Leura is a former founder and experienced investor who previously bootstrapped two startups as the founding CEO. Her last startup, Laurel & Wolf, raised $30M from CRV, Benchmark, and other top investors, then scaled to serve tens of thousands of customers across the US.  

From 2015 to date, Leura has invested in dozens of early-stage companies and advises founding teams on product, operations, customer growth, design, hiring, and product-market fit. Her current investing focus includes future of work, future of commerce, hardware/robotics, and AI. She is passionate about diversity in venture and works to fund and support diverse founders from non-traditional markets. 

Leura serves on the Dress for Success Atlanta board and was named a Forbes 30 under 30 and Goldman Sachs’ “100 Most Intriguing Entrepreneurs.”

With an innate curiosity and drive to always be on the pulse of what is next in innovation, Bailie is focused on founders and teams at the earliest stages. Before joining Outlander, she worked directly with 20+ tier 1 venture capital and growth equity firms across the nation to conduct their commercial diligence across global markets within Europe, Asia, LATAM, and the United States. Bailie has previously worked on the business development and strategic growth side of several startups, where she is most motivated when operating closely with magnetic entrepreneurs who are relentless in their pursuit.

Bailie holds her undergraduate degree and her Master of Science in Cybersecurity from Brown University, focusing on information, network, and cloud security. During her time as an undergraduate at Brown, she was Student Government Vice President as well as competed on the Women’s Volleyball team as an NCAA Division 1 athlete.

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. 

AJ has collaborated with partners like Fidelity, Charles Schwab, SpaceX, Spin Magazine, and more. He joined the Outlander team fractionally in April 2024 and came on full-time in July! AJ’s marketing efforts have already helped drive deal-flow increases and his implementation of more operational AI & automation processes have enabled our investment team to hear from even more inspiring founders on a monthly basis. He is excited to work with this amazing team to build upon their top-decile track record as they find and support incredible founders.

Fun fact: AJ has 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.