Hand Lettering and Calligraphy Services



We have a wide variety of projects available for sale on Etsy. Browse Rudder and Oar products in our online shop!


Use words to make your event beautiful and memorable. Wedding signs or vows, invitation or announcement calligraphy, seating charts and menus are a few examples that I look forward to lettering for your special occasion.

Custom Projects

From creative projects like penning quotes to capturing memories from a vacation, get in touch with your idea and let’s get creating.


From print to packaging, everything is created with intention and love.

Envelope addressing


Can’t Lose



Events / Custom Project

They Broke Bread

Custom Project

Girls’ Hike

Custom Project

Found the one

Custom Project/Greeting Card


Custom Project

Thankful leaves

Custom Project

Smith Adventure

Event / Custom Project


  • Creation

    Rudder and Oar has grown out of a love of letter writing, paper goods and the power of words. Words have the ability to ‘rudder’ us in one direction or another and can give us the forward momentum needed to move, like an ‘oar’ in the water.

  • Inspiration

    Poignant quotes, great literature, conversations with friends or song lyrics fuel the desire to create word based art. Crashing waves, sandy beaches, dipping a paddle into calm lake, tall evergreens, moss covered paths, falling snow and the stillness of a dense forest also serve as inspiration and can be seen weaved into projects.

  • Your Project

    Let’s make all your word dreams come true. Contact me with your special event, words or crazy design ideas and let’s get creating.

  • Let’s Collaborate


I’m Jen Thomas. A West Michigan native living in Boston after a few other stops along the way. I’m the owner and calligrapher here at Rudder and Oar and love all things water, woods and paper goods.

Jen Thomas

Favorite things:

  • Waking up in a tent
  • Water (especially Lake Michigan) and trees
  • Paddling (from the BACK of the canoe)
  • New Adventures (see below)
  • ALL the chips and salsa
  • Morning coffee
  • Library dates

    Current Adventures:

  • Boat Restoration Project

  • Hike the 48 peaks over 4,000 ft in the NH White Mountains

Contact us

We’d love to hear from you.