Forward-tested through December 31, 2026 · No purchase required

$10,000 Portfolio Boss AI Trading Challenge

Use machine learning to build the strongest 10-strategy portfolio you can… then lock it in, climb the leaderboard, and battle for cash prizes and bragging rights.

Start Your Entry Get Free Portfolio Boss Evo
$13,500Total cash prizes
One locked entryNo edits. No do-overs.
10+ strategiesBuild a true multi-strategy.
Free entry pathUse Portfolio Boss Evo.
AI Trading Challenge

Live Leaderboard

Judged by Portfolio Boss Score — not raw return alone.

Last updated August 23, 2026 · 10:00 AM ET
Rank Entrant Strategy PB Score Return Max DD
1 Steven S. Hoth_1__SM_Run_One_scrubbed__multi - contest entry 4.22 +4.24% -1.02%
2 Claude Bot Exhibition Claude Bot 3.78 +3.89% -5.55%
3 Robert B. SM1 PB 10K challenge entry PM hat v1 27 Ex-hybrid… 3.60 +3.61% -0.28%
4 Kyrillos A. competition1 1.22 +1.22% -0.33%
5 ChatGPT Bot Exhibition ChatGPT Bot 1.06 +1.07% -1.58%
6 Chris D. Trading Challenge Multi - 7 August 2026 0.56 +0.56% -1.93%
7 Grok Bot Exhibition Grok Bot 0.29 +0.29% -4.21%
8 Gemini Bot Exhibition Gemini Bot 0.09 +0.09% -2.98%
9 Jerry Q. dark pool multi try 1 calb x5 -0.25 -0.25% -0.52%
10 Chris K. 10000 PB AI Trading Challenge -0.37 -0.37% -0.65%
11 Tod M. MULTI_CONTEST -1.31 -1.35% -4.51%
12 Lee A. 20260722 -2.37 -2.42% -4.83%
13 Peter S. Strategy Mill 10 Years Made on 6-24-2026 141-23-14… -4.39 -4.56% -7.53%
Forward-tested through December 31, 2026 Standings refresh every few minutes
Cash prizes

Real money for real forward-tested performance.

Winners are judged by Portfolio Boss Score, not raw return alone, so the strongest strategies need both performance and low volatility.

1st Place
$0

Grand prize for the highest Portfolio Boss Score.

2nd Place
$0

Runner-up prize for the second-highest Portfolio Boss Score.

3rd Place
$0

Third-place prize for a strong multi-strategy result.

How it works

Build it. Lock it. Let the market judge it.

Your strategy starts scoring only after it is submitted, timestamped, accepted, and locked.

1

Build your multi-strategy

Create a multi-strategy containing at least 10 individual strategies with weights totaling 100%.

2

Use eligible instruments

Build on stocks, ADRs, and ETFs, including long ETFs, leveraged ETFs, and inverse ETFs.

3

One official entry

Start your entry with your contact and eligibility details. You’ll upload your locked strategy file on the next step.

4

Track forward results

Performance is measured from after submission through the contest end date: December 31, 2026.

Entry tools

Start free. Use more firepower only if you want it.

Portfolio Boss Evo gives you a no-purchase entry path. Strategy Mill and optional data packs can help speed up research and expand where you look for ideas, but they are not required to enter or win.

Free Portfolio Boss Evo

Use Portfolio Boss Evo to build a qualifying multi-strategy and enter the challenge without purchasing Strategy Mill, Platinum, or any data pack.

Download Free Evo

Optional Strategy Mill workflow

Strategy Mill can make the research process faster by helping you build, filter, review, and combine strategy candidates across larger symbol lists.

See Strategy Mill
Portfolio Boss Score

Not just raw return.

Raw return can fool you. A strategy can shoot up fast, but painful drawdowns can make it hard to trade in the real world.

PB Score = Contest Return × √((100 − Max Drawdown) × 0.01)
Contest ReturnThe raw return from the time your strategy is submitted through the end of the contest.
Max DrawdownThe largest peak-to-valley decline during that same contest period.
Contest rules

Clear rules. Locked submissions. No hindsight.

Each entry must follow the contest requirements below. Once submitted and accepted, the strategy is locked and cannot be edited, replaced, or resubmitted.

✓

One submission per person

Each member may submit only one official contest entry.

✓

At least 10 strategies

Each entry must include a minimum of 10 individual strategies.

✓

Weights total 100%

The multi-strategy weights must add up to exactly 100%.

✓

Stocks, ADRs, and ETFs

Stocks and ADRs must have a market cap of at least $1 billion. ETFs may include long, leveraged, and inverse ETFs.

✓

Limit order setting

The “Limit Order Must Be Exceeded” setting must be enabled in Portfolio Boss.

✓

Locked after submission

No edits, no do-overs, and no changing the rules after the fact.

Why the $1 billion market cap rule?

For stocks and ADRs, it keeps the contest from becoming a penny-stock fantasy contest where tiny, illiquid names can create backtests that look good on paper but are difficult to trade in the real world.

Why require the limit price to be exceeded?

In real trading, a touched limit price does not guarantee a fill. Requiring the limit price to be exceeded helps make testing more realistic and reduces the chance of inflated results.

Official entry form

Start your contest entry.

Enter your contact and eligibility details below. On the next page, you’ll be able to upload your exported Portfolio Boss multi-strategy file when you’re ready.

How to enter
1Enter your details
2Build your multi-strategy
3Export from Portfolio Boss
4Upload your locked file
Quick answers

Quick answers before you start.

Here are the most common details to check before you begin your official entry.

Is Strategy Mill required?

No. Portfolio Boss Evo is free and may be used to build a qualifying contest entry. Strategy Mill is optional.

Can ETFs be used?

Yes. Eligible ETF entries may include long ETFs, leveraged ETFs, and inverse ETFs.

When does scoring begin?

Scoring starts only after your strategy file is uploaded, timestamped, accepted, and locked.

Can I submit more than once?

No. Each entrant may submit one official entry. Once accepted and locked, it cannot be edited or replaced.

Press & media inquiries

Covering the Portfolio Boss AI Trading Challenge?

For interviews, founder quotes, screenshots, contest details, or media assets, contact Portfolio Boss and we’ll point you to the right information fast.

Media contact [email protected]
Please include your publication, deadline, and the details you need.
Ready to compete?

Can you build a stronger multi-strategy?

Start with free Portfolio Boss Evo, build a qualifying entry, and lock it in. Strategy Mill is an optional research workflow for users who want faster setup, filtering, review, and combination guidance.

Start Your Entry Get Free Portfolio Boss Evo Get Strategy Mill

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