VIRGINIA CDFI SUMMIT 2026:

Collective Power, Bold Action

Breakout Sessions

BREAKOUT SESSIONS | 1:30 PM 

From Outreach to Impact: Building Strategies to Reach Startup Entrepreneurs for CDFIs & ESOs

CDFIs & Small Business (Start-up)

Room: 200D

Many organizations struggle not with delivering services, but with consistently reaching the pre-venture and early-stage entrepreneurs who need them most. This session equips CDFI and Entrepreneur Support Organization practitioners with practical strategies for identifying and engaging startup business segments, building referral networks, and creating proactive outreach systems that lead to measurable impact, including in rural and underserved communities.


Session Speaker

Artificial Intelligence in CDFIs: Navigating Promise, Pitfalls and Policy

AI and the CDFI Industry

Room: 201A

A roundtable discussion on identifying AI risks, mitigating algorithmic bias, establishing governance frameworks, and leveraging artificial intelligence to strengthen and not compromise the mission of community development financial institutions.


Session Speakers

Catalyzing Growth: How the Virginia State Small Business Credit Initiative 2.0 (SSBCI) Loan to CDFIs Program Supports Virginia’s CDFI Community

Room:200E

Anna Mackley, Chief SSBCI Officer and Bond Program Manager for the VSBFA, will provide an overview of Virginia’s SSBCI 2.0 Capital Programs and Technical Assistance Program. Her presentation will spotlight the Loan‑to‑CDFI (LCDFI) Program, which expands CDFI lending capacity to underserved small businesses.

She will also highlight additional SSBCI 2.0 tools, including the Cash Collateral Program, Capital Connect, and the Direct and Indirect Venture Capital Programs, which collectively strengthen access to capital and support business growth across the Commonwealth.

Presented In Partnership With The


Session Speaker

Quantifying Equity: How CDFIs Measure Community Transformation

Impact & Measurement

Room: 2001B

How do Community Development Financial Institutions (CDFIs) measure success beyond loans and investments? This panel explores the data, metrics, and evaluation strategies CDFIs use to assess community impact, from job creation and affordable housing to wealth-building and economic mobility. Learn how organizations are leveraging evidence-based insights to demonstrate outcomes, strengthen accountability, and advance equitable community development.


Session Speakers

Building Opportunities on Main Street

Local Government

Room: 200B

In 2025, the Appalachian Regional Commission sponsored a series of 10 real estate analyses based on Main Street America's Building Opportunities on Main Street (BOOMS) tracker and community site visits. This session will describe how Virginia Main Street convenes experts and funders in rural areas to 1) build geospatial databases of their real estate opportunities, 2) focus on high potential redevelopment projects, and 3) engage community stakeholders and property owners to identify realistic redevelopment scenarios in market reality. Attendees will also hear the impact of BOOMS data on a participating community and how it has catalyzed commercial real estate development in the historic main street district.


Session Speakers

BREAKOUT SESSIONS | 2:45 PM |

Roundtable on Capital Planning & Fundraising

Capitalization Facilitation

Room: 200B

Join us for a roundtable discussion designed for practitioners and attendees to share experiences, trends and successes in their work to raise capital for their organizations’ financing programs and find support for operations. This space will allow for connections amongst those attending to foster further engagement outside of the conference. Interactions will be facilitated through smaller affinity group conversations for targeted discussion on capital in specific sectors such as housing, small businesses, community facilities, and more.


Session Speaker

Housing, Resilience, and Regional Needs: The Role of CDFIs Across Virginia

Real Estate

Room: 200E

Explore how housing challenges and opportunities vary across Virginia and the role CDFIs play in helping communities respond to those regional realities. From affordability pressures and workforce housing needs to rising utility costs, economic transition, and other place-specific factors, communities across the Commonwealth face distinct challenges requiring tailored solutions. This session will examine how CDFIs, lenders, and other partners are adapting financing tools, partnerships, development strategies, and innovative approaches to support resilient communities and housing systems. Panelists will share perspectives from across Virginia, highlighting how local conditions shape responses and illustrating the flexibility of community finance in meeting evolving needs, with discussion touching on regional housing trends, resilience considerations, financing gaps, partnership models, and emerging opportunities in community development finance.


Session Speakers

Capital Ready with AI: How Artificial Intelligence is Transforming Small Business Readiness for Community Lending

CDFIs & Small Business (Existing Business)

Room: 200D

As artificial intelligence becomes increasingly accessible, it presents a significant opportunity for Community Development Financial Institutions (CDFIs), business advisors, and technical assistance providers to enhance how they prepare entrepreneurs for capital. While strong financial fundamentals remain the foundation of lending decisions, AI can accelerate financial readiness, improve documentation quality, strengthen coaching, and help small businesses become more prepared before they apply for financing. This interactive session explores practical, real-world applications of AI throughout the capital readiness journey—from organizing financial information and analyzing business performance to preparing loan packages and identifying appropriate financing opportunities. Participants will also discuss responsible AI adoption, common limitations, and strategies for integrating AI into technical assistance without replacing the trusted relationships that drive successful lending. Attendees will leave with practical AI prompts, tools, implementation of ideas, and actionable strategies they can immediately use to strengthen borrower readiness, improve lending efficiency, and expand equitable access to capital.


Session Speakers

Artificial Intelligence in CDFIs: Navigating Promise, Pitfalls and Policy

AI & The CDFI Industry

Room: 201A

A roundtable discussion on identifying AI risks, mitigating algorithmic bias, establishing governance frameworks, and leveraging artificial intelligence to strengthen and not compromise the mission of community development financial institutions.


Session Speakers

The Legislative Meeting: A CDFI Advocacy Simulationn

Storytelling & Advocacy

Room: 201B

Join us for a discussion with Delegate Rae Cousins of Richmond, VA on the importance of grassroots advocacy in the CDFI industry. Participants will learn how to prepare for legislative meetings, deliver concise advocacy messages, demonstrate impact, and make compelling policy or funding requests. The session will cover how to use borrower, community, and regional success stories effectively, respond to challenging policy and budget questions, and position CDFIs as trusted partners in economic and community development. Attendees will also gain practical strategies for conducting meaningful follow-up and building strong, lasting relationships with legislators.


Session Speakers