Leura Craig is a former founder and experienced investor who previously bootstrapped two startups as founding CEO. Her most recent startup, Laurel & Wolf, raised more than $30M from CRV, Benchmark, and other leading investors, and scaled to serve tens of thousands of customers across the United States.

Since 2015, Leura has invested in dozens of early-stage companies and advises founding teams on product strategy, operations, customer growth, design, hiring, and achieving product-market fit. Her investing focuses on sectors shaping the next decade of innovation, including the future of work, future of commerce, hardware and robotics, and AI. She is passionate about expanding access to venture capital and works to fund and support diverse founders and entrepreneurs emerging from non-traditional markets.

Outside of her work in venture capital, Leura is actively involved in community and education initiatives in New York and volunteers with programs supporting her children’s school and the 92NY community. She was named to the Forbes 30 Under 30 list and Goldman Sachs’ “100 Most Intriguing Entrepreneurs.”

AJ’s career started with the Office of Naval Research building infrared sensors and winning awards from the American Society of Optics. But the startup bug bit in 2013 (while finishing his Masters at NYU) when he joined the Winklevoss-backed crypto exchange, BitInstant. Since then, AJ has been a 2X founder, 5X CTO/Head of Product, and investor (co-founder/managing partner at LvlUp Ventures).

AJ has collaborated with partners like Fidelity, Charles Schwab, SpaceX, Spin Magazine, and more. He is excited to work with this amazing team to build upon their top-decile track record as they find and support incredible founders. AJ is a true generalist VC and his areas of interest are wide: applied AI, robotics, aerospace, healthtech, defense, climate tech, fintech, logistics, and more.

Fun fact: Prior to leaping fully into investing, AJ had a separate artistic career as a charting multi-instrumentalist musician & songwriter, penning songs that have made it onto Billboard & global music charts and been featured on The Kelly Clarkson Show, Good Morning America, and more.

Tal is an experienced CFO, having previously served as the CFO of venture funds (ff Venture Capital, Newark Venture Partners) as well as the CFO of VC- and PE-backed portfolio companies (Flok, acquired by Wix, and Leading Pharma, which he helped scale to over $50 million in sales). Prior to his CFO career, Tal spent 8 years on Wall Street as a buy-side and sell-side analyst. He was also the third employee of Ceragon Networks (NASDAQ: CRNT).

Tal holds an MBA from Wharton, where he graduated as a Palmer Scholar, as well as electrical engineering and computer science degrees.

Deepika is passionate about connecting with founders at the earliest stages — learning about
what makes someone uniquely them and how that fuels their vision is the most energizing part
of her job.

Prior to joining Outlander, Deepika worked at Blu Ventures where she was responsible for
driving early-stage investments in B2B SaaS and HealthTech. Deepika spent her early career
helping underrepresented founders access capital — reworking pitch decks, developing
financial models, and making introductions to an extensive network of investors.

Deepika holds an undergraduate degree from Georgetown University’s Walsh School of Foreign
Service, where she supported student-led startups with GTM strategy through the Georgetown
Ventures accelerator and served as the Senior News Editor for The Hoya.

Jordan has been an entrepreneur, executive operator, and investor/strategic advisor for over 24 years, including eight years in the industrial technology sector as the Founder and CEO of Rapid Robotics. He has founded or led four companies as CEO, with two successful exits to date, and has managed large corporate teams as General Manager over two business units at Adobe following its acquisition of his previous company, Livefyre. Over his career, he has raised more than $125 million across his two most recent companies.

As an investor, Jordan has backed over 50 companies directly and through vehicles via his fund, Intuition Capital. He has also served as a strategic advisor and Independent Board Director for both hardware and software companies, helping lead fundraising, strategy, and M&A transactions totaling over $250 million.

After six years as CEO, Jordan now serves as Executive Chairman of Rapid Robotics. The company delivers AI, hardware, and software automation solutions to the industrial sector, where he secured enterprise-scale contracts with customers ranging from Apple and Medtronic to Peet’s Coffee and contract manufacturers serving the three largest U.S. automotive companies.

Jordan is now bringing his extensive experience in venture, operations, and industrial technology to Outlander as a Senior Partner, where he will play a key role in identifying, investing in, and scaling transformative early-stage companies.

Jeremy Johnson is a serial entrepreneur and investor whose career has been shaped by a consistent theme: unlocking human potential. He co-founded 2U, which helped leading universities including Harvard, Yale, Berkeley, and UNC bring world-class education online, and served as CTO, then CMO, then CSO through the company’s 2014 IPO. He later co-founded Andela on the premise that brilliance is evenly distributed, but opportunity is not.

