RocketHub Meets Executive Coach Jennine Heller

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"I spend a lot of time asking probing questions. When I was a software engineer, I was really good at testing. I could always sniff out the issues. And in my coaching I rely on the same sense of intuition to identify what's at the heart of a person's challenge. I do a lot of exploring, questioning and I find out where a person may be out of sync with what they say, what they want or how they think they're coming across."

Meet Jennine Heller, entrepreneur, former software engineer and executive and now leadership coach at her own company J Heller Coaching in San Francisco. Jennine enables senior leaders and entrepreneurs in tech to achieve success and fulfillment in their professional lives. RocketHub got a chance to talk with Jennine about her business, work, vision and entrepreneurial goals.

Psychologist vs. business coach

For Jennine, the most essential part of coaching business leaders is that the clients need to know that they can be completely open and honest with her. She really wants to get to know the client and understand what makes them tick. Understand them as a whole person, what's working, what's not working and have no expectations or judgment about the clients. "For high achievers, who are used to succeeding and measuring up and always having to have the right answers, this neutral, open-minded approach can be very liberating."

Jennine confirms it entirely depends on the person, if he or she able to open up to her. "Some people come in ready to go. All they want is to just start getting into what's inside there. Others can be much more guarded. I think of them as a tough nut to crack. It can take a while before they're ready to open up." It almost seems like Jennine is more of a psychologist than a business coach. A comparison she doesn't draw herself. "A psychologist spends a lot of time figuring out why you are the way you are. A coach is very forward-oriented. All I need to know is your point of view on the world and then we move forward from there." She adds: "I don't think my clients are confusing me for a psychologist. They're looking for a business coach, they're looking for practical results."

Balance makes it fun

During her career Jennine has worked at a number of startups, as well as large technology companies, including Hewlett-Packard and Digital Equipment Corporation. "You know, when you come from the same environment and background as your clients, there's a sort of instant recognition that you have for each other. My work experience contributes to that sense of familiarity and trust."

Being an entrepreneur herself is an essential part for Jennine in her work as a business coach. She's a business coach and entrepreneur at the same time. She says combining both parts of the business is challenging and fun. "On the one hand you're guiding and helping people. On the other hand you're running your own business. My background initially was very technical. Later I moved into management roles where I spent most of my career. So running a business is something I love to do. Then there's the coaching work with the clients which is completely different. I absolutely love that variety."

Become the leader

Jennine helps entrepreneurs by relying on her own experiences facing challenges her clients come across now. "I draw on my formal training as a business coach and my professional background in the tech world. And at the same time I learn a lot from my clients themselves. Every time I coach somebody, I learn something new. They come up with the most creative, amazing things and sometimes that just surprises me. It's like, well, they really know themselves and they really know what it is that they need to do to transform their own behavior."

As a coach, it turns out you always have to be open for opportunities to learn yourself. "One of the basic principles of being a coach is to really stand back and be neutral. You should be wholly listening all the time. Not only does it help you in your own understanding of people, but it's a gift you give to your client as well. It allows them to completely explore what they need to do." An example of the most interesting result Jennine booked during her work was a hardware engineer who ended up as president of a company. "He was very reluctant to step in as a leader. He kept thinking, 'Maybe I need to hire a different person to come in and be president.' But our work has allowed him to find his value and identity in the role, and now he's a really energetic step-up leader. Even the revenues rose. It's all because he decided to be a leader and take charge of the business in all its aspects."

She explains that when you decide you want to be a leader, you can. But what are the tricks to become one? “You need to start from a place of self-awareness and self-acceptance. I find a lot of people with what they call 'Impostor syndrome'. Where they think, 'I can't be a leader. It's just me, someone is going to find out that I'm just completely faking it.' She adds: "Figure out who you are and be comfortable with it. Only then you can really begin working from a place of honesty and acceptance of yourself."

"The higher you get on the corporate ladder, the smarter all of your peers are and as you look across at others you could start to feel like 'this is a club I don't belong to'. 'All those people have their act together and I just got here sort of by some hard work and luck'. The reality is that everybody gets there on their own path. Nobody has it together more than anybody else. If you can really understand what your strengths and weaknesses are, you can successfully work from there."

Keep on pushing

Jennine emphasizes it's absolutely essential to embrace self-awareness and figure out who you are. "But that can be tough for some people." She adds: "I've seen people who just really enjoy the process and they can't wait to get into it. Others have some resistance. It depends on who you are, whether you're willing to take that on. I think the hardest part is really committing to changing reactions, attitude and behavior. The whole point of coaching is that it has to lead up to something. You're paying me. You said you want this change and now you're not doing it. I care enough about you to hold you to what you said you want, and I'm going to push you. It's really easy for people in an uncomfortable position, to kind of go back and say, 'well, I can't', 'there's a reason' or 'it's too hard'. I don't buy any of that. I push them."

As said, Jennine launched J Heller Leadership Coaching to enable executives, managers and entrepreneurs to achieve success and fulfillment in their professional lives. To what extent is she happy herself? Is J Heller Leadership Coaching the company she has always wanted to start? "I feel like I'm finally in the role I was always meant for. I get to draw on my experience and a lot of aspects of what I love to do. I get to help people succeed. It's the most fulfilling work I've ever done."

How did Jennine make the transition from tech executive to coach? "I got to a point in my career where I felt like I was pretty senior and I was enjoying what I was doing. But it wasn't as fulfilling as it had been in the past. In my last role as a consultant, I noticed that the part I really enjoyed was not the projects and the processes we put in place, but watching my clients themselves transform into these great leaders. That's the coaching piece. Once I realized that, I got really serious about coaching. That's what brought me to where I am right now."