Cash generation remains severely constrained, as evidenced by the erratic OCF/NI ratio of 3.48 in 2025Q3 and persistent negative free cash flow throughout the historical period.
| Metric | TTM | Dec'25 | Dec'24 | Dec'23 | Dec'22 | Dec'21 | Dec'20 | Dec'19 | Dec'18 | Dec'17 | Dec'16 | Dec'15 | Dec'14 | Dec'13 | Dec'12 | Dec'11 | Dec'10 | Dec'09 | Dec'08 | Dec'07 | Dec'06 | Dec'05 | Dec'04 | Dec'03 | Dec'02 | Dec'01 | Dec'00 | Dec'99 | Dec'98 | Dec'97 |
|---|
| Cash from Operations | -7.62M | -9.13M | -9.08M | -19.19M | -26.95M | -8.8M | -6.15M | -5.34M | -1.38M | -1.37M | 5.47M | -976.63K | -2.39M | -3.15M | -3.16M | -2.12M | -1.76M | -1.6M | -2.39M | -3.22M | -1.41M | -1.69M | -1.42M | -326.71K | 51.43K | 0 | 0 | 0 | -56 | -1.09K |
| Operating CF Margin % | - | -43.98% | -47.56% | -74.01% | -94.96% | -43.43% | -40.04% | -34.36% | -7.47% | -7.33% | 28.5% | -5.58% | -13.07% | -18.04% | -18.48% | -15.87% | -13.15% | -16.09% | -35.99% | -53.73% | -32.77% | -133.43% | -89.3% | -25.43% | 7.57% | - | - | - | - | -4.22% |
| Operating CF Growth % | -1538.37% | -0.52% | 52.68% | 28.79% | -206.11% | -43.12% | -15.14% | -286.35% | -1.13% | -125.02% | 659.73% | 59.14% | 24.1% | 0.44% | -48.9% | -20.76% | -10.29% | 33.28% | 25.74% | -128.05% | 16.46% | -18.64% | -335.92% | -735.25% | - | - | - | 100% | 94.88% | - |
| Net Income | -25.02M | -23.93M | -53.71M | -74.04M | -69.66M | -34.05M | -685K | -2.89M | 1.46M | -578.16K | -950K | -14.31M | -45.86M | 2.59M | -4.28M | -3.22M | -4.6M | -3.99M | -8.29M | -6.99M | -4.83M | -2.84M | -1.7M | -1.45M | -108.35K | -238.25K | -1.09M | -36.87K | -71.34K | -456.56K |
| Depreciation & Amortization | 3.64M | 3.53M | 2.24M | 5.21M | 12.93M | 4.32M | 1.07M | 1.4M | 1.28M | 1.41M | 1.39M | 1.56M | 5.27M | 2.97M | 845.14K | 766.98K | 1.26M | 1.66M | 2.29M | 1.95M | 1.23M | 720.6K | 127.89K | 105.14K | 28.2K | 0 | 1.06M | 0 | 0 | 0 |
| Stock-Based Compensation | -31K | 0 | 19K | 0 | 4K | 78K | 156K | 421.67K | 131.73K | 214.86K | 328.57K | 974.14K | 1.36M | 1.89M | 846.71K | 398.09K | 423.47K | 182.81K | 1.75M | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Deferred Taxes | 0 | 0 | 0 | 0 | 38K | -4.03M | -1.77M | -125.42K | 9.67K | 80.36K | -95.14K | 22.18K | -988.63K | -10.95M | 18.95K | -169.13K | -302.08K | 224.35K | -531.08K | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Other Non-Cash Items | 10.25M | 10.42M | 38.33M | 58.41M | 23.53M | 22.07M | -8.41M | 1.9K | -3.31M | 6.78K | 39K | 10.15M | 37.1M | 471.68K | 259.82K | -360.92K | 1.22M | 109.46K | 2.55M | 1.31M | 1M | 118.52K | 140.24K | 790.06K | 278.2K | 136.76K | 0 | 0 | 71.28K | 455.47K |
| Working Capital Changes | 3.5M | 850K | 4.04M | -8.77M | 6.21M | 2.81M | 3.49M | -4.16M | -956.52K | -2.51M | 4.75M | 631.14K | 722.43K | -126.66K | -853.06K | 462.63K | 241.78K | 216.77K | -162.72K | 510.55K | 1.19M | 313.95K | 11.54K | 230.28K | -146.62K | 101.48K | 35.23K | 36.87K | 0 | 0 |
| Change in Receivables | 329K | 558K | 1.14M | 1.32M | -1.89M | -2.08M | -665K | -1.99M | -192.59K | -134.3K | 206.45K | 238 | 51.45K | -26.1K | -527.27K | 701.48K | 200.34K | 109.11K | 209.4K | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Change in Inventory | 363K | 152K | 377K | 5.48M | 540K | -8.43M | -705K | -144.1K | 87.65K | -444.87K | -268.55K | -68.57K | -34.28K | -17.29K | -34.24K | -182.08K | 86.98K | 73.85K | -32.34K | -20.03K | -20.46K | -81.23K | 14.15K | -30.21K | -23.63K | 0 | 0 | 0 | 0 | 0 |
| Change in Payables | 593K | -196K | -861K | -2.26M | 3.99M | 463K | -183K | 145K | 618.84K | -893.43K | 267.58K | 907.71K | -384.41K | 159.95K | -249.5K | -229.53K | -209.52K | 276.07K | 31.1K | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Cash from Investing | 2.56M | 18.07M | 8.81M | 8.94M | -17.97M | -119.01M | -9.81M | -3.98M | -1.1M | -970.37K | 151.47K | -115.97K | -2.27M | 4.1M | -358.68K | -533.67K | -2.43M | -107.6K | -2.27M | -1.94M | -2.27M | -293K | -690.23K | -19.95K | -88.21K | 0 | 0 | 0 | 0 | 0 |
