Scott Kveton has spent five years building Urban Airship into one of Portland's leading technology companies, emerging as perhaps the single most visible figure in Portland's ongoing tech renaissance.

Timeline of events

A chronology of events in sexual assault accusations against Scott Kveton, based on police reports and other public records:

2008

: Scott Kveton and his accuser meet online, according to subsequent police reports, and begin a sexual relationship while both are married to other people.

2009

: Kveton's marriage and his accuser's marriage fall apart. Divorce proceedings begin for both; Kveton co-founds Urban Airship.

February 21, 2010

: Kveton and his accuser are no longer seeing each other, but after she has too much to drink on a night out Kveton offers to pick her up and let her sleep on his couch, according to a subsequent police report. She later alleges to Beaverton police that Kveton sexually assaulted her at his home in the early morning hours.

April 25, 2010

: The woman reports the alleged rape to Beaverton police but declines to press charges.

April 27, 2010

: The woman files for and receives a restraining order against Kveton He retains a lawyer, appeals and she rescinds it, agreeing instead to an out-of-court civil no-contact order.

August 27, 2011

: During a period in which the couple were again dating, the woman alleges Kveton broke into her home in North Plains, hid in a closet and jumped out unexpectedly. She told police he tied her wrists and removed her clothes, but stopped as she threatened to notify authorities. She later told police that another more sexual attack occurred "several days later" at Kveton's home in Portland.

Dec. 24, 2011

: Kveton and the woman break up again.

Dec. 29, 2011

: The woman calls North Plains police and the Washington County Sheriff's Office to report the alleged August attack at her home. Washington County deputies interview the woman about her complaint.

January 6, 2012

: North Plains police interview the woman about her complaint.

January 24, 2012

: North Plains police interview Kveton, who denies the attack.

March 28, 2012

: A Washington County deputy district attorney notifies police she will not prosecute the case against Kveton, noting difficulties in proving the case and perceived lack of cooperation from the woman.

August and October 2012

: The woman alleges at least three other assaults in Portland. Specifics are unclear; Portland police decline to release details during their investigation. There is apparently one other allegation from an alleged incident in 2013.

March 10, 2014

: Woman meets with Portland police to detail her complaints against Kveton. Investigation remains open.

Nearly that entire time, he's been quietly fighting a series of sexual assault allegations stemming from a troubled relationship with a former girlfriend.

Portland police are now three months into an investigation of fresh claims from the woman, who says Kveton assaulted her in 2012 and 2013.

Those accusations follow two similar allegations the woman reported to police in Beaverton in 2010 and North Plains in 2011. Prosecutors declined to charge him and none of the accusations have been reported publicly until now.

The Oregonian has contacted Kveton numerous times since January seeking comment. He has not responded. Kveton has retained prominent Portland criminal defense attorney Stephen Houze, who declined comment Tuesday.

"I am not going to make a comment on the matter as it is a current, pending investigation," he said. Urban Airship did not respond to a request for comment Tuesday. (Update: The company did comment Wednesday, and Houze elaborated on his initial comment.)

Police records and hundreds of pages of texts, emails and online chats provided by Kveton's accuser to police and The Oregonian show that the pair had a highly physical relationship, which they once likened to the role-playing couple in the hit erotica novel "50 Shades of Gray." They pushed each other's boundaries - too far, she told him in numerous emails and texts.

The Oregonian is not identifying the woman because she claims to be a victim of sexual assault.

It's a complicated case and a complicated relationship. Kveton and his accuser kept returning to one another, year after year, despite the police reports and court filings and allegations.

All the while, Kveton's career was soaring.

Urban Airship developed a national profile and raised nearly $50 million from backers including Intel and Verizon. Just last week, Forbes hailed "Scott Kveton's Urban Airship" as emblematic of a new breed of marketing technology focused on mobile computing.

A boisterous figure, preppy dresser and unabashedly ambitious entrepreneur, Kveton and his company have been held up as symbols of economic opportunity during visits from U.S. Sen. Ron Wyden, U.S. Rep. Earl Blumenauer and House Minority Leader Nancy Pelosi.

