Long Way Ventures (formerly Cascade Seed Fund) is an early-stage venture capital fund based in Bend, Oregon, investing in founders building category-defining technology companies. The firm focuses on pre-seed and seed stage investments in AI, fintech, and enterprise software, primarily in the Pacific Northwest and across the US.
Their most common stage is seed (63% of deals). Average disclosed round size is $3.3M (across 17 rounds with reported amounts).
Portfolio
19
Fund Size
—
Top Stage
Seed
Last 12 Mo
1
Team
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
19 investments
| Company | Round | Amount | Date |
|---|---|---|---|
 Hest | Seed | — | Oct 2025 |
 Tiga AI | Seed | $2M | Jan 2025 |
 UPWARD, Inc. | Seed | $8M | Jan 2025 |
 Eva | Unknown | $2M | Sep 2024 |
 FundMiner | Seed | $1.7M | Jul 2024 |
 Tab | Seed | $2.5M | Jan 2024 |
 Groopit | Seed | $3.5M | May 2023 |
 Upwardli | Seed | $2M | Feb 2023 |
 SafeDigit | Pre-Seed | $1.2M | Jul 2022 |
 DeepSurface | Seed | $4.5M | Feb 2022 |
| Nn2uitive | Unknown | $1.3M | Jan 2020 |
 Tab | Seed | $2.5M | — |
 Toolbelt | Seed | $2.5M | — |
| TTalin | Pre-Seed | $775K | — |
| EEnviral Tech | Unknown | $1.5M | — |
| TTripGrid | Seed | — | — |
 Kickplan | Pre-Seed | $900K | — |
| UUpward | Seed | $8M | — |
 FlexPoint | Series A | $12M | — |
Top Co-Investors
Techstars5 shared
Ascend2 shared
Dundee Venture Capital2 shared
High Alpha1 shared
Alliance of Angels1 shared
Indeed1 shared
Elevate Ventures1 shared
HR Tech Investments1 shared
Saint-Gobain1 shared
WestRiver Group1 shared
Cercano Management1 shared
Portland Seed Fund1 shared
Mucker Capital1 shared
Garuda Ventures1 shared
Thayer Ventures1 shared
Service Provider Capital1 shared
Y Combinator1 shared
SeaChange Fund1 shared
Differential Ventures1 shared
Voyager Ventures1 shared
Last updated: 7 October 2026