Is Upstart Stock a Buy After Falling 55% This Year? Here's What to Know as One Insider Disposes of Shares

Upstart Holdings president Sanjay Datta sold 18,945 shares for $566,000 in a non-discretionary tax withholding transaction, reducing his direct stake by 6% while retaining $8.4 million in holdings. Despite a 55% year-to-date decline, Upstart showed strong fundamentals with 42% revenue growth to $365 million last quarter and a return to GAAP profitability. The company secured a new $4 billion forward-flow agreement with Castlelake, with analysts maintaining a consensus price target above $40.

08/22/2026, 10:15 AM • The Motley Fool

An Upstart Insider Filing Involves $216,000. Here's How It Connects to a New Bank Charter

Upstart's Chief Legal Officer Scott Darling sold 7,696 shares worth $216,000 on August 20, 2026, through a non-discretionary transaction to cover tax withholding on vested restricted stock units. The sale is routine and doesn't reflect market sentiment. Darling's legal team shepherded Upstart's conditional OCC approval for a national bank charter in July, a significant milestone requiring additional FDIC and Federal Reserve approvals. The company also secured a new forward-flow agreement with Castlelake for up to $4 billion in loan purchases.

08/22/2026, 10:09 AM • The Motley Fool

Upstart's CFO Sold Stock as the Company Returned to Profit. Here's What to Know

Upstart Holdings CFO Andrea Blankmeyer sold 10,175 shares worth $298,636 in a non-discretionary transaction to cover tax withholding obligations from restricted stock unit vesting. The sale is routine and does not reflect insider sentiment on the stock. This occurred as Upstart posted strong Q2 2026 earnings with 42% YoY revenue growth and net income reaching $16.5 million, though management maintained full-year guidance due to macro concerns.

08/22/2026, 9:26 AM • The Motley Fool

How to Judge a Fintech Stock Before You Buy It

The article outlines two critical factors for evaluating fintech stocks: understanding the specific business model and revenue generation, and assessing profitability sustainability. Using Upstart Holdings as a case study, it highlights how the AI-powered lending platform generates revenue through fees from lending partners, but faces challenges including macroeconomic sensitivity, volatile growth, and a history of inconsistent profitability despite recent improvements.

08/22/2026, 2:05 AM • The Motley Fool

Prediction: This Artificial Intelligence (AI) Stock Is Going to Double by 2027

Upstart, an AI-powered loan assessment company, is predicted to double by end of 2026 despite being down 35% year-to-date. The company reported strong Q2 2026 results with 42% revenue growth and record loan approvals of 558,014 loans worth $4.2 billion. Trading at a P/S ratio of 2.6 versus its three-year average of 5.5, the stock appears undervalued. Management forecasts $1.4 billion in annual revenue for 2026, suggesting significant upside potential.

08/13/2026, 7:15 AM • The Motley Fool

Why Upstart Stock Plunged 23% in July

Upstart stock dropped 23% in July due to macroeconomic pressures on lenders and concerns about agentic AI replacing SaaS products. Despite solid Q2 performance with 42% revenue growth and positive net income, the market remains skeptical about the company's future amid high interest rates and competitive threats from AI agents.

08/09/2026, 5:11 PM • The Motley Fool

5 Stocks To 5X Your Money in 5 Years

The article presents five stock recommendations for investors with higher risk tolerance seeking potential multibagger returns over a 5-year period. The stocks mentioned include companies in AI semiconductors, advertising technology, and automation sectors.

07/14/2026, 1:28 AM • The Motley Fool

Upstart Stock Analysis: Buy or Sell This AI Stock?

The Motley Fool analyzes Upstart, an AI platform that uses artificial intelligence to make lending recommendations. The article examines whether the company's proven business model in AI-driven lending represents a buy or sell opportunity for investors, with stock prices referenced from July 4, 2026.

07/07/2026, 1:19 AM • The Motley Fool

Upstart's AI Lending Model Faces Its Toughest Test if Rates Stay High

Upstart, an AI-powered lending marketplace, faces headwinds as investors worry about potential interest rate hikes in 2026. While the company has strengthened its position with $4 billion in committed capital and shifted toward collateralized loans, its stock has declined 50% over the past year amid rate concerns. Despite optimistic guidance for 40% revenue growth and improving margins through 2028, the company will likely remain out of favor until rate hike fears subside.

