Can you really build a career making picks on PrizePicks, Underdog Fantasy and other pick’em sites? If you dig around Reddit threads, Discord communities and sharp players posting their ROI data, the answer is yes … but only if you treat it like a business. This guide breaks down the core strategies, tools and lifestyle considerations for turning PrizePicks or Underdog Fantasy into a sustainable income stream.
How to Build a Career on PrizePicks and Underdog Fantasy
Build your bankroll and boost long-term profitability with Portfolio EV. Discover more +EV bets with a FREE TRIAL — visit our Portfolio Betting page today!
Step 1: Understand the Career Path
Making a career on PrizePicks or Underdog Fantasy isn’t about guessing who will play well. It’s about:
- Identifying +EV (positive expected value) picks
- Building mathematically optimized entries
- Managing your bankroll like a pro
- Reacting faster to news and market changes than the average user
- Using data tools and Discord groups to stay sharp
This is not “easy money,” but it is possible with discipline, volume and edge.
Step 2: Use Data to Find +EV Picks
Every successful PrizePicks or Underdog Fantasy career starts with finding +EV plays, aka picks that win more often than the implied odds.
There are two primary methods:
1. Projection-Based Strategy: Compare PrizePicks app projections to trusted fantasy projections. If your model says a quarterback should pass for 280 yards but the PrizePicks number is 245.5, that’s a play.
2. Market-Based Strategy: Cross-reference Underdog Fantasy projections with sportsbook odds. If a player is -140 to go over on sportsbooks but Underdog offers that same number at -122 implied odds, that’s a value spot.
Claim Your FREE Month of Portfolio EV
Unlock a full month of our premium betting tool just by signing up with a sportsbook promo.
- Choose a promo
- Deposit & place your first bet
- Send us proof at support@oddsshopper.com (welcome email + first bet screenshot)
Step 3: Pick the Right Entry Format
The PrizePicks app and Underdog Fantasy payout structures reward longer parlays.
- 5- and 6-pick entries offer the best ROI if you can maintain a high win rate.
- 3-pick entries are lower variance and preferred by many pros.
- 2-pick entries look safe, but the implied odds are worse. Most sharp users avoid them.
Discord groups like Tails By OddsShopper often share breakdowns of the best leg structures each week.
Step 4: Master Bankroll Management
Most players fail because they overbet.
✅ Stick to 1% to 2% of your bankroll per entry
✅ Diversify your picks to avoid correlated losses
✅ Don’t chase losses, as variance is part of the game
✅ Use deposit and loss limits built into the PrizePicks app if you feel tilted
Want a real-world system? Top cappers recommend using unit tracking spreadsheets to monitor performance and identify leaks.
Step 5: Leverage the Right Tools
You won’t survive with vibes and stat lines alone. The best Underdog Fantasy and PrizePicks players rely on:
- OddsShopper’s market-based EV tools
- Player prop trends data
- Projections comparison tools
- PrizePicks and Underdog optimizers
- Bet tracking
PrizePicks Discord servers and Reddit megathreads frequently post tool discounts and usage tips.
Step 6: Know the Legal and Tax Rules
Even if it’s a DFS platform, your winnings are taxable. Expect a 1099 form if you profit $600 or more in a year.
Other legal notes:
- You must be in a legal PrizePicks state to use the PrizePicks app.
- No multi-accounting, as this violates Underdog Fantasy’s terms.
- Always track your entries and withdrawals. Many pros use Google Sheets or bankroll trackers.
Step 7: Set Realistic Career Goals
Let’s be blunt: Most users lose money. But if you can hit 56% to 60% win rates on 5-pick entries, you can make real money over time.
Expected earnings for full-time sharps:
- $10,000/month in entries × 7% ROI = $700/month
- Scale up to $50,000/month in entries, and you’re in the $3,000–$4K profit range
It takes volume, edge and patience. Most pros also scale across multiple pick’em sites (e.g. PrizePicks, Underdog Fantasy, Sleeper, Boom, Betr).
Bonus: Where to Learn More
- PrizePicks Reddit: r/dfsports and r/sportsbook have daily +EV threads.
- PrizePicks Discords: Join cappers’ Discords on Tails to get daily picks and tips.
- Underdog Fantasy careers are also discussed in niche DFS podcasts and YouTube breakdowns.
Final Thoughts
You can build a legitimate career with PrizePicks and Underdog Fantasy, but only if you treat it like a business. That means data over gut, bankroll rules over ego and long-term thinking over chasing hits.
The PrizePicks app is a tool. Used wisely with +EV strategies and the right community, you can build a profitable side hustle or even a full-time gig.
Think you have what it takes? Apply to become a Tails capper today!