His entrepreneurial hunger for risk extended to his private life, according to emails and texts provided to The Oregonian by Kveton's accuser.

Messages to her appear to acknowledge that Kveton crossed a line without saying specifically how. They also suggest he videotaped her in sex acts without her consent.

Separately, messages from a Kveton email account appear to show him seeking other women on dating web sites and Craigslist to participate in role-playing sex games.

Though initially using the online name Gideon Matthews, the author started signing his messages with "Scott" within minutes of meeting three women online. The emails included pictures of Kveton.

Courting one woman with the online identity "Goldilocks," a Gideon email offered Kveton's cell phone number. Later, he pointed out that he'd made the front page of The Oregonian on a day in November 2011 when Urban Airship announced a major funding round.

Another Gideon email to Goldilocks says he engaged in sex acts in a Portland swingers venue called Club Sesso.

"A successful business owner and 'man about town,'" she responded, "how do you put on a show at Sesso without someone you know running into you there and blogging about it?"

"Yeah," Gideon wrote back, "it's certainly a risk but Portland and the people that go to that club just aren't that uptight I think. Again, the risk is sometimes the reward. :-)"

Beaverton allegation

Urban Airship emerged in 2009 as a collaboration between Kveton and a small group of friends working in surplus space in Wieden+Kennedy's Pearl District office.

The company enables mobile apps to send "push notifications" that alert smartphone users to breaking news, sports updates or progress in ongoing video games. The business has built a national profile and a client roster that includes ESPN, FOX, Walgreens and many others. The company employs about 150, more than 100 of them at its glossy Northwest Portland headquarters.

Previously, Kveton had served as associate director Oregon State University's Open Source Lab and later as interim director of the Software Association of Oregon.

As Urban Airship's CEO, Kveton has assumed a leading role in Oregon tech - advocating for the community, mentoring aspiring entrepreneurs and building political ties. The Oregon Entrepreneurs Network gave Kveton its individual achievement award in 2012.

Yet as Kveton gained prominence, police reports and court records obtained by The Oregonian through public records requests show that Kveton, now 40, has been simultaneously fighting the 34-year-old woman's assault accusations.

Police reports paint a complex picture of an on-again, off-again relationship between them.

The relationship began in 2008, the year before Urban Airship launched, and stretched over five years into 2013. Kveton's accuser told detectives that she met him online and that they began a sexual relationship at a time when both were married to other people, according to a Beaverton police report.

She told police she worked for a time as a nanny for Kveton's family, and that he later moved into her North Plains home for about four months when each was going through a divorce.

The first accusation involves an early Monday morning in February 2010, shortly after Kveton had moved out of the woman's home. Later describing the incident to Beaverton police, the woman told an officer that she called Kveton for a ride from a bar after a Sunday night out.

They returned to Kveton's home, she said, and she went to sleep on a couch while Kveton slept upstairs. At some point, she told police, he texted to ask her to join him. When she declined, she said, Kveton came downstairs and raped her. She told police she left his home shortly afterward.

In the days following that alleged assault, emails flew back and forth in what appeared to be an attempt to repair what each describes as a moment in their relationship that went terribly wrong.

"Believe me, the concept of not having you in my life absolutely and utterly makes my heart ache," according to an email from Kveton's personal account. "... and I can't believe how I treated you the other night ... I just felt so betrayed and hurt that night with all of the things you were saying ... that doesn't justify it whatsoever ... I'm just hurt and for some reason I took it out on you in that awful way,"

A subsequent email the same day included an apology.

The emails continued over several days, as the woman made it clear she was still angry.

"I don't know what to say about Sunday that hasn't already been said," read another email from Kveton's account. "I know it was awful but we've always had that power differential. Maybe it was never healthy? I just don't know and wish I could take Sunday back."

Two days later, another e-mail from Kveton's account offered a different perspective:

"I think we did have a different memory ... I was not intoxicated and you were ... I can remember you saying no in the past ... many, many, many times in fact and actually enjoying it all the same ... I seem to think I even have video of it. That's neither here nor there however ... it was awful and I know it."

