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  1. Home
  2. /VCs
  3. /Richard Alfonsi
  4. /Briefing
Pre-Pitch Briefing

Richard Alfonsi

Board Partner at First Round Capital

Check size: No current personal check range or new-investment authority is published. Richard's official Board Partner role focuses on coaching existing First Round companies; firm-wide check ranges should not be attributed to him personally.

Existing Portfolio SupportGrowth and ScaleBoard and AdvisoryFintechPaymentsAdvertising TechnologyDigital MediaEnterprise SoftwareMarketplacesFinancial ServicesGo-to-Market

Their Thesis

Richard applies experience from building startups and running global revenue organizations to help First Round companies navigate go-to-market. His stated scope spans GTM strategy, customer segmentation, product strategy, team building, and operating at scale. His value is less a sector prediction than pattern recognition across zero-to-one, the messy middle, and hypergrowth.

How to Pitch Them

Treat Richard as an operating and board resource, not a verified current check-writer. For a First Round portfolio discussion, state the growth objective, target segment, present funnel or revenue evidence, product constraint, team design, and the decision that must be made. Bring the tradeoffs and the operating data needed for a working session.

What Excites Them

Bright, energetic founders with large ambitions who are ready to turn product insight into a repeatable commercial system. His background suggests particular value for teams willing to examine segmentation, sales motion, organization design, and scale constraints with operating rigor.

What They Pass On

No personal pass list is published. For his current role, weak engagement would be a generic fundraising pitch that assumes active check authority, or a portfolio-company discussion without a concrete GTM, product, team, or scaling decision to work through.

Key Frameworks

Segment-to-motion alignment

Choose a specific customer segment, map its buying process and value drivers, then align product packaging, sales motion, account management, and success metrics to that segment.

Messy-middle operating review

As a company moves beyond zero-to-one, examine where product strategy, revenue process, team structure, and decision cadence no longer fit the next scale threshold.

Global revenue stack

Evaluate growth as an interconnected system of segmentation, acquisition, sales, account management, product feedback, organizational design, and international execution rather than as a top-line target alone.

In Their Own Words

“I lean on that experience as an operator, advisor and investor to coach First Round companies.”

— https://www.firstround.com/team/board-partners/richard-alfonsi

“Helping to amplify their impact makes me feel energized as well.”

— https://www.firstround.com/team/board-partners/richard-alfonsi

First Round Capital Portfolio

Top Sectors

Payments1
SaaS1
E-commerce1
Gaming1
Marketplace1

Stage Distribution

IPO2
Series D1
Series C1
Series H1
Mint
$5.0M
Adaptly
$5.0M
SingleStore (MemSQL)
$5.0M
Clearbit
$5.0M
Loom
$5.0M
Textio
$5.0M
Square (Block)
$5.0M
Lookout
$5.0M
Mint (acquired by Intuit)
$5.0M
Hotel Tonight
$5.0M

+ 6 more investments. View fund →

← Full profileFirst Round Capital website