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League of LeaguesCommissioner

The League Calendar: Deadlines That Actually Matter

We take the calendar from the rules document, and a handful of dates decide the rest of the year.

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March 17th is printed in bold on our league calendar, but the real decisions get made weeks earlier. Keeper lists are due between fifteen and thirty days before the draft opens, and that window is where championships are won or lost before the first pick is even clocked.

A desk block calendar standing on a pile of printed forms.
A handful of dates in the rules document decide the shape of the year.

Photo: Nesnad, CC BY 4.0 · source file

The Year as Our Rules Print It

The calendar runs in cycles, each one scored across three seasons. A cycle begins with the League of Leagues Draft on March 17th, then rolls through the MLB season, the NFL season, and the NBA season. The highest total after those three seasons takes the title. August brings the Supplemental Snake Draft, a mid-cycle reset for unallocated football and basketball players. Then the next March arrives, and the cycle turns again.

This structure means owners are always managing overlapping timelines. Baseball's daily grind collides with football's weekly spikes while basketball stretches across both. The calendar keeps all three sports in motion simultaneously, with no true offseason where rosters freeze. Our rules treat the year as one continuous contest, scored in full at the end of the NBA Finals.

The March draft is the only live event on the schedule. Everything else—keepers, supplemental selections, roster moves—happens through email or FAAB runs. The calendar is sparse by design, but each line carries weight that compounds through the cycle.

01

The league calendar

The calendar, as the rules document lists it
March 17th, 2018 – League of Leagues Draft
2018 MLB Season
2018 NFL Season
2018-19 NBA Season
August, 2018 – Supplemental Snake Draft

Source: the league rules document. Quoted as written — nothing is paraphrased and nothing is added.

The Deadline Before the Deadline

Keeper lists are the first concrete action each cycle, and they arrive with no fixed date. Our rules allow anywhere from fifteen to thirty days between the keeper deadline and the draft. That flexibility means owners must stay alert. A commissioner who sets the window at fifteen days compresses the decision timeline; one who chooses thirty gives more room for trade talks and cap math.

Each team may keep up to six players across all sports. The constraint sounds generous until you count your assets. A baseball ace, a running back with two years left, a point guard on a rookie deal—six slots fill fast. The keeper deadline forces owners to project value across three sports with different contract structures and aging curves. Baseball's 162-game sample sits beside football's sixteen-game volatility. Decisions made in early March ripple through nine months of competition.

Trading stays fully available during this window, which changes the math. An owner heavy on baseball talent might swap for football futures before locking keepers. Another might dump NBA contracts to clear space for a veteran with one elite season remaining. The fifteen-to-thirty-day window is the only time these moves can reshape keeper lists before they're sealed.

August, and the Players Nobody Drafted

The Supplemental Snake Draft lands each August for players who went undrafted in March. These are the rookies who broke out, the backups who seized starting jobs, the waiver-wire claims that became lineup staples. The draft proceeds by email, with order set by a choice made back in March: besides his forty-nine players, each owner selected his spot in this snake draft during the initial live event.

That selection is easy to forget in the rush of March. Owners focused on filling rosters often punt the supplemental order to the end of their priority list. But August rewards planning. The snake format means position matters. An owner who grabbed the first supplemental pick might land a breakout quarterback; one stuck at the end settles for scraps. The March draft really has fifty decisions, not forty-nine. The fiftieth just doesn't pay off for five months.

The supplemental draft is limited to unallocated football and basketball players. Baseball's deeper rosters and earlier season mean its breakouts are already owned or cost FAAB. The August draft is where football and basketball depth gets redistributed, filling holes before the stretch run.

The Weekly Clock

FAAB runs keep rosters in motion through the cycle. For baseball and basketball, budgets refresh once weekly on Sunday nights. For football, the window opens daily from Thursday through Sunday at 11 a.m. EST. The difference reflects the sports' rhythms. Baseball's marathon tolerates a weekly rhythm; football's compressed schedule demands faster reaction to injury reports and inactive lists.

Rosters are set weekly for baseball and basketball, mirroring the FAAB cadence. Football breaks this pattern because of injuries and byes. An owner who sets a Monday lineup might find his running back inactive by Thursday kickoff. The exception is written into the rules as a practical acknowledgment that sixteen games don't forgive the same way 162 do.

The weekly structure means dead days exist. Monday through Wednesday in baseball and basketball, Tuesday through Wednesday in football—these are roster freeze periods where standings shift but owners wait. The calendar is not continuous motion. It pulses.

Where the Calendar Leaves Gaps

Offseason pickups are not allowed. Our rules shut the door completely between cycles, a harder line than many leagues draw. No winter league stashes, no draft speculation, no roster expansion while sports lie dormant. The prohibition creates clear dead zones on the calendar. December through February for football, April through September for basketball, November through March for baseball—each sport's offseason is a locked door.

Trading stays fully available through these gaps. An owner can remake his foundation in January, swapping football keepers for baseball prospects before either season begins. The calendar permits constant negotiation even when rosters cannot grow. This distinction matters for keeper strategy. A player with no 2018 value—injured, suspended, holding out—can still move in trade if an owner projects 2019 return. The rules allow hope to circulate even when games do not.

The keeper deadline sits at the boundary between these zones. It arrives after offseason trading has reshaped rosters, before the draft reopens player acquisition. For fifteen to thirty days, the league holds its breath. Lists are submitted. Then March 17th prints in bold, and the next cycle begins with its shape already decided.