06/22/2026, 2:09 PM • The Motley Fool

OneMain vs. Upstart: Which Consumer Loan Stock Is a Better Buy in 2026?

The article compares OneMain, a traditional branch-based nonprime lender, with Upstart, an AI-driven lending marketplace. OneMain offers steady profitability with $6.2B revenue and 12.5% net margin but faces risks from macroeconomic downturns affecting its subprime borrower base. Upstart shows explosive 59% revenue growth and returned to profitability but carries concentration risk with three partners originating 83% of loans. The author recommends Upstart for 2026 based on superior growth prospects (36% expected revenue increase vs. OneMain's 10%) and a higher-quality customer base, despite its higher valuation.

06/17/2026, 11:15 AM • The Motley Fool

Dan Loeb Calls Selling Palantir In The $20s A 'Huge Mistake:' 'I Missed A 10X'

Third Point CEO Dan Loeb admitted to prematurely selling Palantir Technologies shares in the $20 range before its IPO, missing out on a 10x return as the stock rallied significantly post-public listing. Loeb also reflected on broader challenges in managing high-growth tech investments and the constraints of public market liquidity, citing his firm's experience with Upstart as a cautionary tale about board restrictions limiting trading flexibility.

06/12/2026, 2:29 AM • Benzinga

UPST IMPORTANT DEADLINE: ROSEN, SKILLED INVESTOR COUNSEL, Encourages Upstart Holdings, Inc. Investors to Secure Counsel Before Important June 8 Deadline in Securities Class Action – UPST

A securities class action lawsuit has been filed against Upstart Holdings, Inc. alleging that the company made false and misleading statements about its Model 22 AI risk assessment tool. The lawsuit claims the model frequently overreacted to negative economic signals, overstating accuracy and loan approval rates, which negatively impacted revenue and made 2025 guidance unreliable. Investors who purchased UPST securities between May 14, 2025 and November 4, 2025 may be eligible for compensation. The lead plaintiff deadline is June 8, 2026.

06/05/2026, 5:20 PM • GlobeNewswire

ROSEN, A LEADING LAW FIRM, Encourages Veritone, Inc. Investors to Secure Counsel Before Important Deadline in Securities Class Action - VERI

Rosen Law Firm is urging investors who purchased Veritone, Inc. securities between October 14, 2025 and April 14, 2026 to join a class action lawsuit before the July 20, 2026 lead plaintiff deadline. The lawsuit alleges that Veritone made false statements about its financial performance, inaccurately recorded revenue and costs, overstated assets, and maintained deficient internal controls, leading to required financial statement restatements.

06/04/2026, 8:46 PM • GlobeNewswire

UPST DEADLINE: ROSEN, A TOP RANKED LAW FIRM, Encourages Upstart Holdings, Inc. Investors with Losses in Excess of $100K to Secure Counsel Before Important June 8 Deadline in Securities Class Action – UPST

Rosen Law Firm is reminding investors in Upstart Holdings who purchased securities between May 14, 2025 and November 4, 2025 of an important June 8, 2026 deadline to join a securities class action lawsuit. The lawsuit alleges that Upstart made false and misleading statements regarding its Model 22 AI risk assessment tool, claiming it frequently overreacted to negative economic signals, overstated accuracy, and negatively impacted revenue results, rendering the company's 2025 guidance unreliable.

06/04/2026, 7:44 PM • GlobeNewswire

MEDPACE DEADLINE: ROSEN, TRUSTED INVESTOR COUNSEL, Encourages Medpace Holdings, Inc. Investors with Losses in Excess of $100K to Secure Counsel Before Important June 8 Deadline in Securities Class Action - MEDP

Rosen Law Firm is notifying investors in Medpace Holdings, Upstart Holdings, and Babcock & Wilcox Enterprises of securities class action lawsuits. The firm alleges that Medpace made false statements about backlog cancellation rates and provided misleading growth projections. Investors with losses exceeding $100,000 are encouraged to secure counsel before the June 8, 2026 deadline to potentially serve as lead plaintiffs.

06/04/2026, 7:18 PM • GlobeNewswire