By Steve Fretzin & Jennifer Gillman

Most lawyers wait far too long to take business development seriously. They tell themselves they will focus on it once they are settled, once they make partner, once the workload eases up. The problem is that moment rarely arrives. The longer you wait, the harder it becomes to change direction.

That is why my conversation with Jennifer Gillman matters. Jennifer has lived this from every angle, as a practicing lawyer, as a legal recruiter, and now as the creator of the Happy Rainmaker framework. She has seen firsthand what happens when lawyers build control into their careers, and what happens when they do not.

Stop Caring About the Wrong Opinions

Jennifer shared a quote that should be tattooed on every ambitious lawyer’s brain: what other people think of you is none of your business. Lawyers hold themselves back because they fear judgment. They worry about sounding foolish on LinkedIn, raising their hand to speak, or putting themselves out there before they feel “ready.”

Here is the truth. Most people are not thinking about you nearly as much as you think they are. And the ones who do notice are usually the ones who benefit from your visibility. Silence does not protect you. It keeps you invisible.

Rainmaking Should Start Earlier Than You Think

Jennifer believes business development should start in law school, and she is right. Not because students are landing massive clients, but because the people sitting next to you today become referral sources, in house counsel, and decision makers later. Relationships compound over time.

Keeping in touch with classmates, colleagues, and peers is not networking, it is career insurance. Most lawyers ignore this early, then panic later when they realize they have no pipeline.

Visibility Is a Skill, Not a Personality Trait

Rainmaking is not reserved for extroverts. Some lawyers thrive in rooms full of people. Others prefer writing, publishing, or one on one conversations. Both work. The mistake is assuming there is only one way to be visible.

If you hate networking events, build a presence online. If you enjoy people, show up consistently where your clients and referral partners gather. The key is not personality. It is consistency.

Think We, Not I

Junior lawyers often think they cannot contribute to business development because they do not have clients yet. That is short sighted. Opening doors, making introductions, and bringing senior partners into conversations builds internal goodwill and long term opportunity.

You may not get origination credit today, but you gain experience, trust, and a reputation as someone who understands how firms grow. That matters more than people realize.

Small Actions Compound Faster Than You Expect

Jennifer emphasized something critical. You do not need hours every week to start. Even fifteen or twenty minutes, done consistently, creates momentum. Posting once a week. Sending one follow up. Sharing one useful resource.

Those small actions build habits, confidence, and eventually results. Random effort does not work. Consistent effort does.

The Difference Between a Service Partner and a Rainmaker

The gap between service partners and rainmakers is control. Rainmakers decide which matters come in, who works on them, and how their time is spent. Service partners live inside someone else’s urgency.

That is why business development is not extra work. It is the work that gives you leverage, flexibility, and freedom later.

Jennifer’s Big Mistake

Jennifer shared two mistakes. First, when she practiced law, she did not believe she could become a rainmaker, so she never really tried. Second, she waited too long to start her own company because she doubted her ability to run a business.

Both came from reasonable sounding self doubt. Both cost time.

Her lesson is simple. You do not need permission to start building control into your career. You just need to start.

Closing Thoughts

If you want your career to look different in the next five or ten years, stop waiting to feel ready. Start small. Stay consistent. Worry less about judgment and more about momentum.

Silence is not neutral. In today’s market, it is invisible.


About Jennifer Gillman

Jennifer Gillman is the President and Founder of Gillman Strategic Group, a legal recruiting firm that helps law firm partners find the right fit so they can thrive and enjoy practicing law. A former lawyer, Jennifer spent twelve years in practice before becoming a recruiter. She is known for her candidate focused, confidential, and thoughtful approach to career matchmaking.

Connect with Jennifer Gillman
Website: https://gillmanstrategicgroup.com/
LinkedIn: https://www.linkedin.com/in/jennifer-gillman-law-firm-matchmaker/

For more information about taking your law practice to the next level, please email me directly at steve@fretzin.com.

Steve Fretzin, an expert at legal business development, is the author of four books regarding the topic and is the host of the Be That Lawyer podcast. He has helped hundreds of attorneys across the world dramatically grow their book of business while living a well-balanced life. He can be reached at steve@fretzin.com.

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