brackt/app/services/draft-email.server.ts

import { eq, and } from "drizzle-orm";
import * as schema from "~/database/schema";
import { sendEmail, wrapInEmailTemplate, emailParagraph, emailButton, escapeHtml } from "~/lib/email.server";
import { calculatePickInfo } from "~/models/draft-utils";
import { logger } from "~/lib/logger";
import type { database } from "~/database/context";

type DraftSlot = { teamId: string; draftOrder: number };

export async function sendOnTheClockEmail(params: {
  seasonId: string;
  currentPickNumber: number;
  totalTeams: number;
  totalPicks: number;
  draftSlots: DraftSlot[];
  db: ReturnType<typeof database>;
}): Promise<void> {
  const { seasonId, currentPickNumber, totalTeams, totalPicks, draftSlots, db } = params;

  if (currentPickNumber > totalPicks) return;

  const { pickInRound } = calculatePickInfo(currentPickNumber, totalTeams);
  const currentSlot = draftSlots.find((s) => s.draftOrder === pickInRound);
  if (!currentSlot) return;

  // Fetch team + owner user
  const team = await db.query.teams.findFirst({
    where: eq(schema.teams.id, currentSlot.teamId),
  });
  if (!team?.ownerId) return;

  const owner = await db.query.users.findFirst({
    where: eq(schema.users.id, team.ownerId as string),
  });
  if (!owner?.email || !owner.draftEmailNotificationsEnabled) return;

  // Safety net: skip if this team has autodraft enabled (their pick will be made automatically)
  const autodraft = await db.query.autodraftSettings.findFirst({
    where: and(
      eq(schema.autodraftSettings.seasonId, seasonId),
      eq(schema.autodraftSettings.teamId, currentSlot.teamId)
    ),
  });
  if (autodraft?.isEnabled) return;

  // Detect consecutive picks (same team picks the very next slot too)
  let isConsecutive = false;
  if (currentPickNumber + 1 <= totalPicks) {
    const { pickInRound: nextPickInRound } = calculatePickInfo(currentPickNumber + 1, totalTeams);
    const nextSlot = draftSlots.find((s) => s.draftOrder === nextPickInRound);
    if (nextSlot?.teamId === currentSlot.teamId) {
      isConsecutive = true;
    }
  }

  // Fetch season + league for context
  const season = await db.query.seasons.findFirst({
    where: eq(schema.seasons.id, seasonId),
  });
  if (!season) return;

  const league = await db.query.leagues.findFirst({
    where: eq(schema.leagues.id, season.leagueId),
  });
  if (!league) return;

  const appUrl = process.env.APP_URL ?? "https://brackt.com";
  const draftUrl = `${appUrl}/leagues/${season.leagueId}/draft/${seasonId}`;
  const leagueName = escapeHtml(league.name);
  const teamName = escapeHtml(team.name);
  const { round } = calculatePickInfo(currentPickNumber, totalTeams);

  let subject: string;
  let preheader: string;
  let bodyHtml: string;

  if (isConsecutive) {
    const { round: round2 } = calculatePickInfo(currentPickNumber + 1, totalTeams);
    subject = `You have back-to-back picks in ${league.name}`;
    preheader = `${team.name} picks twice in a row — head to the draft room!`;
    bodyHtml = `
      ${emailParagraph(`<strong>You're up twice in a row!</strong>`)}
      ${emailParagraph(`<strong>${teamName}</strong> has back-to-back picks (Round ${round} and Round ${round2}) in <strong>${leagueName}</strong>. Head to the draft room to make both picks before time runs out.`)}
      ${emailButton(draftUrl, "Go to Draft Room")}
      ${emailParagraph(`<span style="font-size:13px;color:rgba(255,255,255,0.6);">You're receiving this because you enabled draft email notifications in your account settings.</span>`)}
    `;
  } else {
    subject = `You're on the clock in ${league.name}`;
    preheader = `${team.name} is on the clock — make your pick!`;
    bodyHtml = `
      ${emailParagraph(`<strong>You're on the clock!</strong>`)}
      ${emailParagraph(`<strong>${teamName}</strong> is now on the clock in Round ${round} of <strong>${leagueName}</strong>. Head to the draft room to make your pick before time runs out.`)}
      ${emailButton(draftUrl, "Go to Draft Room")}
      ${emailParagraph(`<span style="font-size:13px;color:rgba(255,255,255,0.6);">You're receiving this because you enabled draft email notifications in your account settings.</span>`)}
    `;
  }

  const { error } = await sendEmail({
    to: owner.email,
    subject,
    html: wrapInEmailTemplate(bodyHtml, preheader),
  });

  if (error) {
    logger.error(`[DraftEmail] Failed to send on-the-clock email to ${owner.email}:`, error);
  }
}