https://sketchviz.com/@jfthuong/b45edaba9c41999d82022aa7dd310a6d

My Diagram.dot

digraph unpackAI_progression {
  rankdir="LR";
  graph [fontname = "Handlee"];
  node [fontname = "Handlee"];
  edge [fontname = "Handlee"];

  bgcolor=transparent;

  subgraph cluster_ml {
    label = "*Machine Learning*";
    node [style=filled];
    color=blue
    fontsize = 20;
    ML101 -> ML201 -> ML301;
  }

  subgraph cluster_py {
    label = "*Data Science*";
    node [style=filled];
    color=blue
    fontsize = 20;
    PY101 -> PY201;
  }
  
//   subgraph cluster_pm {
//     label = "*Product Management*";
//     node [style=filled];
//     color=blue
//     fontsize = 20;
//     PM101;
//   }
  
  start -> PY101;
  start -> ML101;
//   start -> PM101;
  
  PY101 -> ML101;
  ML101 -> PY101[style = invis];
//   PY101 -> PM101[style = invis];
  
  PY201 [label="PY201*", fontcolor=lightslategray];
  ML301 [label="ML301*", fontcolor=lightslategray];
//   PM101 [label="PM101*", fontcolor=lightslategray];
  
  start [shape=Mdiamond];
  
  // Caption   
  caption [
      label="* = in progress", 
      shape=square,color=white, 
      fontcolor=lightslategray
  ];
}