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OpenSky Ventures

A boutique venture capital firm that partners with exceptional founders at the earliest stages. | OpenSky Ventures is led by experienced operators with a...

OpenSky Ventures logo

OpenSky Ventures

A boutique venture capital firm that partners with exceptional founders at the earliest stages. | OpenSky Ventures is led by experienced operators with a passion for backing exceptional founders at the earliest stages of their start up ventures in the future of commerce.

General information

Firm type

Venture Capital

Year founded

2022

AUM

Undisclosed

Location

Region

North America

Country

United States

City

Santa Monica

Corporate office

Los Angeles, CA, United States

Principals

Josh Resnick

Co-Founder & General Partner

Josh Payne

Co-Founder & General Partner

Stephanie Nwokolo Hussey

Principal

Sector focus

ConsumerEnterprise SoftwareAI/MLMarketplace

Frequently asked questions

Who runs investment decisions at OpenSky Ventures?

Co-Founders and General Partners Josh Resnick and Josh Payne lead all investment decisions. Both are former operators who built and sold companies — Resnick co-founded Pandemic Studios (exited to Electronic Arts) and Sugarfina, while Payne founded StackCommerce (acquired by TPG) and Onward. Principal Stephanie Nwokolo Hussey supports deal evaluation and portfolio operations.

How does OpenSky source its deals?

Deal flow leans heavily on the founding team's operator networks. Josh Payne's Venture Partner role at Amplify.LA and his mentorships with Techstars and 500 Global provide top-of-funnel access to early-stage commerce and SaaS founders. The firm's own brand as repeat founders who exited to Electronic Arts and TPG attracts inbound referrals from entrepreneurs seeking relevant operating expertise.

Is OpenSky structured as a family office or a venture firm?

OpenSky operates as an asset manager — a private equity firm deploying venture capital. It is not a single-family office. The capital is deployed from a commingled vehicle, not a single family's balance sheet, though the fund's limited partners are not publicly disclosed.

What investment stages does OpenSky target?

The firm explicitly targets early-stage companies, from pre-seed through Series A. Its core investment criteria specify partnering "at the earliest stages" of a company's life, consistent with the operator-playbook thesis that founder relevance is highest during initial product-market fit and go-to-market execution.

Which sectors does OpenSky Ventures concentrate on?

OpenSky's portfolio and website emphasize a dual focus on commerce infrastructure and consumer brands. Commerce tools include AI customer service, affiliate platforms, and Shopify optimization software. Brand investments span premium CPG categories: tinned seafood (Fishwife), functional beverages (Magic Mind, Orka), canned wines (Nomadica), and supplements. The firm also backs AI-native tools like Bounty, an agentic code-based visualization platform.

Does OpenSky invest only in direct deals, or does it also participate in fund commitments?

All disclosed activity is direct — equity investments into operating companies. There is no public evidence of OpenSky acting as a fund-of-funds or making GP commitments to other venture firms. The operator-first mandate favors hands-on portfolio engagement that a fund-of-funds structure would not support.

What is OpenSky's posture on co-investments?

The firm's website shows no co-investment program, SPV platform, or club-deal structure for external investors. Josh Payne's Venture Partner role at Amplify.LA suggests informal co-investment opportunities alongside that firm's deals, but OpenSky does not publicly market formal co-investment rights.

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