A decade-long career deploying $300M+ in capital across AI infrastructure, foundation models, and vertical AI — with realized returns that place among the top decile of venture investors globally.
$300M+
Capital Deployed
30+
Investments
11
Deals Led
350%
Peak IRR
6x
Peak Unrealized MOIC
$3B
Firm AUM
// Portfolio
Signal Investments
Lead and co-lead investments across AI infrastructure, foundation models, and applied AI — from Series A through growth rounds. Each investment reflects a thesis on where intelligence creates durable value.
Research-driven AI cloud for building models, agents & apps. ARR grew 60x and valuation increased 6x in 2 years since initial investment in 2023. Greycroft invested at Series A; together now valued at $3.3B.
~6xUnrealized MOIC
350%IRR
60xARR Growth
Conversational AI · Co-Led Series A
Character.AI
Conversational chat app with 20M MAUs. Founded by Noam Shazeer (co-inventor of the Transformer) and Daniel De Freitas. Acquired by Google for $2.7B.
2.6xDPI (Realized)
110%IRR
ExitedGoogle Acq.
Voice AI · Led Series A
Cartesia
State-of-the-art voice AI models & infrastructure powering 50,000 customers. Founded by Stanford PhD researchers & professor. Customer count grew 5x since investment.
5xCustomer Growth
400%Cust. CAGR
Video Generation · Led Series B
Pika
AI video generation models and creative apps. Founded by former Stanford PhD students, advised by Stanford AI Lab professors. User base grew 10x since investment.
10xUser Growth
400%+CAGR
AI Healthcare · Led Seed + Series A · Board Director
Penguin
AI agents for healthcare. Founded by former Chief Data Officer at Kaiser Permanente & UnitedHealth. Built investor syndicate including Snowflake and UPMC (7th largest US health system).
10xVal. from Seed
2.3xNote MOIC
Customer Data · Series D · Exited
Segment
Customer data platform. Acquired by Twilio for $3.2B. Primary deal team member on Series D investment in 2019.
2.5xDPI
70%IRR
$3.2BAcq. by Twilio
Mobile Gaming · Series D · Exited
Scopely
Mobile games publisher. Acquired by Savvy for $4.9B. Primary deal team member.
3.0xDPI
22%IRR
$4.9BAcq. by Savvy
Angel Investment · Exited
Voyage AI
Acquired by MongoDB for $220M. Personal angel investment with exceptional speed to exit.
2.5xDPI
718%IRR
App Testing · Series E · Centerview
Sauce Labs
Web & mobile app testing software. Led $70M Series E in 2016 at Centerview Capital. Acquired by TPG.
3.3xDPI
25%IRR
// Performance Context
vs. Venture Capital Benchmarks
Bryan's individual deal-level performance compared against industry benchmarks from Carta, Cambridge Associates, and Burgiss across 2,500+ US venture funds. DPI (realized multiples) is used as a direct comparison to deal-level MOIC.
Methodology: Deal-level MOIC/DPI and IRR from Bryan's investments are compared against fund-level benchmarks by vintage year cohort. Fund-level metrics are net of fees; deal-level metrics are gross. Top-quartile VC funds target IRRs of 20–30% and DPI above 1.5x. Top-decile funds reach 28%+ IRR. Bryan's realized exits average 2.8x DPI and his AI investments show 350% IRR — both placing firmly in top-decile territory.
Benchmark Tier
DPI (Multiple)
IRR %
Source
Bryan — AI Deals (2023–25)
2.6x – 6.0x
110% – 350%
Deal-level
Bryan — Exited Deals Avg
2.8x
22% – 718%
Deal-level
Top Decile (90th pct) — 2017–20 Vintage
~1.0x – 1.5x
28.3%
Carta Q1 2025
Top Quartile (75th pct) — 2017 Vintage
~0.6x
18.7%
Carta Q1 2025
Median — 2017 Vintage
0.27x
11.5%
Carta Q1 2025
Top Quartile — All Vintages (Historical)
1.5x
20% – 30%
Cambridge Assoc.
Top Quartile — PE (2000–2020)
2.15x TVPI
~20%
Qubit Capital
Industry Avg DPI (Dist. drought 2022–24)
< 0.17x NAV
6.2% (Index)
Pitchbook / CA
Key insight: During the worst distribution drought in 14 years (2022–24), where average VC fund distributions sank to single-digit percentages of NAV, Bryan generated multiple realized exits with 2.5x–3.3x DPI. His AI portfolio simultaneously compounded at 350% IRR — a figure that exceeds even the most aggressive top-decile fund benchmarks by an order of magnitude.
// AI Landscape
Top AI Investments Compared
Estimated MOIC and IRR for the 20 highest-profile private AI investments (2023–2026), benchmarked against Bryan's portfolio. Estimates are derived from public funding round valuations, entry points, and hold periods.
Note: These are estimated unrealized MOICs based on publicly reported valuations at latest funding rounds vs. earliest known institutional entry points. IRRs are annualized based on time between first institutional round and latest valuation. Actual investor returns vary by entry timing, structure, and liquidation preferences.
#
Company
Category
First Inst. Val.
Latest Val.
