75 & Sunny

75 & Sunny is an investment firm and startup lab founded by Spencer Rascoff, located in Los Angeles, California. Established to support and mentor early-stage companies, 75 & Sunny focuses on sectors such as prop-tech, creator economy, e-commerce, fintech, and HR-tech. The firm has a strong commitment to fostering innovation, having invested in numerous startups, with a notable emphasis on businesses based in Los Angeles. In addition to its investment activities, 75 & Sunny Labs has successfully launched startups like dot.LA and Pacaso. The firm provides a comprehensive range of support services to its portfolio companies, including leadership coaching, marketing and public relations guidance, brand development, product strategy, and recruitment assistance, as well as access to a wide network of partners and venture capital firms. Spencer Rascoff, who has a notable background in co-founding Hotwire and Zillow, leads the firm's mission to empower entrepreneurs and enhance their chances of success in the competitive startup landscape.

Wil Chockley

Partner

Wilson Chockley

Partner

Nanci Rascoff

Partner

Spencer Rascoff

General Partner

11 past transactions

HouseWhisper

Seed Round in 2025
HouseWhisper is an AI-powered assistant designed to address one of real estate's most significant challenges: ensuring that no leads fall through the cracks. Unlike other AI solutions, it functions as a personal assistant around the clock, doing the work for agents rather than simply reminding them. Real estate agents devote numerous hours to follow-ups, scheduling, and CRM management, diverting them from closing deals and developing client relationships.

Baton Market

Series A in 2025
Baton Market, founded in 2021 and based in Richmond, Massachusetts, offers data-driven business valuation services aimed at empowering small business owners. The company focuses on providing accurate business valuation estimates that help maximize the value of enterprises. By leveraging first-party financial data, Baton Market specializes in producing refined valuations tailored specifically for small businesses, making these insights accessible to owners. The company's mission is to ensure that small business owners receive fair compensation for their efforts and contributions, promoting the idea that ownership of small businesses should be attainable for all.

HostGPO

Venture Round in 2023
HostGPO is a group purchasing organization tailored for short-term rental businesses, including vacation rentals and corporate housing. The company leverages the combined purchasing power of these industries to provide its customers with access to significant discounts on furniture, supplies, and various services necessary for property management. By streamlining the procurement process, HostGPO helps businesses in the hospitality sector reduce costs and connect with a network of vetted suppliers, ultimately enhancing operational efficiency.

Robin Golf

Seed Round in 2022
Robin Golf is a manufacturer of golf products focused on providing a complete golf kit for players of all skill levels. The company's clubs are designed to maximize performance for a diverse range of golfers, from beginners to professionals. Produced in the same facilities and with the same materials as leading brands in the industry, Robin Golf emphasizes quality in its offerings. By prioritizing casual players and promoting inclusivity in the sport, Robin Golf aims to enhance the overall experience of its clients, making golf more accessible and enjoyable for everyone.

Luxury Presence

Series B in 2022
Luxury Presence, Inc. is a luxury real estate marketing platform based in Santa Monica, California, founded in 2017. The company provides a comprehensive suite of technology and marketing tools designed for real estate agents and teams. Its offerings include agent and property websites, brokerage solutions, and on-demand lead generation services. Additionally, Luxury Presence specializes in managed SEO, Instagram marketing, copywriting, and video production, all aimed at enhancing brand recognition and increasing sales volume for real estate professionals. By leveraging cutting-edge strategies and an intuitive admin panel, Luxury Presence empowers agents to effectively manage listings, leads, and content, enabling them to thrive in a competitive digital landscape.

Route

Series B in 2022
Route enhances the online shopping experience by offering a unified platform for users to monitor and safeguard all their orders. It integrates with various retailers, allowing users to visually track their deliveries in real-time.

Sensible Weather

Seed Round in 2021
Sensible Weather is a climate risk technology company that de-risks weather for travelers and travel partners. It offers a partner-branded Weather Guarantee service that reimburses travelers when bad weather disrupts an in-trip experience, supported by a proprietary climate data and risk analytics platform that prices Weather Guarantee in real time. The platform provides climate information and change projections to aid planning for travel and events, enabling partners to generate new revenue and improve traveler experiences.

Syndio

Series C in 2021
Founded in 2009, Syndio is a technology company that empowers businesses to measure, achieve, and sustain workplace equity. Its cloud-based platform analyzes gender and racial trends, helping companies identify and resolve pay gaps, reduce legal risks, and create fair workplaces.

Pacaso

Series C in 2021
Pacaso operates a platform for second-home co-ownership that simplifies buying, owning, and managing a shared property. It connects buyers with suitable homes, coordinates the ownership group, and handles the necessary legal processes, while providing technology to schedule stays. Buyers purchase a defined share of a home—for example half—guaranteeing access for a corresponding portion of the year, and Pacaso briefly acquires the remaining portion to resell to vetted buyers. The company provides professional property management and a mobile app to organize bookings and ensure equitable use. By combining real estate partnerships, governance support, and technology, Pacaso aims to democratize access to second-home ownership and reduce the hassle and cost of ownership.

Properly

Series B in 2021
Properly Inc. is a Canadian real estate brokerage that specializes in the buying and selling of residential properties. Founded in 2018 and headquartered in Toronto, the company leverages technology to transform the home buying and selling experience. Properly operates an online platform that simplifies the process for clients by utilizing machine learning to provide accurate market valuations for homes. This innovative approach allows clients to purchase a new home before listing their current one, enhancing convenience and reducing the stress typically associated with these transactions. Through its services, Properly aims to make the real estate market more accessible and efficient for homeowners.

Path Travel

Pre Seed Round in 2021
Path helps people find the best spots through short-form, relatable video reviews from local experts and recommendations from friends.
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