Monday: Stripe's 32% haircut for manufactured liquidity (Option A)
Tuesday: Reddit's perfect IPO timing (Option B)
Wednesday: Goldman's $965M bet on permanent secondaries (Option C)
Thursday: Databricks' profitability = optionality (Option D)
I have broken down each of the above options.
Now it's time to predict: What breaks the VC liquidity logjam first?
Here's my bet, backed by data.
MY PREDICTION: OPTION C (SECONDARIES BECOME PRIMARY EXIT)
Secondary markets permanently replace IPOs as the primary liquidity mechanism for late-stage private companies.
Timeline: By Q4 2026, secondary market infrastructure becomes the dominant exit path.
Here's why the data convinced me.
THE DATA BEHIND MY BET:
1. Secondary market growth is accelerating, not slowing
The numbers:
2023: $109B in secondary transactions
2024: $152B in secondary transactions (39% YoY growth)
2025 (through Q3): $142B already (on pace for $190B full year)
2026 projected: $220-250B (conservative estimate)
This isn't just a temporary spike. It’s a structural shift.
Compare this to IPO markets:
2021: 400+ tech IPOs, $142B raised
2022: 89 IPOs, $8B raised (-94%)
2023: 108 IPOs, $23B raised
2024: 108 IPOs, $35B raised
2025 (through Q3): 89 IPOs, $28B raised (trending flat)
2026 projected: 120-150 IPOs, $35-45B raised
The gap is widening. Secondary market volume ($142B through Q3 2025) is already exceeding full-year IPO volume by 5x+.
2. Institutional capital is flowing into secondary infrastructure, not IPO preparation
Follow the money:
Institutional investments in secondaries (2024-2025):
Goldman Sachs acquires Industry Ventures: $965M (May 2024)
Charles Schwab is acquiring Forge Global: Approximately $660 million. (First half 2026)
Compare to IPO underwriting investments:
Traditional investment banking IPO teams: Down 8% in 2025
IPO advisory hiring: Down 18% in 2025
SPAC formation (alternative to IPO): Down 91% from 2021
Wall Street is building for secondaries, not IPOs.
Goldman Sachs and Charles Schwab are making a 10-20 year bet on market structure. Not just betting on a temporary bridge.
3. Secondary discounts are narrowing, signaling market maturation
Discount trends:
Q1 2024: 37% median discount (28% average)
Q2 2024: 31% median discount
Q3 2024: 28% median discount
Q4 2024: 25% median discount
Q1 2025: 23% median discount
Q2 2025: 21% median discount
Q3 2025: 19% median discount (current)
Narrowing discounts mean:
More seller confidence (don't need to panic sell)
More buyer competition (multiple bidders per deal)
Better price discovery (market is maturing)
Increasing legitimacy (becoming "real" exit path)
For context: IPO discounts from private valuations averaged 28% in 2025 (now nearly identical to secondaries).
The pricing gap between secondary sales and IPOs has essentially closed.
4. The companies with leverage are choosing secondaries over IPOs
Look at who's using secondaries in 2024-2025:
Profitable companies choosing secondaries:
Stripe: $65B (2024) → $91.5B (Feb 2025) → $105B (Nov 2025) via secondaries, still private
SpaceX: Regular tender offers, $350B+ valuation (Oct 2025), still private
Databricks: $62B (Dec 2024) → $68B (Sept 2025), regular employee liquidity, no IPO pressure
Epic Games: $32B, 33 years old, never gone public
Revolut: $45B (2024) → $50B (Aug 2025), secondary sales instead of IPO
Canva: $40B (2024) → $44B (Oct 2025), employee secondaries, no IPO plans
Discord: $15B, secondary program launched Q2 2025, removed "IPO" from strategic plan
Struggling companies forced to IPO:
Reddit: Had to go public March 2024 (needed liquidity)
Instacart: IPO'd at 75% discount from peak (Sept 2023)
Klaviyo: IPO'd at valuation below last private round (Sept 2023)
Pattern: Strong companies choose secondaries. Weak companies resort to IPOs.
This inverts the traditional hierarchy where IPOs were the "graduation" and secondaries were the "failure mode."
5. Employee liquidity programs are scaling across unicorns
Data from Carta's Q3 2025 survey of 600+ unicorns:
81% now offer regular secondary sale windows (up from 73% in 2024, 41% in 2022)
Average frequency: Every 6 months (down from 6-12 months in 2024)
Average participation rate: 42% of eligible employees (up from 35% in 2024)
Average sale size: $180K-$600K per employee (up from $150K-$500K in 2024)
This solves the #1 pressure point for IPOs: Employee Liquidity.