Est. MOIC
Est. IRR
Time
—
Together AI (Bryan)
AI Cloud
~$550M (Ser A '23)
$3.3B
~6.0x
350%
~2yr
—
Character.AI (Bryan)
Chat / LLM
~$1B (Ser A '23)
$2.7B (acq.)
2.6x
110%
~1.5yr
—
Voyage AI (Bryan angel)
Embeddings
Seed
$220M (acq.)
2.5x
718%
<0.5yr
1
OpenAI
Foundation Model
~$28B ('23)
$852B
~30x
~350%
~3yr
2
Anthropic
Foundation Model
~$4B ('23)
$380B
~95x
~500%+
~3yr
3
Cursor (Anysphere)
AI Coding
~$400M ('24)
$29.3B
~73x
~3,000%+
~1.5yr
4
ElevenLabs
Voice AI
~$100M (Ser A '23)
$11B
~110x
~800%+
~2.5yr
5
Harvey
Legal AI
~$100M (Ser B '23)
$8B
~80x
~700%+
~2.5yr
6
Thinking Machines
Foundation Model
$12B (Seed '25)
$50B+
~4x
~700%+
<1yr
7
Mercor
AI Recruiting
~$2B (Ser B '25)
$10B
~5x
~500%+
<1yr
8
Databricks
Data + AI
~$38B ('23)
$62B+
~1.6x
~25%
~2.5yr
9
Glean
Enterprise Search
~$2.2B ('24)
$7.25B
~3.3x
~150%
~1.5yr
10
Decagon
AI Agents
~$150M (Ser A '24)
$1.5B+
~10x
~600%+
~1.5yr
11
Mistral AI
Foundation Model
~$260M (Seed '23)
$13.25B
~50x
~500%+
~2.5yr
12
Lovable
AI Coding
~$50M (Pre-seed '24)
$3B+
~60x
~5,000%+
~1yr
13
Replit
AI Coding
~$1.2B ('23)
$3B+
~2.5x
~60%
~2.5yr
14
Figure AI
Robotics
~$2.6B ('24)
$10B+
~3.8x
~200%
~1.5yr
15
Runway
Video Gen
~$1.5B ('23)
$4B+
~2.7x
~55%
~2.5yr
Positioning: Bryan's Together AI investment at 6x MOIC / 350% IRR places in the top tier of AI venture returns by IRR. While absolute MOIC at mega-cap AI companies (OpenAI, Anthropic, Cursor) is higher — driven by historically unprecedented capital inflows — Bryan's entry at Series A enabled a risk-adjusted return profile that surpasses most AI investors who entered at later stages. His Voyage AI angel exit at 718% IRR is among the fastest returns generated in the AI sector.
// Career Arc
From Wall Street to the Frontier of AI
A trajectory built on pattern recognition — from technology investment banking at Jefferies, to growth equity at Centerview Capital, to leading AI venture investments at Greycroft managing $1B+ in funds.
2021 – Present
Kauffman Fellow (Class 26)
Kauffman Fellows Program
Largest global network of VC leaders and LPs — 800 Fellows across 65 countries. Accepted into the program while at Greycroft, deepening institutional LP relationships and cross-border deal flow.
2018 – 2025
Senior Principal, Venture & Growth Equity
Greycroft · $3B AUM · Los Angeles
One of 10 investors managing $1B of funds raised in 2023. Deployed $300M+ across early-stage venture, growth funds, and SPVs. Led 11 investments, executed 30+ total. Presented firm's AI thesis to 100+ LPs at annual meetings. Built the AI portfolio that now represents the firm's highest-conviction vertical.
2016 – 2018
Investment Associate, Growth Equity
Centerview Capital · $200M Fund · Palo Alto
One of six investors at a fund founded by the former CEO of AT&T and former Cisco CSO. Evaluated 200+ investments representing $2B+ in enterprise value. Led two new investments (Sauce Labs, Infoworks) and managed portfolio companies including Secureworks (Dell IPO), Acquia ($1B Vista acq.), and Host Analytics.
2014 – 2016
Investment Banking Analyst, Technology
Jefferies · San Francisco
Technology M&A and capital markets across software, semiconductors, and IT services. Ranked top decile of analyst cohort. Advised on $3B+ in transactions including Avast/AVG ($1.3B), MFLX/DSBJ ($610M), and Deltek's $1.3B recap.
2012
B.S. Commerce — Finance & Economics
Santa Clara University, Leavey School of Business
Double major in Finance and Economics with a minor in Management Information Systems. Foundation in quantitative analysis and technology markets that would define the career ahead.
// Governance & Strategy
Board Involvement
Hands-on strategic partner to founders — from financial modeling and market positioning to investor syndicate construction and product roadmap definition.
AI Gov't Contracting
Vultron
Led Series A. Built operating & financial model, defined strategic priorities alongside CEO.
AI Healthcare · Board Director
Penguin
Led Series A. Instrumental in building investor syndicate incl. Snowflake and UPMC.
AI Radiology
Hoppr
Defined product strategy with CEO. Led market & product positioning sessions with management.
AI Observability
Arthur
Worked with CEO & Chief Scientific Officer to define company strategy and product roadmap.
Open Source Chat
Rocket.Chat
Rebuilt core financial model and operating KPI dashboard with CFO & COO.
AI Comms / Marketing
Axios HQ
Spun out AI software company from Axios Media. Helped management raise Series A.