VentureOut: Profiling Kathy Levinson, a pioneer in advocating for women and the LGBT community within the workplace
VentureOut: Kathy Levinson – Highlighting LGBT leaders in business.
Powered by StartOut. Written by David Duran.
In business, it’s not easy to be at the top of your game, or even be a trend setter, but one woman, Kathy Levinson, defied the odds stacked against her, not only as a woman, but as a woman who happens to also be a lesbian and Jewish.
Levinson doesn’t have just one coming out story, as she felt like she spent all her life coming out. During her early 20’s, she officially came out to friends and family, but wasn’t always out in the workplace. While working at Charles Schwab, Levinson met her then partner. When she became pregnant, coworkers automatically assumed the father was the person who ran the company because they believed that was the only way she would be able to be promoted as much as she was. This was her first real encounter of sexism in the workplace.
While at Schwab, Levinson found herself working in the same department as her partner. Her partner was her subordinate. “The head of Human Resources told me we couldn’t work in the same department,” she said. “HR opened the employee handbook to the section about married couples, but we weren’t married.” Levinson knew what the HR person was suggesting but in her first act of creating change, she quickly turned the employee handbook to the health benefits page and made her point very clear. If she and her partner were considered to be “married,” then she should have the opportunity to have the same health benefits as a married couple. As a result of her brave act, Charles Schwab became one of the first companies to offer domestic partner benefits in the workplace. “By doing it the way I did it, it was leading edge at the time and begun my shadow career of creating a workplace that was equal for woman as well as LGBT people,” she said.
Levinson stayed with Schwab for 14 years and held about 10 different high level positions. Her intent after departing was to focus on family and possibly non-profit. Before she could focus on her new life, Levinson received a call from a new company which at the time was called Trade Plus. She agreed to do some consulting work for the company in 1995 and in September of that year, she had her second child. But her starting role at Trade Plus didn’t come without hiccups. While being considered for her position, Levinson was questioned about her family and how she would be able to manage raising children and having an intense travel schedule. “This was another example where I could have laughed or been so offended that I didn’t end up working for them, but instead I took the time to explain to them why I shouldn’t have been asked the question in the first place,” she said. “It was done in a way where in the end, I was still offered the position.” In 1996, she went to work for them full time after a year of consulting and she helped morph the company into what is known today, E*Trade. She helped move the business model from phone trading to internet trading and served as President and COO of the company.
Near the end of her time with E*TRADE was right around the time when Proposition 22 was on the ballot in California. Prop 22 was a law enacted by California voters to restrict marriages to only those between opposite-sex couples. Levinson had been approached to take a leadership role in fighting Prop 22, but what she ultimately decided was to make a significant donation instead to the campaign due to responsibilities to employees and shareholders. The donation was to be kept under wraps until Levinson had time to speak to her CEO at E*TRADE as well as the Board of Directors, but unfortunately, her contribution had been leaked before that opportunity arose. After some major damage control, Levinson felt that it was still the right decision. “I think after that experience, what had been my shadow career was now really becoming my real career, and in the summer of 2000, I left E*TRADE with the intent to do what I had intended to do when I left Schwab,” she said. “My intent now was to focus on philanthropy and activism for women, the LGBT community and Jews.”
Levinson quickly found herself immersed within the Lesbian Equity Foundation, a foundation she helped create. “We spent a lot of time with the name, and the name itself was very strategic,” she said. Levinson is still involved with the foundation and she helps make a number of grants each year to women, the LGBT and Jewish communities. “Sometimes we give grants outside of that range if it’s for educational purposes,” she said. “Even though the organization itself isn’t LGBT centric, we use the opportunity to educate.”
Currently, Levinson is involved with Golden Seeds, an investing group that invests in woman owned or founded companies. As one of the Managing Directors, she seeks out companies that fall within the parameters of what Golden Seeds is looking for. She ultimately invests in some as well as sits on board seats of others. “Women get such a small percentage of venture capital and angel investor money, some 1-4% of the money,” she said. “Much like the corporate world, it just seems like women don’t have as much access to capital and my involvement with Golden Seeds seemed right in line with my personal mission of helping woman in business.”
