You do not need another networking event. You need a trusted pathway from interest to ownership.

Apply For The Program

Step Into Your Investing Power.

Apply now for the Inaugural WiN Cohort. Applications December 13, 2026.

The Investor Readiness Learning Lab kicks off this fall in Washington, D.C., where your investor identity gets built with structure, context, and community.

Here, you'll begin engaging in values-aligned investing and a pathway into a Caribbean-focused angel investment fund. You'll learn to assess your own capital capacity, understand the investor pathway, examine how major financial institutions influence Caribbean economies, and connect with women moving from interest to action.

Applications close December 13, 2026. Don't wait to claim your seat.

  • No. This is an investor readiness learning lab.

    You will not sit through generic panels all day. You will participate in a structured learning experience designed to help you understand your investor identity, your capital capacity, your values, and your next steps.

  • You will gain the knowledge of how to map your assets, understand your investor readiness stage, explore values-aligned investment strategy, examine how capital flows into and around Caribbean markets, and identify your next steps toward more intentional investing.

    You will also gain exposure to institutions that shape Caribbean development and connect with women who are building similar investment capacity.

    By the End of the D.C. Learning Lab, You Will Have:

    • A clear understanding of where you are on the investor readiness pathway.

    • A stronger sense of your personal assets, investment capacity, and financial decision-making posture.

    • A values-aligned framework for thinking about investment opportunities.

    • A working understanding of how Caribbean markets, development finance, entrepreneurship, and diaspora capital connect.

    • A deeper awareness of the institutions shaping Caribbean economic development, including the World Bank, IMF, and Inter-American Development Bank.

    • A new circle of women who are also building investor confidence, capital fluency, and long-term collective power.

    • A next-step pathway toward Phase Two: the Jamaica ecosystem immersion in 2027.

  • The Two-Day Full Experience includes the Friday D.C. cohort connection, VIP welcome reception dinner, a book authored by one of our speakers (The Financial Activist Playbook, by Jasmine Rashid), program swag, and full Saturday Learning Lab access

  • This experience is designed for women of Caribbean descent who are financially established achievers. Women of African descent are welcome too! These women want to build their investment literacy, framework, and community. They yearn to engage meaningfully with their portfolio in the Caribbean.

  • Yes, if you are financially ready and prepared to invest a minimum of $4,000 in the WIN Angel Investment Fund I.

    You do not need to be an expert. You do need to be willing to learn, ask questions, examine your own financial position, and participate actively.

  • No.

    This experience is for women who are currently investing (retirement savings count), preparing to invest, or building toward greater investor readiness.

    If you earn approximately $100K or more annually, have investable assets, hold equity, manage family wealth, or are actively building toward those milestones, this room was designed with you in mind.

  • Yes.

    Your initial investment includes the D.C. Learning Lab  experience and your pledge toward a pool investment fund of $4K, $9K, or $14K with an additional $1,000 for your lab experience and fund management fees.

    The first year will consist of learning via the Learning Lab and Caribbean Immersion.  Starting Fall of 2027, the inaugural cohort will begin to evaluate values-aligned deal flow with the aim of executing 2-5 direct angel investments in the Caribbean by Summer of 2028.

  • We have a strong web of partners and relationships through which we will achieve deal flow including the Caribbean Philanthropic Alliance (CariPhil), the Caribbean Development Bank (CDB), International Development Bank (IDB), Halcyon, and other deal sources.

FAQ’s

Apply to Join the Inaugural WiNvestor Cohort

Learning Lab Instructors

Meet your team of leading experts in global impact and investing.

  • Anna N’Jie-Konte

    FOUNDER & PODCAST HOST

    Poder Wealth

    Anna N’Jie-Konte is a wealth strategist, entrepreneur, and nationally recognized voice helping women, first-generation wealth-builders, and communities of color build financial power with clarity and confidence. Through Poder Wealth, she equips clients and audiences to move beyond financial survival and into ownership, investment, and long-term wealth strategy.

  • Jasmine Rashid

    AUTHOR

    The Financial Activist Playbook

    Jasmine Rashid is a financial activist, writer, and strategist focused on the intersection of money, power, and social change. Her work helps people understand how everyday financial decisions connect to larger economic systems—and how communities can use capital as a tool for justice, ownership, and collective transformation.

  • Caribbean Donnya Piggott

    FOUNDER

    Pink Coconuts

    Piggott is the founder of Pink Coconuts, an LGBTQ-inclusive edtech and tourism platform she launched to reimagine how hospitality businesses engage with both employees and travelers. From its inception, Pink Coconuts sat at the intersection of human rights and economic development, asking a clear question: what would Caribbean tourism look like if dignity were treated as an asset rather than an afterthought?

  • Rebecca Obounou

    FOUNDER
    Global Impact Strategist & Consultant

    Rebecca Obounou is a global impact strategist and consultant working at the intersection of entrepreneurship, investment, and inclusive economic development. She brings experience supporting founders, ecosystem leaders, and capital partners to build strategies that move resources toward communities and markets too often overlooked by traditional finance.

  • Y. Elaine Rasmussen

    FOUNDER & CEO

    Do. Different. Better.

    Y. Elaine Rasmussen is a strategist, investor, ecosystem builder, and founder of Do. Different. Better. She brings decades of experience across social enterprise, capital readiness, entrepreneurship, impact investing, and systems change. Her work focuses on helping leaders and communities move from aspiration to execution with sharper strategy, stronger capital alignment, and more durable economic power.

Apply to Become a WiNvestor

Learning Lab Schedule

Take a peek at the Phase One D.C. Learning Lab schedule. After completing Phase One, you'll be eligible to take part in Phase Two: the Market Immersion trip to Jamaica.

Pre-Washington, D.C.

Virtual Workshop

  • Where’s My Money At Work?

    • Meet the WiN team, your instructors, and the women in your learning circle. This virtual session introduces the program pillars, sets expectations, and helps you begin locating yourself on the investor readiness pathway.

Day 1 | In-Person Learning Lab

Washington, D.C.

Haitian Embassy

  • Day One brings the cohort together in person, deepening connections with each other.

    • VIP Welcome Reception: Get dressed. Get connected. Get in the room. The VIP dinner is a curated relationship-building experience with fellow participants, speakers, ecosystem leaders, and invited guests. This is where the cohort begins to shift from individual ambition to collective investment power.

    • WiNvestor Cohort Dinner: In a more intimate setting you’ll get to dine and build greater bonds with your fellow sisters at a local Caribbean restaurant

Day 2 | In-Person Learning Lab

Washington, D.C.

  • Day two focuses on structured workshops & Labs, facilitated conversations, and practical readiness exercises to help you understand your investor profile, clarify your values, and prepare for future opportunities.

    • Welcome &Breakfast

    • Session 1 — Narrative Shift: Examining Caribbean Investment Experiences

    • Session 2 — Strategic Mapping: Visualizing Financial Power and Assets

    • WiNvestor Luncheon

    • Session 3 —Action Planning: Mobilizing Capital for Regional Impact

    • Session 4 —Ask a Values-Aligned Wealth Advisor

    • Session 5 —

      Caribbean Entrepreneuring

    • Session 6 —

      Legacy Building: Crafting a 90-Day Financial Action Plans

WiN is more than an accelerator. We are cultivating a women-led investment and syndication network where relationships, knowledge, and capital compound over time. We get to direct where money flows at home.

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