| Capital Expenditures | -413K | -268K | -133K | -818K | -2.8M | -32.39M | -325K | -1.36M | -1.1M | -970.37K | -3.39M | -162.26K | -1.52M | -2.97M | -358.68K | -595.66K | -427.15K | -238.6K | -1.68M | -1.84M | -972.02K | -107.08K | -328.6K | -19.95K | -13.41K | 0 | 0 | 0 | 0 | 0 |
| CapEx % of Revenue | 2.05% | 1.29% | 0.7% | 3.15% | 9.87% | 159.77% | 2.12% | 8.74% | 5.96% | 5.2% | 17.66% | 0.93% | 8.34% | 17.03% | 2.1% | 4.45% | 3.19% | 2.41% | 25.34% | 30.76% | 22.56% | 8.46% | 20.61% | 1.55% | 1.97% | - | - | - | - | - |
| Acquisitions | 0 | 0 | 0 | 40K | 0 | 3.36M | 0 | 0 | 0 | 0 | 0 | 46.28K | 0 | 6.57M | 0 | 61.99K | -2M | 0 | -1.08M | 0 | -1.3M | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Investments | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - |
| Other Investing | 6.31M | 15.93M | 9.25M | 212K | -88K | -74.31M | 306K | -793.2K | -100.14K | -11.55K | 3.42M | 46.28K | -1.99M | -1.84M | -113.57K | 0 | -2.43M | 0 | 500K | -97.34K | -2.27B | -185.91K | -361.62K | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Cash from Financing | -971K | -14.06M | 5.09M | -2.42M | 7.62M | 179.22M | 20.09M | 7.97M | 489.83K | 654.79K | -1.19M | 189.19K | 5.03M | -359.92K | 4.69M | -710.72K | 7.82M | 2.06M | 4M | 99.68K | 5.53M | 3.28M | -343.44K | 5.01M | 493K | 0 | 0 | 0 | 0 | 0 |
| Debt Issued (Net) | 12.38M | -14.06M | 1.9M | -2.42M | 6.1M | 58.91M | 474K | 1.42M | -685.93K | -296.33K | -1.39M | -939.15K | 3.27M | -433.35K | -1.12M | -537.66K | 1.57M | 688.88K | 2.8M | 264.07K | -251.27K | -78.55K | -43.44K | -18.91K | -7K | 0 | 0 | 0 | 0 | 0 |
| Equity Issued (Net) | 703K | 0 | 3.19M | 0 | 1.52M | 121.74M | 20.2M | 6.66M | 887.75K | 951.12K | 199.91K | 1.13M | 1.76M | 73.42K | 5.81M | -173.06K | 6.25M | 1.37M | 1.21M | 355.23K | 5.55M | 3.3M | 0 | 5.03M | 500K | 0 | 0 | 0 | 0 | 0 |
| Dividends Paid | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Share Repurchases | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | -173.06K | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Other Financing | -14.06M | 0 | 0 | 0 | 0 | -1.43M | -577K | -107K | 288K | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | -519.62K | 240K | 60K | -300K | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Net Change in Cash | -6.04M | -5.12M | 4.82M | -12.68M | -37.3M | 51.41M | 4.13M | -1.35M | -2M | -1.68M | 4.43M | -903.42K | 366.64K | 589.87K | 1.17M | -3.37M | 3.64M | 361.07K | -654.65K | -5.06M | 1.85M | 1.3M | -2.46M | 4.66M | 493K | 0 | 0 | 0 | -56 | -1.09K |
| Free Cash Flow | -8.04M | -9.4M | -9.21M | -20.01M | -29.75M | -41.2M | -6.48M | -6.7M | -2.49M | -2.34M | 2.08M | -1.14M | -3.91M | -6.12M | -3.52M | -2.72M | -2.19M | -1.83M | -4.07M | -5.06M | -2.38M | -1.8M | -1.75M | -346.65K | 38.02K | 0 | 0 | 0 | -56 | -1.09K |
| FCF Margin % | -39.92% | -45.27% | -48.25% | -77.17% | -104.83% | -203.2% | -42.15% | -43.1% | -13.43% | -12.53% | 10.85% | -6.51% | -21.41% | -35.07% | -20.58% | -20.32% | -16.34% | -18.5% | -61.33% | -84.5% | -55.33% | -141.88% | -109.91% | -26.98% | 5.59% | - | - | - | - | -4.22% |
| FCF Growth % | 8.17% | -1.98% | 53.95% | 32.74% | 27.78% | -536.07% | 3.35% | -169.52% | -6.35% | -212.4% | 282.63% | 70.91% | 36.05% | -73.8% | -29.48% | -24.41% | -19.23% | 54.99% | 19.52% | -112.38% | -32.66% | -2.51% | -405.63% | -1011.82% | - | - | - | 100% | 94.88% | - |
