- As an early graduate fresh from high school, Sunny worked for Allarco Entertainment as a floater (intern), learning the many aspects of running live comedy shows, the live band gigs that would then follow, and the inner workings of the facility itself. Sunny was therefore on hand to assist with small practicalities and errands when SCTV occasionally filmed in the club, affording her some exposure to the original SCTV cast. Sunny's moniker is a revived and shortened version of "Sunshine," which she was called there, having permanently labelled during an impromptu conversation with the club's general manager, Ralph Klimov, and Allarco and ITV founder Dr. Charles Allard.
- 1980-81 was spent ski-bumming in Banff, Alberta, where Sunny became manager of Rocky Sound Records, developing a deal with ASCAP to produce mixed tapes for skiers during the Walkman boom.
- Enrolled at University of Toronto for Philosophy of Psychoanalytic Theory, Literary Studies and Political Science,1982-85; Sunny wrote on a variety of practical and controversial topics, both in and out of class. She was promoted to News Bureau Chief at the on-campus alternative press, "the newspaper", after writing a popular how-to series on entrepreneurship during her first year, then exposing the resident of a neighboring Spadina Avenue manse (viewed from her news office window) as notorious Holocaust Denier Ernst Zündel, causing a public backlash that precipitated successful charges against Zündel in 1983.
- While at university, Sunny also co-founded retailer Zuma Corporation with acclaimed jewelry designed Ken McGrath (Masters of Dreams). The partnership disintegrated in 1986 and Sunny left Zuma, returning to (a version of) her former employers because, "I hate applying for jobs." Sunny was then immediately hired by Second City Entertainment, Old Firehall Productions, largely due to her past experience in Edmonton. A succession of promotions led her to the Operations Manager role by 1987, then, in 1988, to turn down replacing Andy Hickl-Szabo as General Manager of The Second City Toronto during contract negotiations with the show producer.
- One of Sunny's proudest achievements at The Second City had nothing to do with its artistry, but the cast's health (as well as the health of the crew, employees and the audience), when she pushed hard to make the Toronto facility at The Old Firehall on Lombard Street non-smoking. Though less than popular in the boardroom, being seen as risky; Sunny was relentless due to watching the cast suffer on stage. The move was adopted and proved a great success with cast, crew and audiences (circa 1988). Sunny spent the year or so after managing The Second City focused on real estate investing, working for the president of the Toronto Real Estate Board, Ed Hou, at his Danforth Avenue office.
- In December 1989, when on the verge of relocating to rural BC, Sunny first sought IVF information from the medical community at Mount Sinai Hospital in Toronto, where, instead, she was prescribed a daily overdose of chemotherapy as an off-label use of Lupron. The FDA formally censured TAP Pharmaceuticals for promoting this off-label use directly to physicians for the (mis)treatment of endometriosis in March 1990. Sunny only acquired that knowledge during December 1997 - May 1998, through extraordinary means. Saltspring Island acquaintance Kenneth Lamb then referred Sunny to a Crown Prosecutor led her to a recommendation and thus retaining legal representation from Christopher Considine, QC, a descendant of Canada's first Prime Minister, Sir John A. MacDonald.
- Sunny's recovery escalated with knowledge and she delivered a healthy baby boy in Long Beach, California in 2002. (So radical an improvement was this that members of her own family had to be convinced that the boy was not adopted.) With his father, Sunny moved north again in 2005, then renovated and operated a coastal retreat, Discovery Coast Cottage Inn, in Long Beach, Washington, where she also produced the city's largest Sandsations Sandcastle competition in 2006, attracting over 10,000 visitors to the event, nearly doubling prior attendance with elements of showmanship.
- Sunny opened a popular whole foods vegetarian restaurant in Nelson, BC., the alleyway cafe (now All Seasons), in 1991, but sold and relocated to Saltspring Island to focus on recovering from (then) mysteriously complex health problems caused by Lupron. There, naturopathic physician Charles Alsberg was a great resource.
- Sunny eventually became a full-time writer, biographer, ghostwriter and book developer, only returning to the business of show (other than for charity) in 2011, in Portland, Oregon, where she began producing live shows at a variety of venues, most often The Blue Monk and Space Room, Shortly after arriving to Portland in 2011, Sunny booked the first show into a refurbished Star Theatre when it reopened and recalls crossing fingers that the seats would be in place on time. (During the late 1960s and then, again, during 1979-1983, the theater had screened erotic movies, complemented by live strippers onstage, including a teenage Courtney Love. The property was owned for several years by Portland film director Gus Van Sant, until he sold it in 1981.)
In 2011, under the new ownership of Frank Fallace (Dante's), Star Theater's opening act managed to overshadow the building's own historical significance with their own. Sisters June and Jean Millington, with Lee Madeloni (son of famed guitarist Earl Slick and Jean Millington), arrived for their gig in Portland, Oregon - a stop on their "Fanny" reunion tour, after another promoter had failed to confirm their booking elsewhere. Though time had been painfully short, Sunny could not refuse to help the iconic band when June Millington asked, recalling them rocking "Charity Ball" on The Sonny & Cher Comedy Hour as a child. (Cher, too, had, no doubt been influenced by the performance, stating to guest Phyllis Diller, "It's strange to see a girl act like that, but I liked them. They're really good.") Sunny heeded the immortal words of one of her top musical idols, David Bowie, in Rolling Stone (1999), "One of the most important female bands in American rock has been buried without a trace. And that is Fanny. They were one of the finest... rock bands of their time, in about 1973. They were extraordinary... they're as important as anybody else who's ever been, ever; it just wasn't their time. Revivify Fanny. And I will feel that my work is done."
In 2013, Sunny was tapped to write and direct a short film by a Fun Today Film challenge in 2013 and became hooked on the medium.
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