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AI CEO Sid Masson Reveals Secrets Behind Global Startup Success

UPDATE: In a bold move for the tech industry, Sid Masson, CEO of Wokelo AI, has unveiled how he successfully manages an AI startup with operations in both Seattle and Bengaluru. Launched in 2023, Wokelo AI is rapidly gaining traction, raising $5.5 million across two funding rounds, including $1.5 million in June 2023.

Masson, a former consultant at Deloitte, transitioned to the tech sector after recognizing the potential of AI-driven analytics during his master’s program at the University of Washington. He noted, “The technology can automate the grunt work I previously did, like market research.” His cofounder, also with a consulting background, operates from Bengaluru, allowing the company to maximize talent and client reach across two major tech hubs.

Why does this matter RIGHT NOW? The global tech landscape is evolving, and Wokelo AI is positioned to leverage the strengths of both the US and Indian markets. The dual-location strategy not only reduces operational costs but also enables the firm to function around the clock. Masson emphasizes, “We see ourselves as one firm across time zones,” highlighting the seamless integration of teams across continents.

Operating across two time zones presents unique challenges. Masson and his cofounder coordinate through early morning and late-night calls, a routine they have adapted to after years in consulting. “We’re used to long hours,” he stated, underscoring the dedication that drives their startup’s success. Despite the rigorous schedule, Masson travels to India two to three times a year, blending work with family visits.

Wokelo AI’s growth is not without its hurdles. Masson expressed confidence despite recent changes to H-1B visa sponsorships in the US, stating, “We intend to hire local employees in the US who don’t require visa sponsorship.” This proactive approach reflects a commitment to building a diverse, talented workforce without compromising quality.

The strategic choice of locations is crucial. Seattle, known for its vibrant tech ecosystem, boasts major players like Amazon and Microsoft, while Bengaluru, often dubbed India’s Silicon Valley, offers a wealth of tech talent at competitive costs. Masson remarked, “The startup ecosystem in Bengaluru is unparalleled, with an innovative spirit that’s palpable.”

However, he acknowledged challenges in Bengaluru, particularly concerning infrastructure and traffic, which can complicate operations. “It has the worst infrastructure among Indian cities,” he noted, emphasizing the need for founders to carefully consider their operational bases.

As Wokelo AI continues to expand, Masson is open to hiring internationally but remains focused on the US and India as primary hubs. He advises other founders to be mindful of cultural nuances and local laws when considering global expansion.

What’s next for Wokelo AI? With ongoing fundraising efforts and a commitment to innovation, the company is poised for significant growth. As tech enthusiasts eagerly watch this developing story, Masson’s journey serves as an inspiration for aspiring entrepreneurs navigating the complexities of a global marketplace.

For those with insights or stories about running businesses across borders, Masson invites you to share your experiences, emphasizing the importance of community and collaboration in the tech industry.

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