| FCF per Share | -0.83 | -1.05 | -1.30 | -2.86 | -5.33 | -15.99 | -21.52 | -141885.17 | -4.41 | -4.86 | 4.77 | -2.86 | -11.16 | -23.07 | -20.29 | -16.78 | -14.78 | -14.97 | -34.92 | -44.57 | -22.19 | -17.95 | -19.30 | -4.45 | 0.49 | - | - | - | -0.00 | -0.00 |
| FCF Conversion (FCF/Net Income) | 0.32x | 0.38x | 0.19x | 0.32x | 0.45x | 0.27x | -3.24x | 1.85x | -0.94x | 2.37x | -5.75x | 0.07x | 0.06x | -1.21x | 0.74x | 0.66x | 0.51x | 0.40x | 0.29x | 0.46x | 0.29x | 0.59x | 0.84x | 0.22x | -0.47x | - | - | - | 0.00x | 0.00x |
| Interest Paid | -894K | 0 | 720K | 1.29M | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Taxes Paid | 0 | 0 | 8K | 6K | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
Persistent negative operating cash
According to the provided financial data, the relationship between net income and operating cash flow remains highly erratic, with the OCF/NI ratio fluctuating wildly from 3.48 in 2025Q3 to -0.96 in 2025Q2, suggesting that accounting accruals are significantly distorting the company's true cash-generating capacity.
The extreme volatility in the OCF/NI ratio indicates that net income is a poor proxy for the company's underlying cash health. Investors should monitor whether these swings are driven by non-cash impairment charges or aggressive revenue recognition, as the lack of a stable conversion path suggests fundamental operational instability.
As reported in recent financial statements, DSS has struggled to maintain positive free cash flow, with FCF margins reaching a low of -126.5% in 2025Q3, reflecting a persistent inability to fund operations through internal cash generation across its diverse and fragmented business portfolio.
The consistent failure to generate positive free cash flow suggests that the company's incubator model is currently a cash-consuming enterprise rather than a self-sustaining one. This trajectory warrants further investigation into how the firm plans to bridge its funding gap without further diluting existing shareholders.
Based on reported figures, working capital changes have been highly inconsistent, swinging from a $5.3 million outflow in 2025Q3 to a $3.5 million inflow in 2025Q4, which suggests that the company's cash management is heavily reliant on timing differences rather than efficient operational cycles.
Such erratic shifts in working capital often indicate difficulty in managing inventory levels or collecting receivables across disparate business units. This instability may imply that the company is struggling to synchronize its cash conversion cycle with the operational demands of its various fintech and packaging subsidiaries.
As evidenced by the quarterly data, CapEx/Revenue ratios have remained generally low, peaking at 4.5% in 2026Q1, which suggests that the company is not currently prioritizing heavy investment in physical infrastructure to drive its growth, despite the ongoing expansion into new, capital-intensive industry verticals.
The relatively low capital intensity may indicate that the company is attempting to scale through acquisitions or intangible asset development rather than organic manufacturing capacity. However, this strategy appears to be failing to yield positive cash returns, raising questions about the efficacy of its current capital allocation.
Quick answers to the most common questions about buying DSS stock.
DSS, Inc. (DSS) generated $-9.1M in net cash from operating activities in 2025. This reflects the cash generated directly from core business operations.
DSS, Inc. (DSS) reported negative free cash flow of $9.4M in 2025, indicating capital requirements exceeded cash from operations.
DSS, Inc. (DSS) spent $0.3M on capital expenditures in 2025. CapEx represents the cash invested in physical assets like property, plant, and equipment to maintain or grow the business.