Sherwood Forest Ventures is a private holding company investing in and developing businesses across real estate, technology, and consumer products.
Our Latest VentureNow in Development
Travel Intelligence for iOS & Mac
Itira is a premium travel planning application currently in development for iPhone, iPad, and Mac. Built for serious travelers who manage complex itineraries, track award redemptions, and demand a smarter way to organize every trip from one elegant platform.
Active development · itira.app
Itira maintains its own privacy policy governing all app data practices. View Itira Privacy Policy →
Forward any booking confirmation and Itira extracts every detail automatically — flights, hotels, rental cars, dining, and more.
Track award redemptions across every loyalty program, calculate cost-per-point, and know exactly what every trip is worth.
A unified timeline that automatically orders every booking, detects conflicts, and simplifies complex multi-stop travel.
Designed for points enthusiasts, frequent business travelers, and anyone who wants a smarter travel command center.
About Us
Sherwood Forest Ventures LLC is a privately held company based in Winston-Salem, North Carolina. We identify, develop, and operate businesses with a long-term perspective, prioritizing quality, integrity, and sustainable growth over short-term returns.
Our portfolio spans multiple sectors — from real estate investment to software development — united by a commitment to building things that serve real needs and stand the test of time.
We operate with the discipline of institutional investors and the agility of entrepreneurs, moving deliberately and executing with precision.
Our Portfolio
Strategic acquisition and management of residential and commercial real estate properties across the Carolinas, focused on value-add opportunities and long-term appreciation.
A premium travel planning and itinerary management app for iPhone, iPad, and Mac. AI-powered confirmation parsing, award travel optimization, and intelligent trip organization for sophisticated travelers.
We continually evaluate opportunities across consumer products, services, and emerging technology sectors. Our focus remains on businesses where we can bring genuine expertise and long-term commitment.
How We Work
We measure success in years and decades, not quarters. Every decision is made with the long arc in mind.
We pursue a small number of high-conviction opportunities rather than spreading attention thinly across many.
Thoughtful planning and rigorous execution. We build systems and processes that outlast any individual effort.
Straightforward dealing with partners, customers, and counterparties. Our reputation is our most valuable asset.
For inquiries regarding our ventures, partnerships, or product support.
General Inquiries
hello@sherwoodforestventures.comLegal
Effective Date: January 1, 2026 · Last Updated: April 2026
Sherwood Forest Ventures LLC ("we," "us," or "our") operates this website and develops software applications including Itira. This Privacy Policy describes how we collect, use, and protect information in connection with our website at sherwoodforestventures.com.
When you visit this website, standard web server logs may record your IP address, browser type, referring page, and pages visited. We do not use third-party analytics services, advertising networks, or tracking pixels on this site. If you contact us by email, we retain your email address and message solely to respond to your inquiry.
Sherwood Forest Ventures develops software applications including Itira, a travel planning application for iOS and Mac. Itira maintains its own separate privacy policy that governs all data collected through that application. You can review the Itira Privacy Policy at itira.app/privacy. This website privacy policy does not govern data practices within any of our software products.
Information collected through this website is used solely to operate our web presence and to respond to inquiries. We do not sell, rent, or share your personal information with third parties for marketing purposes.
We implement reasonable technical measures to protect information against unauthorized access. This website is served over HTTPS encryption.
For privacy-related questions, contact us at support@sherwoodforestventures.com or write to Sherwood Forest Ventures LLC, Winston-Salem, North Carolina, United States.
We may update this Privacy Policy from time to time. The effective date above reflects the most recent revision. Continued use of the website following any update constitutes acceptance of the revised policy.