Connect with us

Success Advice

How to Get Through the Gatekeeper and Connect With Anyone

5 Insider Tips from the assistant to Robert Greene, a 6x NYT bestselling author 



Image Credit: Unsplash

What is a gatekeeper in business?

Think of the bouncer at the door of an upscale restaurant, the muscle sorting out who to let in and who to keep out. Likewise, successful business professionals, politicians, authors and VIPs have someone that is in charge of protecting their time and space, letting in only a few based on certain criteria. You may not be aware of the power they wield, but it would be wise for entrepreneurs seeking contact to take heed of what it takes to get through the gatekeepers. 

Do your research first

Stop, look and listen. Your business could transform when you connect to the right people, so take the time to research your target connection before sending that email. What are their goals, struggles, and to whom have they already granted time? 

Prior to reaching out, spend time on their social media reading current and past content. Review everything on their website and listen to their interviews. 

5 insider tips from a high-profile assistant

1. What not to do

Do not approach with entitlement! While Stanley Goldberg, Robert Greene’s assistant (6x NYT bestselling author with his most recent being The Daily Laws), tries to give people the benefit of the doubt, some requests come in aggressively and cross the line. For example, complaining about the speed of an email response. No one wants to put a person like that through! Persistence is appreciated, but there is a difference between persistence and being demanding, and it’s usually those without big platforms that can be belligerent. If you approach with respect, an assistant will usually respond graciously as they know they are acting by proxy; it’s their boss’s reputation on the line. 

2. Recognize the privilege

An assistant is very careful with their boss’s time. As insiders, they witness the day-to-day diligence of how their boss takes their craft and business seriously. Scheduling, coordinating podcast interviews and appearances, managing social media platforms, and working on getting their boss’s name and business out to as many people as possible is usually part of their job. 

Goldberg is strongly aligned with Greene’s mission of teaching power, mastery, and psychological topics on human nature to the masses and believes that all people can benefit from at least one of Greene’s books. Working with the hope of somehow touching someone’s emotions so that they are prompted to buy one of the books is a very gratifying and privileged part of the job.

If you are a huge fan, say so! Detail what you got out of a VIP’s work, and be respectful in your communication, as that goes a long way in obtaining a possible connection. When asking for time, ask for a short time frame. It could be extended if you get a meeting and it goes well.

3. Provide value 

Who are you? Make sure that you include valuable accomplishments of your own in your email by way of links, a bio, and anything you have had success with, such as a podcast. Gatekeepers often go through it all, as they are looking to include whoever they can on their boss’s schedule. Additionally, many successful people like to pay it forward and help out a smaller podcaster and entrepreneur. While they can’t grant everyone an interview or personal interaction, they hope that people are respectful of that. 

4. Add a personal touch

Be vulnerable! Show that you genuinely care about the person and their work. Your courage in taking a shot at connection is admired by the assistant that knows what it takes to reach out to someone who is more famous and accomplished, trying to get a piece of their time that will mostly benefit you to grow your audience or impact your business.

Additionally, your personal request may not initially seem like the usual interview or connection granted, however if it seems like an unusual and interesting conversation may develop, you could be put on the schedule.

5. Be patient

Many gatekeepers have a lot of respect for the person they are working for as they are up close and personal with them. They are calculated with their boss’s time, making their own work-related interactions concise. When an assistant replies to an email asking you to contact them again in a few months, most do not – so keep trying.

Be confident and go for it. Goldberg says he himself got the job by a stroke of luck. While he had a love of publishing and marketing he was working as a soccer coach in NYC for kids trying to figure out his own direction when he answered a Tweet put out by Daily Stoic, and landed the job coveted by many.

In conclusion

Some additional tips: Use social engagement as well as your own network to get a referral and make a connection that way. Maybe someone you know could connect you. As far as who will benefit from the connection, think about how it will benefit them as well. 

Can you solve a problem for them? Value the gatekeeper, their perspective, and their job. They could end up putting you and your company in a strategic place on the map you could have never otherwise reached.

Esther Fink is an award-winning copywriter with awards from Oprah Magazine, Proctor & Gamble and others. She has a Masters in Organizational Psychology and combines psychology and writing to go viral.

