Father-biking

When I go back to Canada, I want to be able to bike my kids easily (one due January), with them having as much fun as possible - me too.  We should be able to communicate, enjoy or endure the weather together, and I should have to spend as little money as possible, for the sake of peace with the J-wife.  Trailers are not an option: awkward, slow, too far away, and a pair would fight in a double.  Also am looking to make as balanced a load as I can.  I needed to plan this out to avoid redundant purchases, and I am sharing it with the world!  I figure everything on here has decent to good resale value too, and the tandem I may keep forever.  Orange shows what I have to buy.

Not going to share my kids' details with the world, and don't yet know the gender of the second one, so let's call them Ichiro and Jiro.  My wife is a cautious cyclist, and not very big.  She'll just ride her own.

2013 - 2014: City Bike with VO porteur rack
Ichiro 3 - 4: Yepp Maxi baby seat (post mount)
Jiro 1/2 - 1 1/2: n/a
I already have a 'city bike' which I can throw the other items on.

summer 2015 - 2017: City Bike
Ichiro 5 - 7: Burley Piccolo trail-a-bike
Jiro 2 1/2 - 4 1/2: Yepp Maxi baby seat (post mount)

summer 2018-2020: Bike Friday Tandem
Ichiro 8 - 10: tandem stoker (or on own bike)
Jiro 5 1/2 - 7 1/2: Burley Piccolo
Pretty much only the BF tandems, the Co-Motion Periscopes, and the Kidz Tandem can take a very small stoker, but the BF takes apart most easily at the best price, though I wish the smaller stoker could go in the front like the Kidz. Here is a link to a BF 5% discount (5% of a $2K tandem is $100).  This is my only expensive year...

summer 2021-23 - Bike Friday Tandem
Ichiro 11-13 - draft if you like, but you ride your own bike, kid
Jiro 8 1/2 - 10 1/2 - tandem stoker

Then they discover girls, or boys.  Whatever.

It is possible to do the Burley Piccolo first, and Tandem after, and may make better sense.  I think this works out better than trailers, or cargo bikes: although the tandem costs some money it is usable for over a decade, or more if I get my wife on it, and while the children are not adolescent they'll ride it with me.  Tandems also have resale value.