Do I need I Amsterdam City Card for late May? Family of 6, kids ages 19, 17, 14, 11

The Amsterdam City Card will not help for a trip to Haarlem, as that is by train and not included with the ACC.

My method, and I am not saying it's optimal, is to buy a GVB transport ticket for my time there. That would be 24.50 EUR per person for 96 hour from first usage, but the 11 year old gets a reduction, about 50%. That will cover all public transport in Amsterdam, but not the airport, which you buy separately. You also buy separate r/t tickets to Haarlem. Then any museums pay as you go.

96 hours should cover you for 4 days if your first use is your arrival at Centraal, assuming you are flying in to Schipol. Then it will still be valid going to Centraal for a train to Paris on May 29.

Yeah, its complicated with a big family.

In your case the I Amsterdam Card is no good deal for visiting museums. The Van Gogh Museum is free for the three of your younger children (but they still need a timed reservation, which can be done at their website), and the Jewish Historical Museum comes with half price for them. The Verzetsmuseum (Resistance Museum) offers a family ticket.
The Anne Frank Huis is notorious for tickets selling out quickly. Be behind your computer exactly two months before your intended day of visit!
Realise that Amsterdam is a very compact city and, provided the weather is fine, walking is the best way to explore and enjoy the city. GVB (the municipal transport company) offers a wide range of tickets to get you from your hotel to the city centre.
A return train ticket to Haarlem comes at EUR 9. Just buy it at the station. Don't forget the Teylers Museum: a wonderfully preserved science museum of the late 1700s.

You all have been so helpful!
I'm trying to figure out what tickets I need to in advance. I know Anne Frank. And I reserved Corrie Ten Boom today (already full during one time we wanted!)

1, is it too much to do Anne Frank, Jewish History and Resistance museum? We all love history but they are kids. Do I need to buy JHM and Resistance in advance?
2 Can you recommend a bike tour see windmills? or nearby interesting town/village. Perhaps Giethoorn too far?
3 Please let me know which train tickets I should buy in advance or if you have any recommendations on type of ticket. That part still overwhelms me b/c I'm trying to figure out trains for France & Switzerland too!

Destinations
Canal Tour: Do I need to buy this in advance?
Anne Frank: YES timed entry
Jewish Historical Museum: In advance?
Dutch Resistance Museum: In advance?
Van Gogh Museum: YES timed entry
Corrie Ten Boom: YES timed entry

Train tickets: Do I purchase any of these in advance?
Airport to hotel
getting around Amsterdam for 3 days or just walk? Staying at Chasse Hotel
Round trip to Haarlem & Beach
Nearby Village?
Departure to Main train station to go to Ghent. (I will be going from Ghent to Paris the following day, does that change anything about the ticket I buy from Amsterdam to Ghent?)

1. I'd say that the Anne Frank Huis is sufficient for the darker side of Dutch history. The Jewish History Museum, however, shows the better times of tolerance, especially the mighty Portuguese Synagogue, which is part of the complex. No need to buy a ticket in advance.
2. Giethoorn is too far away. If you're looking for windmills, the easiest trip is to the Zaanse Schans, although it can be crowded. It is a short train ride from Amsterdam Centraal (buy return tickets to Zaandijk Zaanse Schans, from where it is a 15-min walk). Entry to the terrain is free. For the experience of a peaceful historical Dutch city go to Enkhuizen, a former port city with a good open-air museum. One hour from Amsterdam on half-hourly trains.
3. Domestic trains in the Netherlands cannot be reserved. Your ticket is valid on all trains running that day, irrespective of the type (Intercity or all-station Sprinter). For Haarlem and »the beach« buy return tickets to Zandvoort, which is a direct half-hourly train from Amsterdam via Haarlem. You are allowed to break your journey to visit Haarlem. For the international train from Amsterdam to Gent you have the choice between the high-speed Thalys and the Intercity Brussel, both with a change in Antwerpen or Brussel for the domestic train to Gent. The Thalys comes with a compulsory reservation and a considerable discount when bought in advance; the Intercity Brussel has a fixed price and no reservation, giving you more flexibility for the train you want to take that day.

The Amsterdam City Card will not help for a trip to Haarlem.

Not so. The Amsterdam card covers admission to Haarlem's main attractions.

Since this is a family trip have you considered the city Zoo (across the street from the Resistance Museum), and the Microbiology museum next door?
The zoo is the most expensive attraction in the city and the card includes admission, so with just that attraction alone the card pays for it's self.

Other family attractions to consider is the Maritime Museum, Amdm Lookout, and the This is Holland attraction.