Ollie was born and raised on the world of Gideon, a paradise world only comparable to the beauty of the planet Risa, as third of four children of Larda a Mierri Bergmen, the owners of a holiday seaside resort and several hotels on the coast of the southern hemisphere of the planet.
As Ollie grew up, he received private education from tutors and later attended boarding school. His academic performance was consistently above average, though not exceptional. This wasn't due to a lack of ability; psychological tests revealed Ollie to be quite intelligent. The reason was simpler: Ollie was often bored during his education and never felt the need to excel.
Growing up in a Federation-minded family on a core world and in a position of privilege. Ollie never experienced want or scarcity. He didn't develop the mindset that he needed to achieve academically to secure his future. Instead, he lived contentedly in his own world, and not feeling the need to strive for top marks or stand out academically. Nor he know what to do with his life. The family expected him to help his siblings, and eventually take over the family business. Although Ollie enjoyed assisting with organizational tasks at the hotel and resort, he never saw himself pursuing a career in hospitality.
On the morning of April 5, 2385, everything changed. Like everyone else in the Federation, Olli watched in disbelief as images of Mars engulfed in flames. Feeling a sense of personal responsibility to act, he visited the Starfleet Recruiter that day. Instead of waiting years to become an officer through the Academy, Olli decided to enlist right away.
After completing his basic training in late 2385, Ollie was assigned to Starfleet Operations as a supply chain specialist aboard the USS Vancouver. Over the next five years, he embarked on voyages across the entire Alpha Quadrant aboard the Vancouver in supply chain positions. When he was promoted to the rank of Petty Officer III, Starfleet rotated for station service through multiple starbases in the advance operations path. Eventually, he landed back on ship duty onboard the USS Braveheart.
During his four year aboard the Braveheart, Ollie's forgotten dream of becoming an officer was reignited when the ship's captain nominated him for promotion through the enlisted-to-officer commissioning program. He accepted the nomination and dedicated himself to learning the ropes at Starfleet Academy over the next two years, gaining a deep understanding of what it truly entailed to be an officer. He graduated at the lower end of the first quarter of his class.