If employees can sell $300K worth of shares every 6 months via secondaries, why risk going public?
WHY OPTION C WINS: PROS & CONS
PROS (Why I'm betting on this):
1. Structural incentives favor staying private
Public companies face:
Quarterly earnings pressure (short-term thinking)
Constant analyst scrutiny (no room for error)
Activist investor risk (lose control)
Disclosure requirements (competitors see everything)
Market volatility (stock price disconnected from fundamentals)
Regulatory compliance costs ($2-5M annually for mid-sized companies)
Private companies via secondaries get:
Strategic control (long-term thinking)
Selective disclosure (share what you want)
Controlled liquidity (choose timing and price)
Higher multiples (secondary buyers pay premiums for growth)
No compliance overhead (beyond basic reporting)
The only reason to go public used to be: "It's the only way to get liquidity."
That's no longer true.
2. The IPO backlog is too large to clear via traditional markets
Conservative estimate: 550+ companies with $1B+ valuations are waiting to go public (up from 500+ in early 2025).
2025 is on pace for ~120 IPOs (optimistic case). That's 4.6 years to clear the backlog.
But new unicorns are being created faster than the backlog clears. In 2025 alone, 87 new unicorns were minted through Q3.
The system is structurally constrained.
Secondary markets have no capacity limit. They can absorb unlimited volume as long as buyers and sellers agree on price.
3. Regulatory environment favors private markets
The JOBS Act (2012) increased the shareholder limit for private companies from 500 to 2,000.
This means companies can stay private much longer without triggering forced public reporting.
Stripe has 2,000+ shareholders and is still private. Discord has 1,800+ shareholders, still private.
This wasn't possible 15 years ago.
Additionally, the SEC's focus in 2025 has been on crypto regulation and AI disclosure, NOT on tightening private market rules. This regulatory vacuum allows secondaries to flourish.
4. LPs are accepting slower, steadier returns
LPs used to demand: "Return capital in 7-10 years via IPOs."
Now LPs are saying: "We'll accept 12-15 year returns if the multiples are higher."
Why? Because public market alternatives are also compressed:
S&P 500 returns (2024-2025): ~12% annually
VC funds (top quartile) via secondaries: 18-24% annually over longer time horizons
Patient capital favors secondaries.
CONS (Where this could be wrong):
1. Secondary markets are still illiquid compared to public markets
Even with $142B in volume through Q3 2025, secondaries are:
Fragmented (no centralized exchange)
Opaque (pricing isn't fully transparent)
Selective (only certain shareholders can sell)
Time-consuming (deals take weeks/months, not seconds)
Limited access (accredited investors only)
Public markets offer:
Instant liquidity (sell in seconds)
Transparent pricing (live market data)
Universal access (anyone can buy/sell)
Deep liquidity (billions in daily volume)
If liquidity velocity matters more than price, IPOs still win.
2. Secondary buyers are concentrated (creates pricing power imbalance)
The secondary market is dominated by:
8-12 major funds (Goldman, Charles etc.)
Limited competition would mean lower prices for sellers
If this concentration continues, sellers will get squeezed on price and may prefer IPO markets where millions of buyers compete.
Counter-argument: More players are entering, which increases competition.
3. Regulatory risk could kill secondary markets
The SEC could:
Impose stricter disclosure requirements on secondary sales
Limit who can participate as buyers (tighten accredited investor rules)
Force secondary markets to register as exchanges (heavy compliance burden)
Require private companies with 2,000+ shareholders to file public reports
Any of these would dramatically reduce secondary market efficiency.
Current risk level: LOW (SEC is focused elsewhere), but could change with new administration in 2029.
4. Tax implications favor IPOs for some stakeholders
IPOs often qualify for QSBS (Qualified Small Business Stock) tax benefits - 0% capital gains on up to $10M in gains.
Secondary sales don't always qualify for the same treatment, making IPOs more tax-efficient for founders and early employees.
This could tip the scales for companies where founder liquidity is the primary driver.
WHERE I COULD BE WRONG:
My biggest blind spot: I might be overweighting infrastructure and underweighting psychology.
Markets are driven by sentiment as much as fundamentals.
