Long Way Ventures
Venture capitalActively deployingBend · Pre-Seed–Seed · 2 people tracked
Investment thesis
Long Way Ventures invests at the earliest stages in founders solving complex business problems in ways once considered too hard to scale. Its focus areas include solving complex problems at scale using AI, vertical industry billing and payments, and backing repeat founders. The firm also makes LP investments in other venture funds. It emphasizes emerging technology talent hubs across North America, particularly the greater Cascade region, and offers streamlined institutional due diligence, fair standard terms, and hands-on assistance when needed while staying out of the way when best.
Source: firm website, verified Aug 3, 2026.
Team · 2 people
from the firm's websiteWhat they invest in
from 21 of 63 portfolio companiesSaaS ×13Fintech ×7AI & Machine Learning ×6Enterprise Software ×6Data & Infrastructure ×4Marketing Tech ×4HR Tech ×3Retail Tech ×3
HQs:United States×27Canada×1
Investments · 63 tracked
founders shown can be your intro pathVancouver
J. Christopher Mitchell(Director)Teresa Cheng(Chief Financial Officer & Corporate Secretary)Richard Gilliam(Director)H. Ross Arnold(Director)Robert T. Boyd(President & CEO)Robert Pease(Director)
Board seatRobert Pease· per SEC Form D · $404.8K raise · filed Mar 2026
CarbonBright provides software and analytics tools to help product companies measure and manage their environmental impact through automated lifecycle assessments, Scope 3 emissions mapping, and AI-powered sustainability analytics.
AI & Machine LearningClimate TechData & InfrastructureEnterprise SoftwareSaaSBend, US
Curatedforyou uses machine vision and natural language processing to measure consumer motivations and predict perceptions at scale, serving as a data infrastructure tool for understanding consumer behavior.
AI & Machine LearningConsumerData & InfrastructureE-commerceMarketing TechRetail TechSan Antonio, US
Matthew Shandy(Director)Katherine Aucoin(Executive Officer, Director)
Portland, US
Robbie Reid(Executive Officer, Director)Richard Geiger(Executive Officer, Director)John M Miller(Executive Officer, Director)Myron Chadowitz(Director)
BoardRobert Wolf(Director)
Field Day operates a corporate community investment program that helps companies build relationships with nonprofits, organize employee volunteering, coordinate giving campaigns and matching, and track community impact over time.
HR TechImpact & Social GoodSaaS
FlexPoint is a cloud platform that provides enterprise-grade infrastructure with multi-layer security protections including encryption, passwordless authentication, and compliance certifications for managed service providers.
AI & Machine LearningCloud ComputingEnterprise SoftwareFintechSaaSMinnetonka, US
Mill Creek, US
Tammy Savage(Executive Officer, Director)
BoardAnthony Bontrager(Director)Rodney Clark(Director)
Seattle, US
Zac West(Director)Aaron Ambuske(Executive Officer, Director)Jim Crisera(Director)
Hubly is a workflow management and business operations platform for financial advisory firms that enables advisors to manage client relationships, business operations, and complex processes in a single system.
Enterprise SoftwareFintechSaaSVancouver, CA
Louis Retief(Co-founder)inRon Gorodetsky(Co-founder)
n2uitive offers a cloud-based Recorded Statement Lifecycle Management (RSLM) platform that records, stores, indexes, shares, and transcribes recorded statements for property & casualty insurance claims.
AI & Machine LearningInsurTechSaaSSeattle, US
Geoff Meagher(Director)Frank Paganelli(Director)Yomtov Senegor(Director)Joel Gendelman(CEO & Founder)Neil Griffiths(Chief Client Officer)Evan Smith(VP of Technology)
Rigado operates a certification program for IoT devices to connect and operate on a unified retail IoT infrastructure powered by the Cascade 5000 access point.
IoTRetail TechSalem, US
Ben Corrado(Executive Officer, Director)Greg Rau(Executive Officer, Director)Justin Rigling(Executive Officer)Chris Corrado(Executive Officer)Kevin Tate(Executive Officer)Steve Buhuly(Director)
Rock Paper Coin is a software platform for wedding and event professionals, vendors, and their clients to manage contracts, send and receive invoices, and process payments in one system.
FintechSaaSLake Oswego, US
Elizabeth Sheils(Co-founder)Nora Sheils(Co-founder)Valerie Troyer(Executive Officer, Director)
Rockhopper addresses corporate finance workflows by providing a solution for collaborative spreadsheet management and financial audit processes.
