Breaking Borders by Kate Isler Book Summary
Breaking Borders, A Remarkable Story of Adventure, Family, and Career Success That Defied All Expectations by Kate Isler
Recommendation
Microsoft veteran Kate Isler’s saga of perseverance and independence proves that every leader’s career trajectory is unique. From humble origins, Isler went from serving fast food to leading global teams for Microsoft and finding her calling advocating for gender parity. Isler distills her diverse experiences into lessons to inspire leaders, entrepreneurs and other women in business. She demonstrates the importance of relationships, finding work-life balance, trusting your vision and bypassing convention when it stands in your way.
Take-Aways
- Glean incremental lessons and small victories from your experiences.
- Turn to negotiation and self-advocacy to navigate uncertainty.
- Strengthen your leadership style by noting what you respect and disrespect in others.
- Women leaders sometimes must bypass convention and move ahead without a template.
- Parenting and relocating for global career opportunities aren’t mutually exclusive.
- When facing adversity, be kind to yourself, so you can show up for others.
- Everyone struggles with life transitions. Your attitude makes the difference.
- Build a community of women to create necessary cultural change.

Breaking Borders Book Summary
Glean incremental lessons and small victories from your experiences.
Kate Isler began her working life with wildly varied early experiences. Coming from a humble background, she was a hotel switchboard operator, a fast food server and a receptionist. Her later professional experiences included becoming a high-ranking Microsoft executive and founding her own river rafting business in Colorado. Throughout, she learned these important lessons.
- Never underestimate yourself – Find strength within. You can accomplish more than you imagine.
- Don’t fear risks – You might not make millions when you launch your first business, but you’ll gain valuable lessons and accrue small victories that make it worthwhile.
- Embrace honesty – Reflect on what you’re actually able to handle and live with, and stick to your resolutions as you embark on your own path.
- Craft your life vision – Decide what your dream life looks like. Then, commit to realizing that vision.
- Study people – Regardless of what roles you take on, you can always learn new things by paying attention to the people around you.
Don’t spend too much time in a role that feels awkward or doesn’t align with your broader goals. When Isler got her first stable job – as an office receptionist – she wasn’t very good at it, and she knew it wasn’t her future path.
“Being a receptionist is somewhat like being an appliance. People knew I was there and counted on my work, but most of the time, I was invisible.â€
Her boss confessed that Isler’s firing was imminent and suggested that she quit before it happened. This experience taught her to trust her intuition. When a role doesn’t feel right, it isn’t right for you.
Turn to negotiation and self-advocacy to navigate uncertainty.
Due to her father’s work as a Holiday Inn manager, Isler moved around a lot as a child and often lived in hotel suites. These frequent moves and upheavals helped her fine-tune her interpersonal skills and become adept at relationship building.
She had to navigate even more uncertainty as an adult, when – having never left North America – she and her husband, Doug Isler, traveled around Southeast Asia as newlyweds. This formative trip taught Isler that she had the personal skills and tools to navigate new contexts and environments.
“Self-advocating is a life skill that everyone should practice. It is easier said than done in many cases, but you will always feel better if you have represented yourself honestly.â€
Isler believes most learning happens when you leave your comfort zone. She experienced this firsthand when she landed a job as an outside salesperson for a Seattle photo lab that was in the midst of an expansion. Isler forged relationships with marketing managers across the city, while creatively identifying new revenue streams. Working in sales taught her negotiation and self-advocacy. In her view, you never need to accept a first offer, because a business transaction always has room for compromise. Negotiating doesn’t need to be an unpleasant, adversarial experience if you approach it as a simple discussion.
Strengthen your leadership style by noting what you respect and disrespect in others.
When you start a new job, familiarize yourself with its existing power structures and hierarchies. Ask questions to gain clarity. Pay attention to good and bad leadership behavior, so you can replicate what you respect and avoid repeating others’ mistakes as you climb your organization’s career ladder.
A job at a marketing agency – where she worked for a boss whose leadership style she didn’t respect – helped Isler refine her views about leadership. Employees liked the boss, but Isler felt he didn’t lead effectively because he avoided difficult conversations. Leaders cannot dodge addressing issues that have a negative impact on their teams.
“Microsoft leadership was young, hungry and aggressive. But they understood that people make mistakes and that, if you give them the opportunity, most competent people will recover, repair and learn quickly.â€
Isler began her two-decade career at Microsoft in 1989. At the time, its business model called for partnering with IBM to develop and sell coding languages and operating systems to developers. Microsoft constantly reorganized itself as Isler worked her way up into a marketing role in which she managed a small team.
Building her team to include field marketing, Isler gained two significant insights about managing people. Just as Microsoft’s leaders gave her permission to make mistakes and learn from them, she extended these learning opportunities to her team. Developing authentic relationships helps motivate people to follow you. Therefore, Isler advises, invest time in getting to know your team members.
Women leaders sometimes must bypass convention and move ahead without a template.
Living the life you envision requires overcoming your fear of doing things differently than your predecessors. Women frequently fail to climb the corporate ladder because they focus on their qualifications instead of their attributes. For example, they often don’t recognize the ways they could become valuable corporate assets in roles that require continuous learning.
Isler bucked convention by aspiring to gain a level of success similar to her male colleagues’ positions and by asking to work in the office of one of Microsoft’s global subsidiaries. This took her first to Dubai, and then to Africa, India and the Middle East (AIME), as Microsoft’s regional marketing manager.