Click to comment

Leave a Reply

Your email address will not be published. Required fields are marked *

Success Advice

The 2-Minute Rule: The Secret to Habit Success

By starting with a small, manageable task, it becomes much easier to build consistency



Image Credit: Unsplash

It’s a given fact that we all want to build habits, goals that we want to achieve, and things that we want to change in our lives. However, on the other side of the coin, it can be hard to sustain motivation and consistency.  (more…)

Continue Reading

Success Advice

20 Ways You Can Become a Powerful Communicator



Emile Steenveld Speaker and Coach

Some people seem to naturally know how to effectively communicate in a group setting. They can express themselves clearly and listen attentively without dominating the conversation.

Being a powerful communicator is important for several reasons, including building and maintaining relationships, achieving goals, resolving conflicts, improving productivity, leading and influencing others, advancing in your career, expressing yourself more confidently and authentically, and improving your mental and emotional well-being. Effective communication is an essential life skill that can benefit you in all aspects of your life.

But, don’t worry if you don’t naturally possess this skill, as effective communication is something that can be developed with practice, planning and preparation.

1.  Listen actively: Practice active listening by giving your full attention to the speaker and responding to what they are saying.


2. Use “I” statements: Speak from your own perspective and avoid placing blame or making accusations.


3. Avoid assumptions: Don’t make assumptions about what the other person is thinking or feeling.


4. Be clear: Express your thoughts and feelings clearly and concisely by getting to the point and avoid using jargon or overly complex language.


5. Show empathy: Show that you understand and care about the other person’s feelings.


6. Offer valuable insights: When speaking in a group, provide a valuable takeaway or actionable item that people can walk away with.


7. Be an active listener: Listen attentively and respond accordingly, incorporating your points into the conversation.


8. Choose the right time: Pick the most opportune time to speak to ensure that you have the group’s attention and can deliver your message without interruption.


9. Be the unifying voice: Step in and unify the group’s thoughts to calm down the discussion and insert your point effectively.


10. Keep responses concise: Keep responses short and to the point to show respect for others’ time.


11. Avoid unnecessary comments: Avoid commenting on everything and only speak when you have something important to say.


12. Cut the fluff: Avoid being long-winded and get straight to the point.


13. Prepare ahead of time: Sort out your points and practice them before speaking in a group.


14. Smile and be positive: Smile and nod along as others speak, to build a positive relationship and be respected when it’s your turn to speak.


15. Take responsibility: Take responsibility for your own actions and feelings.


16. Ask questions: Ask questions to clarify any confusion or misunderstandings.


17. Avoid interrupting: Allow the other person to finish speaking without interruption.


18. Practice active listening: Repeat what the other person said to ensure you have understood correctly.


19. Use your body language too: Use nonverbal cues such as eye contact, facial expressions, and body language to convey your message and build rapport.


20. Be aware of the tone of your voice: it should be calm and assertive, not aggressive or passive.


By keeping these tips in mind, you can improve your communication skills and become a more powerful communicator, which can help you build better relationships, achieve your goals, and lead a more fulfilling life.

I you want to learn how to become more confident in life then you can join my weekly mentorship calls and 40+ online workshops at so you can master your life with more success.

Continue Reading

Success Advice

Dead Men Tell No Tales: How to Navigate a Mutiny as a Leader in 10 Steps

You’re the manager. You’re the supervisor. You’re the leader. But maybe your people don’t see it that way



Image Credit: Unsplash

You’re the manager. You’re the supervisor. You’re the leader. But maybe your people don’t see it that way and perhaps that has created a divisive and adversarial working environment that makes it difficult for you to influence and inspire your team in a way that meets your vision. (more…)

Continue Reading

Success Advice

How to Think Like a CEO for Your Future Success

A blueprint for CEOs to draw a disciplined strategy



Image Credit: Unsplash

Strategic thinking helps CEOs build successful businesses. It helps them establish everlasting enterprises. It is one of the key elements of decision-making. It is different from strategic leadership. It differentiates between leaders from managers.  (more…)

Continue Reading