Since her transition from the corporate world to the startup world, Levinson has actively taken an interest in helping entrepreneurs with funding and advising. Having had worked in big business, she knows and appreciates the major differences from working for someone else versus working for yourself. She hopes to continue to mentor young startups and potentially invest in some through her current position at Golden Seeds and at other organizations. “As a woman and out lesbian, with two decades of experience in the financial services industry, I have a keen understanding of the difficult road that entrepreneurs who are in the ‘other’ category can face in the world of raising capital or even in being treated on a level playing field,” she said. “Learning how to stand proud and confident, while still earning a seat at the proverbial tables of venture capitalists, angel investors, and other key constituents, can be a challenge, particularly for those in start-up mode.”
When it comes to transferable knowledge from her experience in a corporate structure to working with startups, Levinson explained that when you are really small, you don’t really think about the culture you are creating. “In my experience, it gets harder and harder to do the bigger you get, so be really clear about the environment and values you want to create.” She suggests hiring people who have the same values and lead with them. “It’s important to understand the significance of imbuing one’s company with core values very early on in the process, setting the tone for the expectations you have for those who work with, and for yourself.”
Levinson acknowledged her work within the LGBT community but doesn’t admit to feeling recognized. “I am a mom and a wife and I feel blessed that I did really well in my professional career in such that I was able to obtain the financial resources to be able to focus on my family and shadow career,” she said. “My job became my career and my career expanded to my shadow career. I’ve been lucky enough to have jobs that have been exciting, and I learned a lot about what fits with my values, and I have been able to parlay that into different communities that mattered to me.”

Imagine an online platform that can truly create change one person at a time. OutGrade, a new social media rating website is trying to do just that. The site believes in furthering LGBT rights on a local scale by involving both sides of the equation: the users who are members and allies of the LGBT community and local businesses. There are many sites that currently list LGBT-owned businesses, as well as those geared towards the community, but according to founder Travis Lowry, those sites don’t facilitate change because they don’t interface with “straight” businesses by teaching them the value, both fiscally and morally, of supporting LGBT rights. “OutGrade breeds an ecosystem in which homophobic businesses face economic backlash and friendly businesses are rewarded and celebrated,” said Lowry. OutGrade is similar to Yelp which brings accountability to the quality of food at restaurants and creates a competitive environment in which the customer now drives ever increasing quality. “The fiscal punishment is certainly a ‘shtick’ to get businesses to change, but I really do not believe this is going to result in businesses putting on some insincere show of fake friendliness just for the cash,” he said. Instead, he feels they will begin to alter their behavior as a result of economic factors and come to the realization that “LGBT people are just like everyone else: be friendly and accepting to them and they will frequent your business.”
When the site first started, Lowry and his team worked with LGBT activists at Tufts to develop a rating system that determined LGBT friendliness as well as how to make the reviews as fair to the businesses as possible in addition to being helpful to the community. Currently, users can rate their general impression on a scale of -5 to 5 and endorse a business for a series of other factors like friendliness of staff or clientele, and even if they would feel comfortable on a date in the establishment. Users are encouraged to write honest reviews then OutGrade color codes results so places with average ratings on the low-end are a shade of red, neutral are yellow and friendly are green. In addition, they chart the locales for users to see a heat map of friendliness for a local area. “The tight rope we walk right now is creating a series of helpful and actionable variables that are dense and meaningful enough to facilitate change and serve as a viable platform for voicing people’s experiences, while not getting so academic or complex that its unapproachable for users or impenetrable for businesses who may not be super up-to-date on their Queer Theory,” said Lowry. He plans on constantly evolving the variables in efforts to meet the needs of the community and to “dial in the most potent recipes for furthering LGBT rights.”
Booking an artist for an event just got a lot easier and affordable. Hear It Local, a new startup helps facilitate the process of booking your favorite artist or new undiscovered band. The web-based business run by partners Matt Lombardi and Glenn Shope helps event hosts find the perfect musician for their event by featuring video, tracks, social media and other content to showcase the online musician profiles. Currently, the site offers over 3,000 active musicians and bands across twenty U.S. cities. Unlike other booking platforms, they enable event organizers to pre-sell tickets to their live music event, making it easy and affordable for anyone to host a private live music event.