“Women didn’t consider this type of global career as an option. It never occurred to me that I couldn’t do it.â€
Sometimes, being willing to do things differently can be a company’s best asset. The male leaders Microsoft partnered with in the Middle East were caught off guard when Isler announced an important change in the company’s business model. These men were nonplussed precisely because Isler was a woman. They weren’t accustomed to negotiating with a female at such a high corporate level. This unexpected wrinkle gave Microsoft a significant edge as it moved toward more competitive pricing.
Parenting and relocating for global career opportunities aren’t mutually exclusive.
The decision to make a career move is an important life choice that requires you to define success on your own terms. Remember that your home isn’t a physical location – home can be wherever your family is. While convention dictates that an American mother ought to raise her family in the United States, Isler took on another opportunity at Microsoft – to work as a regional marketing director in London – although it required her to spend 75% of her time traveling.
“Home is where the family is, not a location on a map or a building.â€
Isler understood that diversity and gender parity give global teams a competitive edge, so she focused on bringing in more female team members and more members from different cultures – people with strategic ideas and different knowledge foundations. Her commitment to diversity and gender parity was pivotal to her team’s success in opening new Microsoft offices, protecting intellectual property, and introducing new versions of Microsoft Office and Windows.
When facing adversity, be kind to yourself, so you can show up for others.
Sometimes life throws adversity and challenges your way, and you need time to recharge. After gleaning valuable lessons from working abroad, Isler took a job close to home – near Microsoft’s Redmond, Washington, campus – as the international marketing director for Microsoft Press. When the move created difficulties in her marriage, she learned the value of taking time away from her career for self-care and healing.
Returning to work after a break poses its own challenges. When Isler returned to Microsoft, she no longer occupied a role at her former senior level. She had no direct reports and had to share an office. She faced a choice: She could continue to wallow in frustration or choose to improve her situation. Isler remained positive, and managed to transform her job into something more suitable: a marketing position with Microsoft’s team in Eastern Europe. She pivoted by taking time to connect with her colleagues, working in open collaboration areas instead of hiding in a tiny office, tackling projects that enhanced her visibility and meeting new people.
“Giving up is not an option! When you know that you are headed in the right direction, and there are detours or obstacles that set you back, look at them as part of the journey and not a reason to abandon the vision.â€
When you face adversity, treat yourself with compassion and take time to recover. If you don’t take recovery time, you may fail to show up for the colleagues who depend on you or for your loved ones. You may find yourself in a difficult situation with no easy or fast solution. When this happens, focus on grounding yourself in the present and taking things step by step, one day at a time.
Trust yourself if something doesn’t feel right, and don’t hesitate to fight for relationships you view as worth saving. Isler convinced her husband to relocate their family to Munich for her new marketing role. She learned to never take those who support her for granted. Isler acknowledges her husband’s bravery in doing things differently and breaking free of conventional gender roles to be a trailing spouse and their children’s primary caregiver.
Everyone struggles with life transitions. Your attitude makes the difference.
As you build your life experiences, you may face many “almosts.†After Isler left Microsoft, she experienced what she perceived as “a year of almosts.†She almost launched a start-up, almost sold her house and almost got an offer for a big job in California. Despite finally getting her college degree, Isler felt unsure how to navigate this new stage in her life. Life transitions aren’t easy for anyone – Isler’s husband suffered, too, since their children had grown up and left their household, and he was no longer sure of his role.
“Life is a series of twists and turns. My success has come through being open to the possibilities and seeking out situations and people that fill my soul.â€
When life seems dire, and you feel things couldn’t get any worse, choose to have a positive attitude and tackle your challenges with grace, rather than indulging in negative emotions. When she wasn’t working, Isler combated isolation and depression by staying connected to her network of global contacts. This helped her stay relevant in her field and alert to new opportunities.
Build a community of women to create necessary cultural change.
If you’re a female executive, your connections to other women leaders can be crucial, especially if you work in a male-dominated industry like technology. Isler realized she needed to leave Microsoft when a woman leader she admired left the company, and it replaced her with a man who had little respect for Isler’s experience. Too many women opt out when they face challenges, rather than trying harder to create the life of their dreams. Often, women hold limiting beliefs because their culture conditioned them to constrain their visions. Overcoming these limitations is challenging, but it’s necessary if you want to live life on your terms.
“I have once again reinvented myself. This version of me includes being an author, a motivator and a community builder.â€
Isler could have become discouraged searching for a new job, because she encountered many companies with ageist and sexist hiring practices. Instead, she saw an opportunity to reinvent herself. She committed to writing her autobiography and to creating an advocacy campaign, Be Bold Now, a community that dedicates itself to fighting for gender parity.
Today, Isler works to connect women who champion and celebrate one another, instead of seeing each other as competition. Too often, people treat successful women leaders as anomalies or disapprove of them for failing to hew to their expected roles as wives and mothers. People sometimes fail to accept nontraditional family structures, in which men take on domestic responsibilities to support their partners’ careers. Isler exhorts readers to push for cultural change, to change the way business power systems undervalue women, and to help make sure that more women can succeed.
About the Author

Kate Isler is Co-Founder and CEO of TheWMarketplace, an eCommerce platform that promotes women-owned businesses.