Jeff wants to get a new iPhone (he's using an iPhone 4) but he doesn't wait to pay a lot for data. Leo says to go with Mint Mobile (who is a sponsor on the TWiT Network). It's an MNVO (mobile virtual network operator) and you can pay $300 a year and get 12GB annually. That's a pretty good deal. Another option is Google Fi. It requires one of their phones, but you can pay as you go and it's very affordable. Plus you get access to multiple networks: it's great for international travel.
John wants to get a basic internet that doesn't offer TV or phone or anything else: just basic internet. Leo says that ISPs tend to charge you more for basic internet, vs. one that offers a bundle with phone and TV service. But they are required to offer "dry loop" internet service which may be cheaper than a plan with phone and TV service. Your other option is to use your cell service since it has data anyway. MINT Mobile is a possible solution. They are much more affordable, starting at $15 a month. Ideal, when money is tight.
Jenna is a veteran and she doesn't use her tablet much. She's thinking of selling her tablet and going with a cheap phone and a cheap internet plan. Leo says that's a good plan, especially if she goes with a low-cost data plan with WiFi. T-Mobile has a plan for those over $50. It's pretty cheap. But there's also MINT Mobile, an MVNO that resells phone service from T-Mobile. $15 a month or less, and she can bring her own phone.