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CBS News has an app (free) on most streaming boxes (Apple TV, Roku, Android TV, Amazon Fire TV) that carries most of the CBS News content you are looking for (plus stuff like 60 Minutes Overtime, but not the full 60 Minutes itself), including to Canadians:

https://apps.apple.com/ca/app/cbs-news-live-breaking-news/id334256223#?platform=appleTV

https://channelstore.roku.com/en-ca/details/27536/cbs-news

https://play.google.com/store/apps/details?id=com.treemolabs.apps.cbsnews&hl=en_CA

https://www.amazon.ca/CBS-Interactive-News-Fire-TV/dp/B01MDKA8EH

Most of the major American networks news departments (ABC, NBC, CBS, PBS) plus US news channels like Fox News, MSNBC and CNN put most of their clips up on YouTube in an extremely timely fashion. NBC and PBS put their nightly news brodcasts online, as does the CBC with The National. Live events like rallies, speeches and other incidents often get covered live by many outlets, including Reuters, Global News, the New York Times and the Associated Press. You also get live feeds of channels like Bloomberg, Al Jazeera English and Sky News.

The CBC Gem App and website (https://gem.cbc.ca), after supplying an email address, gives you access to 14 CBC stations across Canada for local news and CBC content for free, and offers CBC News Network for $4.99 monthly:

https://apps.apple.com/ca/app/cbc-gem/id422191503#?platform=appleTV

https://play.google.com/store/apps/details?id=ca.cbc.android.cbctv&hl=en_CA

https://www.amazon.ca/CBC-Gem/dp/B07P9VDPCC

You should also look into getting an over-the-air TV antenna, for local news. A lot of American TV network programming ends up on Canadian OTA networks anyway, primarily CTV/CTV2, City TV and Global... You don't necessarily have to reach the US networks (or pay for tricks like VPN or DNS services) to get the US shows you are looking for.

60 Minutes (and 48 Hours, Dateline NBC, ABC Nightline and 20/20) is carried over-the-air across most of southern and eastern Ontario on CHCH TV, a local Hamilton/Niagara station whose signal is repeated across the province:

https://www.chch.com/schedule/

If you live in the same Ontario region, the otherwise-religious over-the-air TV channel YES TV carries Jeopardy! and Wheel of Fortune:

https://www.yestv.com/tune-in

You may also live close enough to the Canada-US border across the country that you can receive US TV channels over-the-air to get Jeopardy!

(Jeopardy! also recently put their Tournament of Champions Finals on YouTube)

Use a site like rabbitears.info to help you detemine how well you might be able to get stations over-the-air:

https://www.rabbitears.info/searchmap.php

These are largely free services and one-time purchases and outlays (particularly if you supplement the OTA antenna with a device like TabloTV), to the point where a separate $200 yearly ($16.66 monthly, same as Netflix Premium, and cheaper than $19.99 monthly Crave TV + HBO) TSN Direct subscription doesn't look so expensive. Adding a Sportsnet NOW+ subscription adds a TON of NHL content, and between Sportsnet NOW+ and TSN Direct you get every NBA marquee game (including pretty much all the games on TNT and ESPN) and more (particularly games involving Canadian players), all Toronto Raptors games, multiple NHL games every night, the NBA and NHL All-Star Games, NHL Outdoor Classic games and NBA Christmas Day, both entire NBA and NHL Playoffs, and NBA Finals (the Stanley Cup Finals is available on CBC and Sportsnet). This is before even considering packages like NHL Live, NBA League Pass and hacking stuff like paid DNS and VPN services. Many Americans would KILL to be able to subscribe to just the major sports networks in their country standalone, and you can do that in Canada.

yeah, you should easily be able to get the ones in green. (so yeah, 10 it looks like)- BUT - that's assuming there's no buildings or the like impeding your signal.

Also, if you want to get the yellow ones (you may already be able to) - try getting an amplified indoor antenna. (you're on an HDTV right? What kind do you use now?)

