Olivia Poole began developing the Jolly Jumper, inspired by seeing Indigenous children being supported and exercised in a U-shaped cradleboard. She likely refined her design through observation and experimentation, drawing on her knowledge of infant development and movement.

Olivia Poole likely spent several years refining her Jolly Jumper design and marketing it locally within her community and surrounding areas. Precise details on this period are still unavailable. She likely used her personal network to generate initial sales and feedback.

More research is needed, but it is reported that Poole formally established a business to manufacture and sell the Jolly Jumper. The specifics regarding the nature of this business establishment, its location, and early operations remain unclear.

The Jolly Jumper gained popularity and became a widely recognized and successful baby product across Canada and internationally. Its design evolved over time to incorporate safety features and accommodate different needs of infants. Research could clarify which specific features of the original design changed and when.