BILLNovember 20, 2025 at 4:48 PM UTCSoftware & Services

BILL sell-off and takeover chatter highlight deep-value setup against still-murky fundamentals

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What happened

BILL’s shares are down roughly 40% year-to-date in a risk-off tape, pushing the stock to unusually low forward multiples for a still-growing software and payments platform. A new article highlights that BILL is rumored to be exploring a sale, with recent enterprise software M&A suggesting that its recurring-revenue profile and embedded workflow position could command a strategic premium. At current levels, the stock is framed as trading around 2.8x FY26 revenue and 13x FY27 free cash flow, which screens cheap versus historical software valuations and the upside implied by DCF work in our master report. Underneath the volatility, BILL continues to scale its SMB finance network (nearly 500k businesses and ~$330B TPV) and generate improving free cash flow, supported by recent liability-management moves that enhance funding flexibility. Offsetting these positives, GAAP profitability remains weak, leverage is elevated, and regulatory uncertainty around card and interchange economics still clouds the earnings-power trajectory, keeping the fundamental risk profile intact even as valuation and M&A optionality improve.

Implication

For investors, the combination of a ~40% share-price drawdown, low forward revenue and FCF multiples, and credible takeover chatter makes BILL look more clearly mispriced on upside than it did at prior levels. A strategic buyer could, in theory, unlock value more quickly by absorbing BILL’s platform into a larger payments or software stack, potentially realizing synergies that justify a premium to current trading multiples. However, absent a transaction, equity holders are still underwriting a path to stronger GAAP profitability, deleveraging from a high net debt/EBITDA base, and navigating unresolved regulatory risks around card and interchange economics. This keeps the story squarely in the "show-me" bucket: upside is meaningful if management delivers sustained operating leverage and FCF growth, but execution and policy risks can still pressure the equity. Position sizing should reflect this asymmetry—BILL can fit as a higher-beta value and M&A optionality play within a diversified fintech or software basket rather than a core, low-risk holding.

Thesis delta

Our fundamental view remains a HOLD, but the sharp multiple compression and emergence of sale rumors shift the skew of outcomes modestly more positively than in the prior report. Valuation now offers a clearer margin of safety relative to intrinsic-value estimates, and credible M&A optionality adds an additional path to realizing that value. That said, unresolved profitability, leverage, and regulatory issues mean we are not yet prepared to underwrite a clean, standalone rerating to justify a BUY recommendation.

Confidence

Medium