Pick’em Articles: Strategy Tips To Help Win Your Pool

Featured Articles

Week 1 Football Pick'em Contest Strategy & Advice (2026)

by Jason Lisk - Sep 7, 2026

Expert tips and picks for Week 1 football pick’em contests, where the majority of the matchups in 2026 have a spread of a field goal or less.

Pick'em Strategy Guide: How To Win Football Pick'em & Confidence Pools

by Jason Lisk - May 27, 2026

Our strategy guide for winning football pick'em pools walks you through key topics and insights that maximize your edge.

Case Study: What Do Winning Football Pick’em Entries Actually Look Like?

by Jason Lisk - May 26, 2026

We separate fact from fiction by looking at how our subscriber entries that finished first in pools performed through the season.

Follow the Money: Pick'em Strategy for Pools With Weekly and Season-Long Prizes

by Jason Lisk - May 23, 2026

Some pools give prizes for both season-long and weekly results. How do you decide which strategy to use in those kind of pools?

Confidence Points, Spread Pools, Game Winners — How Each Pick'em Format Changes Strategy

by Jason Lisk - May 21, 2026

If you want to win a pool, it's important to know all the different scoring rules. We go through some common ones.

What's a Good NFL Tiebreaker Score for Football Pick'em Pools?

by Jason Lisk - May 16, 2026

We list a table of common NFL scores for your pick'em pool tiebreaker consideration, and review some factors to consider.

Pick’em Pool Strategy

Pick'em Strategy Guide: How To Win Football Pick'em & Confidence Pools

by Jason Lisk - May 27, 2026

Our strategy guide for winning football pick'em pools walks you through key topics and insights that maximize your edge.

Case Study: What Do Winning Football Pick’em Entries Actually Look Like?

by Jason Lisk - May 26, 2026

We separate fact from fiction by looking at how our subscriber entries that finished first in pools performed through the season.

The Pick'em Strategy That Wins the Week vs. The One That Wins the Season

by Jason Lisk - May 24, 2026

Your strategy should be different depending on if you are in a weekly contest or one that goes all season.

Follow the Money: Pick'em Strategy for Pools With Weekly and Season-Long Prizes

by Jason Lisk - May 23, 2026

Some pools give prizes for both season-long and weekly results. How do you decide which strategy to use in those kind of pools?

Small Pool or Large Pool? Your Pick'em Strategy Should Be Completely Different

by Jason Lisk - May 23, 2026

Pool size can have a big impact on how you should make picks, and can also affect things like your likelihood of winning.

Confidence Points, Spread Pools, Game Winners — How Each Pick'em Format Changes Strategy

by Jason Lisk - May 21, 2026

If you want to win a pool, it's important to know all the different scoring rules. We go through some common ones.

Why Your Gut Is Losing You Pick'em Pools — And What to Use Instead

by Jason Lisk - May 21, 2026

If you want to win pools, you have to pick winners correctly and have a solid plan to avoid just going with your gut.

The Overlooked Edge in Sports: Why Football Pools Reward Smart Players

by Jason Lisk - May 20, 2026

Pick'em pools present a good value opportunity for those who are willing to enter them, for a lot of different reasons.

What's a Good NFL Tiebreaker Score for Football Pick'em Pools?

by Jason Lisk - May 16, 2026

We list a table of common NFL scores for your pick'em pool tiebreaker consideration, and review some factors to consider.

How to Win Your Pick'em Pool When You're Ahead or Behind Late in the Season

by Jason Lisk - May 16, 2026

In season-long pools, you may need to adjust your strategy as the year goes on. We go through some key considerations.

How to Win NFL Playoffs Pick'em Pools

by Jason Lisk - Jan 5, 2026

We break down some strategies for winning your NFL Playoff Pick'em & Spread Pools, whether they involve pools that continue from the season or start fresh.

2026 Pick Analysis

Week 1 Football Pick'em Contest Strategy & Advice (2026)

by Jason Lisk - Sep 7, 2026

Expert tips and picks for Week 1 football pick’em contests, where the majority of the matchups in 2026 have a spread of a field goal or less.