At Andela, Jeremy helped build one of the earliest global talent marketplaces, connecting companies with exceptional technologists and helping catalyze the growth of tech ecosystems across six continents. Andela became a widely recognized leader in the shift to remote work and a trusted partner to enterprise engineering organizations. Across 2U and Andela, Jeremy helped raise more than $500 million and built at the intersection of technology, education, talent, and access.

That same through line is what draws him to Outlander. He is deeply aligned with the firm’s focus on identifying extraordinary founders early and actively helping them scale into consequential company builders. Jeremy brings an operator’s lens shaped by the full startup journey – vision, product, fundraising, team building, and scale – along with a strong belief that the best investing is not just about picking winners, but about recognizing exceptional people and helping them reach their full potential.

Kelly DiGregorio has over two decades of experience building and growing businesses for some of the world’s most influential media and technology companies. Throughout her career, she has forged strategic partnerships, led operational execution, supported creators and entrepreneurs, and developed ecosystems that enable innovation at scale.

Kelly earned her B.A. from the University of Pennsylvania. Earlier in her career, she spent six of YouTube’s most formative growth years helping the platform pioneer new business models. She was named to the Producers Guild of America’s inaugural Digital V.I.P. list — alongside Mark Zuckerberg and Reed Hastings — for her work building the YouTube Partner Program. She also spearheaded partnerships for the YouTube Ads rollout, DoubleClick and Widevine integrations, mobile site and app releases, and YouTube Live and Google Play product launches. Kelly concurrently completed executive education programs at Stanford and Stanford Graduate School of Business.

After YouTube, Kelly was director of business development with Intel Corp’s Intel Media division, acquired by Verizon Communications in 2014. Later as a VP at Fox, Kelly ran biz dev & ops for the studio’s emerging technology division, working with partners like Google, HTC, Lenovo, Meta, Samsung, Sony, and Valve. Kelly held the same leadership role at Disney from the 2018 Fox Studios acquisition through Disney’s 2020 sale of the FoxNext division to Scopely. Since 2020, Kelly has held senior leadership roles guiding multiple high-growth, venture-backed startups through go-to-market and Series C+ stage business scaling.

Kelly has operated through three major acquisitions at Intel Corporation, 21st Century Fox, and The Walt Disney Company, and has been a senior leader at four startups that each raised between $425M and $1.7B in institutional venture capital. An expert on consumer, ecommerce, genAI, marketplaces, and media, Kelly holds a unique skillset at the intersection of business, creativity, and technology.

Casey Perley is an expert in dual-use technology who spent the last seven years making the Army more accessible to companies. As a founding member and later director of the Army Applications Laboratory, she helped put more than 50 technologies into military units and catalyze $4B of investment in early stage defense companies. 

Earlier, Casey spent a decade developing vaccines and therapeutics for infectious diseases. She spent over 3,000 hours in BSL-3 and BSL-4 high containment, researching pathogens ranging from Mycobacterium tuberculosis to Hantavirus. 

She holds a B.S. in Molecular Biophysics and Biochemsitry from Yale University and a PhD in Molecular Genetics and Microbiology from Duke University. She is also an accomplished harpist with over 120 live and studio recordings, one of which was nominated for two Grammy Awards.

Kevin Morris 

Operating Partner, Head of Venture Ecosystem Development

Kevin is a business development and strategic growth executive with more than 20 years of experience operating at the intersection of venture capital, startups, technology, and professional services.

His career has been defined by building relationships and creating connective tissue across ecosystems.  At Goldman Sachs, Kevin spent a decade in TMT investment banking and helped establish the firm’s Venture Capital Coverage Group, focusing on developing relationships with venture firms, portfolio companies, founders, and technology executives. This experience led him to move in-house as Tusk Ventures’ first Director of Business Development, where he helped build the firm’s formal equity-for-services model to work with disruptive early-stage startups building in highly regulated industries. Most recently, Kevin served as Director of Business Development at Cooley, one of the preeminent global law firms for startups, VCs, and IPOs.

Across these experiences, a consistent theme has been Kevin’s ability to connect people, companies, capital, and opportunities that might otherwise remain disconnected. He is particularly interested in understanding how ecosystem participants – investors, founders, banks, law firms, universities, etc – interact and then building the strategies, relationships, and infrastructure that make those networks more valuable.

Kevin combines leadership, executive presence, and business acumen with the perspectives of an investment banker, the entrepreneurial instincts of a startup advisor, and the organizational discipline of a senior business-development strategist to connect dots and facilitate win-win outcomes.

“I’ve never been particularly interested in simply just having a job. I’m much more interested in being part of something I believe is going somewhere—and helping it get there.”