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Side-by-side financial comparison of BILL Holdings, Inc. (BILL) and TRUPANION, INC. (TRUP). Click either name above to swap in a different company.

BILL Holdings, Inc. is the larger business by last-quarter revenue ($414.7M vs $376.9M, roughly 1.1× TRUPANION, INC.). On growth, BILL Holdings, Inc. posted the faster year-over-year revenue change (14.4% vs 11.7%). BILL Holdings, Inc. produced more free cash flow last quarter ($103.8M vs $25.3M). Over the past eight quarters, BILL Holdings, Inc.'s revenue compounded faster (13.3% CAGR vs 11.0%).

BILL Holdings, Inc. is an American company based in San Jose, California, that provides automated, cloud-based software for financial operations for small businesses in the United States. A white-labeled, end-to-end payments automation platform, Bill.com Connect is offered to financial institutions as part of their single sign-on online business banking ecosystem.

Trupanion, Inc. is a pet insurance provider headquartered in Seattle, Washington. Established in 1998, Trupanion operates across the United States, Canada, Australia, and Puerto Rico. The company offers coverage for pets and is self-underwritten by the American Pet Insurance Company (APIC).

BILL vs TRUP — Head-to-Head

Bigger by revenue
BILL
BILL
1.1× larger
BILL
$414.7M
$376.9M
TRUP
Growing faster (revenue YoY)
BILL
BILL
+2.7% gap
BILL
14.4%
11.7%
TRUP
More free cash flow
BILL
BILL
$78.5M more FCF
BILL
$103.8M
$25.3M
TRUP
Faster 2-yr revenue CAGR
BILL
BILL
Annualised
BILL
13.3%
11.0%
TRUP

Income Statement — Q2 FY2026 vs Q4 FY2025

Metric
BILL
BILL
TRUP
TRUP
Revenue
$414.7M
$376.9M
Net Profit
$-2.6M
Gross Margin
79.8%
17.3%
Operating Margin
-4.4%
1.9%
Net Margin
-0.6%
Revenue YoY
14.4%
11.7%
Net Profit YoY
-107.7%
EPS (diluted)
$-0.03
$0.13

Green = leading value per metric. Periods may differ when fiscal calendars don't align.

8-Quarter Revenue & Profit Trend

Side-by-side quarterly history. Quarters aligned by calendar period so offset fiscal years line up.

Revenue
BILL
BILL
TRUP
TRUP
Q4 25
$414.7M
$376.9M
Q3 25
$395.7M
$366.9M
Q2 25
$383.3M
$353.6M
Q1 25
$358.2M
$342.0M
Q4 24
$362.6M
$337.3M
Q3 24
$358.4M
$327.5M
Q2 24
$343.7M
$314.8M
Q1 24
$323.0M
$306.1M
Net Profit
BILL
BILL
TRUP
TRUP
Q4 25
$-2.6M
Q3 25
$-3.0M
Q2 25
$-7.1M
Q1 25
$-11.6M
Q4 24
$33.5M
Q3 24
$8.9M
Q2 24
$7.6M
Q1 24
$31.8M
Gross Margin
BILL
BILL
TRUP
TRUP
Q4 25
79.8%
17.3%
Q3 25
80.5%
16.4%
Q2 25
80.8%
15.5%
Q1 25
81.2%
14.9%
Q4 24
81.6%
15.7%
Q3 24
82.0%
15.1%
Q2 24
81.0%
12.8%
Q1 24
83.0%
11.8%
Operating Margin
BILL
BILL
TRUP
TRUP
Q4 25
-4.4%
1.9%
Q3 25
-5.2%
1.6%
Q2 25
-5.8%
0.7%
Q1 25
-8.1%
-0.4%
Q4 24
-6.0%
0.1%
Q3 24
-2.1%
0.5%
Q2 24
-6.5%
-1.7%
Q1 24
-8.6%
-2.0%
Net Margin
BILL
BILL
TRUP
TRUP
Q4 25
-0.6%
Q3 25
-0.7%
Q2 25
-1.8%
Q1 25
-3.2%
Q4 24
9.3%
Q3 24
2.5%
Q2 24
2.2%
Q1 24
9.8%
EPS (diluted)
BILL
BILL
TRUP
TRUP
Q4 25
$-0.03
$0.13
Q3 25
$-0.03
$0.13
Q2 25
$0.02
$0.22
Q1 25
$-0.11
$-0.03
Q4 24
$-0.06
$0.04
Q3 24
$0.08
$0.03
Q2 24
$0.37
$-0.14
Q1 24
$0.00
$-0.16

Balance Sheet & Financial Strength

Snapshot of each company's liquidity, leverage and book value from the latest quarter.

Metric
BILL
BILL
TRUP
TRUP
Cash + ST InvestmentsLiquidity on hand
$1.1B
$370.7M
Total DebtLower is stronger
$1.8B
$101.8M
Stockholders' EquityBook value
$3.8B
$383.9M
Total Assets
$10.1B
$915.0M
Debt / EquityLower = less leverage
0.48×
0.27×

8-quarter trend — quarters aligned by calendar period.