They broke up in April 2010 and she then made her allegations to Beaverton police. When she reported the incident, the woman told police she had received a string of profane text messages from Kveton. Police reports indicate that an officer saw additional texts that arrived while the officer was interviewing the woman.

Urban Airship is among the most prominent of Oregon technology companies and itas been a regular destination for politicians who herald its innovation and tout the company's economic contribution. CEO Scott Kveton hosted an employee town hall in July 2013 with U.S. Sen. Ron Wyden.

Texts provided to The Oregonian by Kveton's accuser are vulgar and describe photos and videos of her in sex acts. The texts suggest he might post those images online and approach her employer.

The woman told police she did not want to press charges but obtained a restraining order against him. Kveton hired a lawyer who contested the order and wrote a letter to the woman stating "a public hearing with testimony about the relationship may be embarrassing to both parties."

After two months she agreed to dismiss the restraining order. Communication continued and they subsequently resumed their relationship.

They shared mobile devices and email account passwords, she said, periodically sparring when they'd find correspondence with the other's sex partners.

They continued to work on their relationship. In December 2010, an email from Kveton's account discussed his failings, among them that he "took videos of you without consent."

North Plains allegation

A second allegation, from 2011, involves the woman's claims that Kveton hid in her closet and surprised her when she arrived at her home one night in August, the home they had briefly shared while each was going through a divorce. She reported the accusations in December, after another breakup.

According to a report by Washington County Sheriff's deputies, the woman told them Kveton "jumped out of a closet and wrapped his arms around her in a 'bear hug'-like hold. He drug her into her bedroom and then tied her wrists up with some reusable bonding tape."

The police reports reference another alleged attack, "several days later," this time at Kveton's condo in Portland's Pearl District, but don't provide details.

The sexual assault accusations against Urban Airship CEO Scott Kveton emerged this year

his accuser's attorney had with law enforcement agencies and prosecutors.

North Plains police interviewed Kveton in January 2012. He denied hiding in the closet and "grabbing" her, according to a police report, and said they had broken up on Christmas Eve. Washington County prosecutors declined to pursue the case, writing that too much time had passed since the alleged assault to collect physical evidence and noting a perception that the accuser was unwilling to cooperate with police.

In a January 2012 email to a small group of close friends, Kveton wrote about his interview with the North Plains police chief and said his accuser was "a disturbed and vengeful individual."

"She is toxic and these trumped up charges are just an exclamation point on the decision I made last month" to break up with her, according to the email obtained by his accuser.

Six months later, though, he sent another email to his friends -- and this time he included his accuser in the note: "Well everybody it turns out I mis-represented this," the email said, without specifying exactly what he had misrepresented.

"I did some pretty awful (expletive) in my relationship with (his accuser) and I know you're all tired of hearing about this stuff," the email said. "That said, I need to clear her name. You all got to hear MY side of the story and of course that's only half of it. While we both had our moments of 'crazy' throughout our time together you all never heard about MY crazy. I was a jackass and treated her as such."

The woman reported her allegations to Portland police early this year, encouraged by her therapist, to complete "the healing and recovery process for me," according to a letter she sent to Multnomah County prosecutors. Her attorney is also seeking fresh police investigations into the Beaverton and North Plains cases.

She had mentioned a 2011 sexual attack that occurred in Portland to North Plains and Washington County officers. She didn't report it directly to Portland police until this year because she said she was told it already had been forwarded to them.

"In 2011 I was ready to cooperate with police, to protect myself," she wrote, describing what she felt was a cycle of abuse. "I was dismissed, blamed, and discredited by the accused and nothing moved forward. I am stronger now, removed from the cycle for a year, and prepared for full disclosure and cooperation with the investigation."

The woman has made three additional allegations about incidents she says took place in 2012 and 2013. Portland police confirm they are investigating those but won't release details while their inquiry is ongoing.

The woman says she and Kveton have not seen each other in at least a year. Her attorney said he had settlement talks with Kveton's lawyers after she made her complaint in Portland last March, but didn't reach an agreement.

-- Laura Gunderson and Mike Rogoway