Lombardi and Shope became friends several years ago due to a shared love of live, independent music. The concept of Hear It Local came out of a mutual frustration with the “difficult to navigate” live music scene in San Francisco, according to Lombardi. “When I first moved to the city, I had a really hard time figuring out where to find great local shows and where the local musicians played,” he said. Shope, who’s been a musician for 20 years, agreed and felt perplexed by how inefficient the booking process was for musicians. “Many musicians spend more time trying to get booked than actually playing music,” said Lombardi, “and we launched Hear It Local as a way to streamline live music for fans, promoters and musicians.” The partners listened to users and implemented ideas directly from them as the site grew from a few hundred artists to thousands. The idea behind their Facebook app came directly from their users. “I now feel like Hear It Local has taken on a life of its own,” said Lombardi.

Out and extremely successful entrepreneur, Tina Cannon, 41, is using her knowledge and expertise to help other wannabe entrepreneurs. Cannon, the CEO and co-founder of PetsMD.com, the leading online pet health resource acquired in 2011, is also the co-founder of Book-a-Vet, a B2B veterinary appointment application. In addition to being a featured technology presenter and mentor to numerous startups, she is the Entrepreneur-in-Residence at Texas State University. Cannon also co-founded PreAccelerate, a pre-seed stage startup boot camp, and, after all that, still finds time to guest blog for CBS (BNET.com).
StartOut, who recently opened its newest chapter in Austin, Texas is fortunate to have Cannon on the Austin Steering Committee where she helps in assisting with planning, promotion and logistics for StartOut Austin events. In addition, she speaks about her vast knowledge and experience regarding startups on StartOut panels. Cannon claims the organization has grown her network by connecting her with a number of important contacts and she has even found time to make herself available to mentor young entrepreneurs through StartOut. Her advice to newcomers: “Validate the market, grab kick-ass mentors, follow the agile methodology and start executing!”

New culinary events startup, Kitchit, connects diners directly with local professional chefs who create everything from world-class gastronomic adventures to causal dinner parties. “It brings the quality and ease of restaurant fine dining to private and in-home events,” said Ian Ferguson, CPO and co-founder of Kitchit. Their mission is to create experiences that are “effortless, memorable, and customized.” The handpicked roster of talented chefs ranges from well-known Michelin-starred executive chefs, to celebrity chefs as well as up-and-comers in local restaurants.

Social media users who are ready to break free from their friend and follower silos and reach a relevant group of people easily, now have a new option with Reachably. Reachably is “smarter real-time sharing.” People and companies who want to reach others freely and get more from their sharing, without being contained to only using #hashtags to categorize topics, or @mentions to reach specific individuals are now looking to Reachably for a more efficient manner of communicating socially. “There are billions of us online and sharing daily, yet we don’t have an easy way to reach each other smartly – so we created one,” said founder and CEO, Rick Vidal. Reachably’s “@tags” are the only way to reach whoever you like instantly, whether you need better opinions and recommendations or just want to share with likeminded people who care about what you are posting. “We’ve evolved social sharing from following people to engaging smartly around our tastes, interests, backgrounds and expertise – anything that’s meaningful to you,” said Vidal.
Vidal who is 33, has been married to his pro bono Legal Counsel, Matt Vidal for two and a half years. He came out at the age of 26 during the middle of his MD/MBA program at UPenn. Vidal suggests to other newcomer LGBT entrepreneurs to surround themselves with people that love and challenge them as well as taking the time to reflect often and celebrate every moment of the experience. “Being a founder can be an incredibly lonely experience if you don’t have the right support network, and some founders get trapped feeling like they have no outlet for their stress,” said Vidal, “…they can’t reach out to investors and risk decreasing their confidence; they don’t want to share it with their team and impact their morale and they don’t want to burden family and friends.” He feels having the right support from other entrepreneurs who have shared in that experience and can provide meaningful advice is critical. “I started building this community the moment I started working on Reachable and now enjoy mentoring others that have just embarked down the same path.”
In 1976 after completing degrees at the University of Tennessee, Sue Conley and Peggy Smith took a trip to San Francisco. After landing in San Francisco, both established careers in some of the city’s most famous kitchens.







