Will didn't set out to become Richmond's leading voice on artificial intelligence. A chance encounter during a Chamber RVA trip to DC, a conversation with Senator Mark Warner fresh off a meeting with Sam Altman, and a community ready for a catalyst moment changed everything. Will shares the origin story of AI Ready RVA and why he believes Richmond is at a turning point.

From raking leaves as a kid in a cash-strapped household to buying into a business at age 20, Will has always been wired to build. He opens up about the tension between founding and operating, why great teams matter more than great founders, and what it actually takes to move a status quo business into a growth business.

Will's honest take on AI adoption, learning by doing, and finding a buddy to grow alongside makes this a practical, grounding episode for any leader navigating change right now.

Resources & Links

• Exponent 21: exponent21.com
• AI Ready RVA: [aireadyrva.com]
• Will on LinkedIn: [linkedin.com/in/willharris]
• Leadership Metro Richmond: [leadershipmetrorichmond.org]

Episode Timestamps

• 00:21 - How Will became Richmond's AI voice
• 01:30 - The Chamber RVA DC trip that started it all
• 02:45 - Why Richmond's poverty rate fueled Will's mission
• 04:00 - AI Ready RVA: what it is and how it runs
• 04:41 - How other cities and regions are funding AI hubs
• 07:35 - Will's entrepreneurial roots and a cash-strapped childhood
• 09:10 - Why he has always preferred starting over managing
• 11:20 - Founders who stay too long and the status quo trap
• 12:21 - Why great teams are the real answer for founders
• 14:27 - The Tim Ferriss myth and appreciating operational discipline
• 17:51 - What Will would tell his 20-year-old self
• 19:54 - Why fear of the unknown only shrinks by doing
• 21:38 - How the brain shortchanges us from starting
• 23:34 - Will's one piece of advice for the AI-skeptical: find a buddy
• 25:36 - On giving yourself permission to quit and try something new

Mack Garrison didn't plan to become an entrepreneur. He decided the day before launching Dash Studio.

What started as a single CNN project with his co-worker turned into a nearly 10-year journey building one of the leading animation and motion design agencies in the Southeast.

Mack shares how Dash Studio has thrived on a foundation of creativity and community. With 84% of their work coming through referrals, he breaks down why relationships matter more than sales tactics. From throwing the annual Dash Bash animation festival in Raleigh to building intentional remote team culture, Mack reveals the systems that keep distributed creative teams connected and productive.

The conversation tackles AI's impact on creative work, why supporting your competition pays off, and the research showing givers outperform takers in the long run. Mack offers practical frameworks for leaders navigating change, building networks, and fostering collaboration across departments.

Resources Mentioned

• Dash Studio: https://dashstudio.net
• Dash Bash Festival (Raleigh, NC): DashBash.net
• "The Art of Gathering" by Priya Parker
• Mack on LinkedIn: Mack Garrison
• Instagram: @dash_nc

Key Moments

00:00 - The accidental entrepreneur: deciding to start a business overnight

02:30 - Winning the Riot Games project with impossible deadlines

04:15 - Building on creativity and community as core pillars

08:30 - Remote team rhythms: Monday photos, Tuesday inspiration, monthly recaps

11:20 - Getting the whole team together twice a year

16:00 - How 84% of projects come from referrals and relationships

20:45 - Trial and error in building company culture

24:30 - Where meetings actually begin: the power of intentionality

28:00 - Balancing visionary thinking with operational structure

31:15 - AI won't replace creativity—it will evolve it

35:45 - Leaders should experiment first, then empower teams

40:20 - The future is collaborative: boutique agencies working together

43:30 - Givers vs. takers: the long-term business strategy that wins

Cory Nichols knows something most leaders miss: the debt stacking up in your organization isn't just financial. As a financial advisor turned entrepreneur, Cory breaks down how avoidance — whether in finances or leadership — creates compounding problems that become harder to solve over time.

In this conversation, Cory introduces the concept of "leadership debt" and shares his philosophy on getting people to take action through moments of realization rather than force. He unpacks the critical difference between wringing the sponge (extracting short-term results at the cost of people) versus creating a warm, dry environment where productivity happens naturally.

From his firing at a small company to launching his own practice, Cory reveals what he learned about values-driven leadership, the dangers of metrics-only management, and why remembering your team members' kids' names matters more than utilization rates. He also discusses Cash Camp, his financial literacy program teaching kids foundational money skills that most adults still haven't mastered.

Resources We Mentioned:

• Die with Zero (book)
• Shoe Dog by Phil Knight (book)
• Cash Camp Financial Literacy Program

Connect with Cory Nichols

• Instagram: @cory__nichols
• Cash Camp Kids: Available via Cory's Instagram or CashCampKids.com

Key Moments:

• 00:00:22 - Leadership debt vs. financial debt: how avoidance compounds problems
• 00:03:45 - Creating moments of realization instead of forcing change
• 00:05:30 - The vital signs approach: tracking income, expenses, and savings rate
• 00:08:30 - The sponge analogy: wringing profits vs. sustainable growth
• 00:12:15 - Boeing's "finds a way" value and its unintended consequences
• 00:15:40 - Human-first leadership: values that prioritize people over metrics
• 00:18:40 - Taking 60 employees to birthday lunches across Virginia
• 00:24:50 - Getting fired and the myth of six-figure satisfaction
• 00:31:20 - Roller coaster investing: managing risk so people don't jump off
• 00:38:15 - Cash Camp: teaching kids financial skills vs. giving handouts
• 00:42:30 - Financial anxiety affects everyone, regardless of wealth level
• 00:46:10 - Vital signs approach: tracking your financial health quarterly
• 00:48:35 - The 1% annual increase strategy for retirement savings
• 00:51:20 - Advice to younger self: it's gonna get messy, and that's okay