I just use this - https://www.amazon.ca/gp/product/B0063705PE/ref=oh_aui_detailpage_o07_s00?ie=UTF8&psc=1

and it works excellent. I get all the channels I'm supposed to... they have an amp'ed version, so you may want to consider that. (also, be sure to test the area - and move the antenna around before finally placing it. Seriously, a couple of feet can make a huge difference! Good luck!)

You can get the same results with an Android Box something like this. http://www.amazon.ca/Matricom-G-Box-Quad-Octo-Android/dp/B00QHLSKOE/ref=sr_1_1?ie=UTF8&qid=1452057760&sr=8-1&keywords=g+box

That's the first one I found on Amazon, I'm sure if you search you can find a bunch. They have Kodi on them and depending on what you install on Kodi, you can basically get whatever you want.

Try youtubing Matricom; oh and try youtubing "The Beast Kodi", It's one of the more interesting package addons for Kodi. You may find that it collects what you need in one spot. You'll want unlimited internet though.

A digital antenna. I posted one from Amazon, but any will do. I've used in the past, and most TVs should easily be able to scan once one of these is plugged in, and then you just change channels with the remote.
https://www.amazon.ca/Antenna-Digital-Amplifier-Booster-Reception/dp/B0776T1B97?ref_=fsclp_pl_dp_1

https://www.amazon.ca/Antenna-Pictek-Digital-Amplified-Booster/dp/B01E6U9BYK/ref=sr_1_1?ie=UTF8&qid=1488098715&sr=8-1&keywords=indoor+antenna

Or something similar. I pick up about 20 channels with it in Toronto for free.

tvfool.com check that out, it will tell you what to expect for channels. as for the antenna, in the GTA you probably get away with

https://www.amazon.ca/Antenna-Pictek-Digital-Amplified-Booster/dp/B01E6U9BYK/

un-amplified

https://www.amazon.ca/Antenna-Pictek-Amplified-Ultra-Thin-Channels/dp/B01E6U9E4C/

just make sure your tv has an astc tuner.

You're not going to like the price, but honestly your best option is to go for an Nvidia Shield TV. It can do everything you're looking for and is, I believe, the only android box that can output Netlifx 4k. Is also the only box so far that can act as its own Plex server. You can install the Hulu and WWE apps on it as well and it has micro SD and USB slots.

The crappy android boxes you've seen for $100 or less are something I would stay away from if you're looking for an all-in-one solution. They may run Kodi just fine, but they won't be licensed properly for Netflix. Instead you'll get a crappy mobile version of Netflix installed, I don't even think you can watch it in HD.

I gave in and sprung for the Shield after trying other cheaper options, including the Nexus Player and I have no regrets. In fact, I want to buy another one. If you had to stay within $100 maybe try to find a Nexus Player (they are discontinued now) or a FireTV.

Waiting for the Canadian classic Pray For Me, Paul Henderson - A movie with Canada against the Soviet Union in hockey, the teen challenge quiz show and a teen Yannick Bisson.

Not on primevideo.com, but you can access it when logged in to Amazon.com: https://www.amazon.com/Man-High-Castle-Season-Official/dp/B01IS2OQ56/

Get a Tablo.

Here are two sources. Your search should turn up more.

https://www.amazon.ca/NVIDIA-SHIELD-Streaming-Media-Player/dp/B01N1NT9Y6

https://www.google.com/search?q=nvidia+shield+canada&biw=1366&bih=638&source=univ&tbm=shop&tbo=u&sa=X&sqi=2&ved=0ahUKEwjOuYO9nuLUAhUT5mMKHbmhBZEQsxgIJQ

I took the infos from the description of their apps:

• Fibe Amazon
  
• Fibe Android
  
• Fibe iOS

Mind if I ask where and how much you paid for NVIDIA SHIELD? It's $229 on Amazon.ca.