive innovation and growth in CX and EX solutions. Beyond providing capital, we deliver strategic guidance and leverage customer insights to support startups in developing groundbreaking technologies. Our portfolio already features investments in pioneering technologies like Observe.AI, Zuper, PolyAI, and unitQ.

Contxto: What initial steps are being taken to establish Zendesk Ventures as a key player in the AI investment space?

Barclay: We’re taking several strategic steps. Beyond providing capital, Zendesk Ventures offers startups access to a network of CX and AI experts. This access is crucial for leveraging industry insights and best practices to foster innovation and growth. Additionally, we are focusing our investments in spaces where we have deep expertise and foresee significant future growth.

Investment Strategy and Criteria

Contxto: Can you discuss the strategic goals Zendesk Ventures aims to achieve in its first year?

Barclay: Our goals include investing in several innovative companies, enhancing Zendesk’s ecosystem of AI partners, supporting portfolio companies, fostering innovation within Zendesk to stay at the cutting edge, and creating strategic impact for Zendesk.

Contxto: How do you plan to identify and attract high-potential AI startups to Zendesk Ventures?

Barclay: We plan to leverage several key strategies:

  1. Develop robust investment theses through thorough research.
  2. Utilize our employee base for insights and ideas.
  3. Engage with our customers to identify impactful startups.
  4. Leverage our network of venture capitalists, bankers, and founders.

Contxto: What specific qualities or characteristics will Zendesk Ventures look for in potential portfolio companies?

Barclay: We seek early to growth-stage private companies that demonstrate innovative CX and EX solutions, are committed to Zendesk partnership and collaboration, and align with our mission, vision, and values.

Contxto: What is the typical investment range or ticket size Zendesk Ventures expects to offer to startups?

Barclay: The exact check size depends on factors such as the company’s stage of growth and the size of the funding round in question. We tailor our investment strategy to meet the specific needs and growth trajectory of each startup we support.

Long-term Vision and Impact

Contxto: How will Zendesk Ventures balance the need for short-term successes with long-term strategic investments?

Barclay: We recognize that investing in ventures entails playing the long game, particularly in terms of financial returns. Our strategy prioritizes building robust partnerships with portfolio companies, which we believe will yield sustainable, long-term value.

Contxto: What is the expected time frame for realizing returns on investments made by Zendesk Ventures?

Barclay: Our expected time frame varies depending on the company’s stage but generally aligns with industry norms for corporate venture capital firms. Our primary focus is on enhancing our customers’ ability to deliver exceptional customer or employee experiences through strategic partnerships. This impact typically begins to manifest within 0 to 24 months, contingent upon the specific developmental stage of the invested company.

Contxto: What measures are in place to ensure Zendesk Ventures remains agile and responsive to emerging trends in AI?

Barclay: We have implemented several key measures, including leveraging our internal AI team to proactively identify and evaluate emerging trends, actively participating in conferences and workshops, maintaining a flexible investment strategy, and prioritizing active engagement with the startup community.

Contxto: How will Zendesk Ventures integrate with Zendesk’s existing corporate structure and resources?

Barclay: Zendesk Ventures operates within our Corporate Development division, equipped with dedicated resources. Our team collaborates closely with various departments across Zendesk, including Product, Engineering, Sales, and Partnerships, ensuring alignment and leveraging our existing corporate structure.

Contxto: What are some initial challenges you anticipate facing with Zendesk Ventures, and how do you plan to overcome them?

Barclay: We aim to avoid distraction by staying thesis-driven and prioritizing areas where we possess deep expertise. Balancing the strategic goals of Zendesk Ventures with the broader objectives of Zendesk presents another challenge, which we address through close collaboration and alignment with the company’s overall vision.

Contxto: How will Zendesk Ventures leverage Zendesk’s market position and expertise to benefit its portfolio companies?

Barclay: Zendesk Ventures will leverage Zendesk’s market position and expertise to foster powerful synergies and enhance product innovation. For instance, our collaboration with PolyAI signifies a strong synergy due to our mutual connections in the call center space. By strengthening this partnership, we aim to accelerate product innovation and enhance customer engagement.

Contxto: What role will customer feedback and market demand play in guiding Zendesk Ventures’ investment strategy?

Barclay: Customer feedback and market demand are valuable considerations, although they can sometimes be lagging indicators. We prioritize identifying companies that are innovating and addressing genuine customer pain points, often before customers are aware that a solution exists.

Contxto: How do you envision the relationship between Zendesk Ventures and its portfolio companies evolving over time?

Barclay: We envision it evolving into a dynamic and mutually beneficial partnership over time, focusing on continuous innovation and helping portfolio companies adapt to changing market demands and customer needs.

Contxto: What long-term impact do you hope Zendesk Ventures will have on the AI and CX landscapes?

Barclay: We aim to have a transformative impact by accelerating innovation in AI and CX technologies, enhancing the quality and personalization of customer experiences, positioning ourselves as an industry leader, supporting the development of scalable solutions for businesses of all sizes, and creating powerful market synergies with our portfolio companies.

Contxto: What is the projected size of the Zendesk Ventures fund, and how many companies do you aim to invest in initially?

Barclay: Initially, Zendesk Ventures aims to invest in several companies, focusing on those that align with our strategic vision and have the potential to significantly enhance customer experience through innovative solutions.

Contxto: How does Zendesk Ventures plan to manage risks associated with investing in early-stage AI startups?

Barclay: We employ a comprehensive strategy including rigorous due diligence processes, diversification of our investment portfolio, prioritizing investments in teams with a proven track record, and regular check-ins and ongoing support to monitor progress closely.

Contxto: How will Zendesk Ventures track and measure the success of its investments over time?

Barclay: We employ a dual approach. Strategically, we assess the commercial impact of our investments, focusing on how they enhance customer or employee experiences within Zendesk’s ecosystem. Financially, we monitor key metrics such as valuation increases, exits, and multiples of invested capital.


As the fund begins its operations, it will be interesting to observe how it influences the development of innovative solutions in the global market, including Latin America.

Add a comment

Leave a Reply

Your email address will not be published. Required fields are marked *

Keep up to Date with Latin American VC, Startups News