Enterprise SoftwareFintechSaaSNew York City, US
Sebastian Perez Lawrence(CEO & Co-Founder)
ROOK provides a wearable health data API that enables developers and companies to integrate health and fitness data from wearable devices into their applications.
Data & InfrastructureDigital HealthHealthtechWellness & FitnessMiami, US
Marco Benitez(CEO)Daniel Martinez(CTO)Jonas Dücker(CMO | COO)Oscar Garcia(CFO)Jose Esquivel(CQA)
RootNote provides data analytics and insights for content creators and businesses, helping them understand and optimize their content performance.
Creator EconomyData & InfrastructureGamingMarketing TechSaaSNashville, US
Jason Burchard(Chief Executive Officer)Jeremy Burchard(Chief Creative Officer)Chandler Barnes(Chief Technical Officer)
BoardMyles Grote(Director)
San Francisco, US
Wylie Robinson(Executive Officer, Director)Nicholas Polinko(Executive Officer, Director)
Spokane, US
Callie Christensen(Chief Brand Officer)Kelly Oriard(Chief Therapeutic Officer)Suzanne Kolb(Chief Executive Officer)Mark Schneider(Chief Financial Officer)Adam Dreiblatt(Director)
BoardEdith Dorsen(Director)
Stiira is a purpose-built leave management platform that automates tracking, requests, approvals, and reporting for employee leaves of absence, helping organizations manage compliance with regulations such as FMLA, ADA, PFML, and PFL.
Enterprise SoftwareHR TechSaaSPortland, US
Calvin Gower(Executive Officer, Director)Jean Roque(Director)
Seattle, US
Cestjon McFarland(Executive Officer, Promoter)Kirt Debique(Executive Officer, Director, Promoter)
Tab Commerce builds an AI-powered financial technology platform designed for restaurants, offering spend control software, corporate cards, and financial services to improve profitability and cash flow management.
AI & Machine LearningFintechSaaSUnknown, US
ToolBelt is a platform that connects licensed, insured, and verified contractors in residential construction with employers and job opportunities.
Construction TechFuture of WorkMarketplacesVancouver, US
Joshua Engelbrecht(President & CEO)Ross Barbieri(Chief Technology Officer & Secretary)
BoardGlenn Butler(Director)
Travel & HospitalityTualatin, US
Cindy Allen(Director)James Horn(Director)Jacob A Hoskins(Executive Officer, Director)Jeff Kennedy(Director)Joseph D Stevens(Executive Officer, Director)
Unthinkable Voices produces short custom videos, primarily one-minute sales and brand videos, through a fully remote three-stage process involving interviews recorded via Zoom and smartphone.
Marketing TechMedia & EntertainmentSales Tech
Long Way Ventures is a seed-stage venture capital firm that invests in and supports early-stage startups, building on its predecessor Cascade Seed Funds.
Bend, US
Upward provides software infrastructure for companies to launch credit products that increase credit visibility for consumers, helping lenders achieve higher approval rates while offering consumers access to lower interest rates.
FintechSaaSSeattle, US
Aaron Gregory(Executive Officer, Director, Promoter)William Finney(Director)Danielle Hill(Executive Officer, Director)
BoardCatherine Williams(Director)
Seattle, US
Jud Heugel(Executive Officer)Naomi Fried(Director)Ehud Gelblum(Executive Officer)Shyamnath Gollakota(Director, Promoter)Randall Bly(Director, Promoter)Arna Ionescu Stoll(Executive Officer, Director, Promoter)
Wildfang is a clothing company that designs and sells menswear-inspired apparel tailored for diverse body types and gender identities.
ConsumerDirect to ConsumerPortland, US
Amy Hjorth(Executive Officer)Emma McIlroy(Executive Officer, Director)Erik Moore(Director)Kelly Dachtler(Director)Julia Parsley(Director)
BoardSarmad Saghir(Director)
Rows marked “SEC filing” are inferred from directors named on the company's SEC Form D — public regulatory data, not a portfolio list published by the firm.
Frequently asked questions
- What stage does Long Way Ventures invest at?
- Long Way Ventures invests at the Pre-Seed, Seed stages.
- What sectors does Long Way Ventures focus on?
- Long Way Ventures focuses on AI & Machine Learning, Fintech.
- Where is Long Way Ventures located?
- Long Way Ventures is headquartered in Bend, US.
- Does Long Way Ventures lead rounds?
- Yes, Long Way Ventures leads investment rounds.
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