Upwork’s Strategic Embrace of AI Could Push the Stock to $25, According to Experts!
America ı By Rochdi Rais
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Analyst and Expert Confidence: Overall, the tone from analysts is positive. Zacks upgraded Upwork to a #1 Rank (Strong Buy) in June 2025. Seeking Alpha contributors have also turned bullish – one July 2025 analysis titled “Upwork: Cheaper Than You Think” argued the stock is deeply undervalued, noting Upwork trades at just ~11× forward earnings and ~2.2× sales, which is “well below historical averages and that of the S&P 500”. That piece pointed out Upwork had record Q1 EBITDA margin and strong free cash flow, suggesting the market hasn’t caught up to the company’s improved fundamentals. It also emphasized Upwork’s solid balance sheet (which reduces downside risk). When four analysts’ price targets range $19 to $25, hitting the high end of that range ($25) is achievable with a few quarters of execution. Indeed, as Benzinga reported, Goldman Sachs sees the recent results as a “solid start to 2025” with AI initiatives driving client spend (they cited a 25% YoY increase in AI-related work on the platform as evidence). Goldman highlighted improving trends like 3% growth in GSV per client and 11% growth in large client spend as signs of re-acceleration. These are precisely the kind of metrics – indicating higher customer value and success of new products – that give confidence in Upwork’s growth story.
To justify a stock move to $25 (approximately a $3.3B market cap), one can also look at the broader market trends and comps: If freelance platforms become integral in the new AI-driven work economy, they could command valuations akin to high-growth software marketplaces. For instance, a company like Fiverr, despite recent struggles, still has a market cap near $1 billion and traded at higher multiples when growth was strong. Upwork is larger and now growing again; a $25 price would not be pricing in anything outrageous – it would still be below Upwork’s all-time high and would value the company at perhaps ~4.5x 2025E sales, which is reasonable if growth ticks up to ~20%. It’s also instructive that high-growth “gig economy” companies in other domains (Uber, Doordash, etc.) often trade at rich multiples of sales. While Upwork is a different model, if it can position itself as the dominant platform for a vast and growing freelance workforce, the narrative alone could attract growth investors and boost valuation.
Finally, Upwork’s own efforts to court investors may help – the company has been more vocal in telling its “AI transformation” story. In 2023–2024, CEO Hayden Brown frequently discussed how generative AI is not a threat but a tailwind for Upwork’s business – because it drives more companies to seek freelance talent and more freelancers to upskill (a theme echoed by independent research). Upwork even established an economic advisory council in 2025 to explore the future of AI and work, signaling to the market that it’s at the forefront of these changes. This thought leadership can translate into greater investor confidence that Upwork will seize the opportunities AI presents.
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