If everyone believes "IPOs are back" in early 2026, that belief becomes self-fulfilling:
VCs push portfolio companies to go public
Investment banks staff up for IPO wave
Retail investors buy IPOs aggressively (FOMO)
Media creates "IPO boom is back!" narrative
CEOs feel pressure to "not miss the window"
This psychological momentum could override the structural problems I'm identifying.
Recent example: The AI hype cycle in 2024-2025 drove valuations that fundamentals didn't justify. Sentiment matters.
Second blind spot: Regulatory risk on secondaries
I'm assuming secondary markets remain lightly regulated.
If the SEC decides to crack down in 2026 (force secondaries to register as exchanges, impose disclosure requirements, tighten accredited investor rules), Option C dies quickly.
Current administration (2025-2029) seems business-friendly, but that could change. One high-profile fraud case in the secondary market could trigger regulatory overreaction.
Third blind spot: The AI boom could reopen IPOs faster than expected
If AI companies start showing real revenue and profitability by mid-2026 (not just growth metrics), it could trigger an IPO wave specifically for AI companies.
Companies to watch:
OpenAI (rumored $150B IPO in 2026)
Anthropic (rumored 2026 IPO if profitable)
Perplexity (raised at $9B in Oct 2025, could IPO 2026)
Scale AI ($14B valuation, rumored 2026 IPO)
If 3-4 of these go public successfully in H1 2026, it reopens the IPO window for the broader market.
That wouldn't solve the entire liquidity crisis, but it could shift my bet from 70% Option C to 50-50 between Options B and C.
Fourth blind spot: I might be underestimating how desperate VCs are
VCs with 2016-2019 vintage funds are now 6-9 years in. Their LPs are demanding distributions.
They might force portfolio companies to IPO or sell at ANY valuation just to return something to LPs.
This desperation could create an M&A wave (Option A) or rushed IPOs (Option B) that I'm not fully pricing in.
MY FINAL BET:
Option C at 70% confidence.
Timeline: By Q4 2026, secondaries become the dominant liquidity mechanism, surpassing IPOs as the primary exit path for VC-backed companies.
The data through November 2025 is clear:
$142B in secondaries through Q3 2025 vs. ~$38B projected full-year IPO volume (3.7x difference)
Goldman + other Wall Street firms have invested $1.5B+ in secondary infrastructure in 2024-2025
81% of unicorns now offering regular secondary windows (up from 41% in 2022)
Secondary discounts narrowed to 19% (from 37% in Q1 2024), nearly matching IPO pricing
Strong companies (Stripe, SpaceX, Databricks, Discord, Canva) choosing secondaries over IPOs
Secondaries solve the liquidity crisis without the downsides of going public.
The infrastructure is being built. The market is maturing. The incentives favor staying private.
But I'm watching these signals that could change my mind:
IPO performance in Q4 2025/Q1 2026: If ServiceTitan, Klarna, and 3+ other IPOs pop 40%+, Option B probability increases to 35%
Secondary market regulation: Any SEC announcement of new rules decreases Option C probability to 50%
M&A approvals: If FTC approves 5+ major tech acquisitions in Q1 2026, Option A probability increases to 30%
LP pressure: If 2+ major endowments publicly exit VC investments in 2026, Option D probability increases to 20%
I'll update my confidence as these signals evolve.
PREDICTION RECAP:
Option A: Fire-Sale M&A Wave (Q2 2026) - 15% probability
Option B: IPO Window Reopens (H1-H2 2026) - 20% probability
Option C: Secondaries Become Primary Exit (Q4 2026) - 70% probability ← My bet
Option D: Extended Fund Lives = New Normal - 10% probability (by default/failure)
Resolution timeline: Q4 2026 (one year from now)
Your turn.
Tell me what I'm missing.
This week's Recap:
→ Monday - How Stripe solved the liquidity crisis with a 32% valuation haircut
→ Tuesday - Reddit waited 20 years to IPO. Here's how they knew the window was opening.
→ Wednesday - Goldman Sachs paid $965M for a secondary market firm. Here's why Wall Street is betting IPOs won't come back.
→ Thursday - Databricks is worth $62B and has never gone public. Here's how they avoided the liquidity trap.
See you next week,
Pavan
P.S. I'm at 70% confidence on Option C. But if 60%+ of you vote for Option B with strong reasoning, I'll seriously reconsider and update my view in Monday's email. Wisdom of crowds often beats individual analysis, especially when the crowd has real skin in the game.