Cash + ST Investments
BILL
BILL
TRUP
TRUP
Q4 25
$1.1B
$370.7M
Q3 25
$1.1B
$348.5M
Q2 25
$1.0B
$319.6M
Q1 25
$1.0B
$321.8M
Q4 24
$1.6B
$307.4M
Q3 24
$853.5M
$293.1M
Q2 24
$985.9M
$277.2M
Q1 24
$952.5M
$275.2M
Total Debt
BILL
BILL
TRUP
TRUP
Q4 25
$1.8B
$101.8M
Q3 25
$1.9B
Q2 25
$1.7B
Q1 25
$1.7B
Q4 24
$1.7B
$127.5M
Q3 24
$914.8M
Q2 24
$914.0M
Q1 24
$1.1B
Stockholders' Equity
BILL
BILL
TRUP
TRUP
Q4 25
$3.8B
$383.9M
Q3 25
$3.9B
$368.6M
Q2 25
$3.9B
$355.5M
Q1 25
$3.9B
$333.7M
Q4 24
$3.8B
$323.3M
Q3 24
$4.0B
$320.2M
Q2 24
$4.1B
$305.8M
Q1 24
$4.1B
$303.4M
Total Assets
BILL
BILL
TRUP
TRUP
Q4 25
$10.1B
$915.0M
Q3 25
$10.2B
$880.2M
Q2 25
$10.1B
$847.8M
Q1 25
$9.6B
$837.2M
Q4 24
$9.7B
$806.9M
Q3 24
$9.0B
$816.1M
Q2 24
$9.2B
$795.9M
Q1 24
$9.1B
$789.5M
Debt / Equity
BILL
BILL
TRUP
TRUP
Q4 25
0.48×
0.27×
Q3 25
0.48×
Q2 25
0.44×
Q1 25
0.43×
Q4 24
0.44×
0.39×
Q3 24
0.23×
Q2 24
0.22×
Q1 24
0.28×

Cash Flow & Capital Efficiency

How much cash each business actually produces after reinvestment. Cash flow is harder to manipulate than net income.

Metric
BILL
BILL
TRUP
TRUP
Operating Cash FlowLast quarter
$105.3M
$29.3M
Free Cash FlowOCF − Capex
$103.8M
$25.3M
FCF MarginFCF / Revenue
25.0%
6.7%
Capex IntensityCapex / Revenue
0.4%
1.0%
Cash ConversionOCF / Net Profit
TTM Free Cash FlowTrailing 4 quarters
$378.8M
$75.4M

8-quarter trend — quarters aligned by calendar period.

Operating Cash Flow
BILL
BILL
TRUP
TRUP
Q4 25
$105.3M
$29.3M
Q3 25
$96.9M
$29.2M
Q2 25
$83.8M
$15.0M
Q1 25
$99.5M
$16.0M
Q4 24
$78.7M
$23.7M
Q3 24
$88.6M
$15.3M
Q2 24
$78.6M
$6.9M
Q1 24
$66.8M
$2.4M
Free Cash Flow
BILL
BILL
TRUP
TRUP
Q4 25
$103.8M
$25.3M
Q3 25
$95.6M
$23.9M
Q2 25
$81.0M
$12.0M
Q1 25
$98.4M
$14.0M
Q4 24
$78.3M
$21.8M
Q3 24
$88.6M
$13.4M
Q2 24
$78.4M
$4.0M
Q1 24
$66.8M
$-631.0K
FCF Margin
BILL
BILL
TRUP
TRUP
Q4 25
25.0%
6.7%
Q3 25
24.1%
6.5%
Q2 25
21.1%
3.4%
Q1 25
27.5%
4.1%
Q4 24
21.6%
6.5%
Q3 24
24.7%
4.1%
Q2 24
22.8%
1.3%
Q1 24
20.7%
-0.2%
Capex Intensity
BILL
BILL
TRUP
TRUP
Q4 25
0.4%
1.0%
Q3 25
0.3%
1.4%
Q2 25
0.7%
0.8%
Q1 25
0.3%
0.6%
Q4 24
0.1%
0.6%
Q3 24
0.0%
0.6%
Q2 24
0.1%
0.9%
Q1 24
0.0%
1.0%
Cash Conversion
BILL
BILL
TRUP
TRUP
Q4 25
Q3 25
Q2 25
Q1 25
Q4 24
2.35×
Q3 24
9.94×
Q2 24
10.35×
Q1 24
2.10×

Financial Flow Comparison

Revenue → gross profit → operating profit → net profit for each company.

Revenue Breakdown by Segment

BILL
BILL

Accounts Payable And Accounts Receivable Solutions$185.9M45%
Spend And Expense Interchange Revenue$166.5M40%
Interest On Funds Held For Customers$39.5M10%
Embedded And Other Solutions$22.8M5%

TRUP
TRUP

Subscriptionbusiness$261.4M69%
Other$115.4M31%

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