import re
from datetime import date, datetime


def parse_flexible_date(value: str | None) -> date | None:
    if not value or not str(value).strip():
        return None
    text = str(value).strip()
    for fmt in ("%Y-%m-%d", "%d/%m/%Y", "%d-%m-%Y", "%d/%m/%y", "%d-%m-%y"):
        try:
            return datetime.strptime(text, fmt).date()
        except ValueError:
            continue
    match = re.search(r"(\d{1,2})[/-](\d{1,2})[/-](\d{2,4})", text)
    if match:
        day, month, year = match.groups()
        if len(year) == 2:
            year = f"20{year}"
        try:
            return date(int(year), int(month), int(day))
        except ValueError:
            return None
    return None