

Getting past the executive assistant: modern strategies for reaching decision-makers means using smart ways to connect with key people in business. In Los Angeles and other large U.S. Cities, executive assistants are the gatekeepers. They are usually the best initial point of contact with frazzled executives.
They route phone calls, filter out emails and shield against untargeted outreach. Now people get in front of decision-makers by leveraging backdoor introductions. They further establish credibility on LinkedIn and show explicit value within the first 1–2 messages.
Others time their outreach for first thing in the morning or the end of the day when assistants may be less vigilant. A bit of home cooking knowledge about the local business scene and time is always appreciated.
The second half of this blog will provide additional practical advice to enable people to overcome these everyday obstacles.
Meet today’s executive assistant. Who is today’s EA exactly? In today’s offices—office buildings in the largest U.S. Cities, such as Los Angeles and New York—the EA has evolved into the bread-and-butter ally. These folks help keep the show running behind the scenes, though! They help manage executive priorities, ensuring that only the most important issues bubble up to the boss’s desk.
Business is changing at a pace never seen before! EAs are consummate professionals, rising to the challenges of moving priorities, unexpected changes, and juggling competing demands—without breaking a sweat or losing their cool.
EAs today do much more than just pick up the phone or schedule a meeting. For those who would seek access to the executive, they are usually the first line of defense. This includes everything from filtering requests, determining what’s most important and in some cases, making decisions on the boss’s behalf.
Many organizations now see their EAs as vital team members who know the company’s goals and keep everyone on track. For instance, a seasoned EA might help set up key meetings with partners or prep the executive with background notes, showing they’re active players in driving business forward.
The contemporary EA maintains a nimble operation. EAs manage all the logistics, prepare documents needed, and troubleshoot issues before they get to the executive. Because of this support, the entire team is able to operate more effectively.
Their strategic judgment to distinguish between issues that matter and issues that can be deferred ensures that leaders are paying attention to strategy, not minutiae. EAs are intentional about linking their everyday work with a broader purpose. Their strategic business impact helps to focus all activity on what is most important to the business.
There’s a whole world that EAs do outside of just admin type work. They require exceptional interpersonal skills, great judgment, and an extraordinary ability to discern what’s most critical.
Their responsibilities are broad, as varied as booking travel or implementing a new employee policy. EAs connect the dots between different teams, support implementation of innovative concepts, and ensure all parties are rowing in the same direction.
Today’s executive assistants (EAs) are much more than the gatekeepers of old. Specifically, they’ve taken on strategic roles to influence the executive branch’s internal operations and external engagement with long-term stakeholders. Collaborating with EAs—as opposed to working around them—is about so much more than just circumventing a locked gate.
It’s a joint effort that’s providing tremendous benefit to both parties. For sales professionals, earning the trust of EAs will result in more productive conversations, shorter meeting times, and more valuable information shared.
EAs have a profound understanding of their firm’s zeitgeist. They monitor what’s important to senior leadership, identify risks, and prevent execs from losing focus on larger objectives. When you prove that you understand their position, you gain access to the key.
EAs can steer you on ideal timing, or alert you to key topics and help you understand what the exec really cares about, above all else. An EA at a large technology firm will know immediately when a product pitch fits into that firm’s quarterly or annual strategic plan. They’ll help you recognize when it’s being buried.
Honor their perspective, and you unlock hard-to-find inside expertise.
To combat this, EAs triage requests based on urgency and alignment with the exec’s agenda. They’re interested in the clear value—will this help my boss or is this just noise? Aligning your ask with their priorities increases your chances of getting a meeting.
If your email or call speaks to a current need, like a new compliance rule or market shift, it stands out. Because EAs rely on experience to identify what’s most important, a no-nonsense, to-the-point, relevant approach will go a long way.
Smart sales pros know to work with EAs as allies. They develop genuine relationships, as opposed to transactional asks. A short phone call, appreciation for their time, or just a thank you letter in return can make a world of difference.
Don’t just go in trying to sell a widget—show how you will benefit them and their superior. When you’re viewed as a resource instead of a distraction, EAs can be your loudest champions within the firm.
In today’s cutthroat business climate, reaching decision-makers requires much more than a cold call or an email blast. Top executives usually depend on executive assistants (EAs) to keep them organized and on-task.
So understanding the best ways to engage EAs is key to success! With conscientious outreach and the cultivation of genuine relationships you will find yourself much closer to the leaders you seek to reach.
The first step is to begin open and honest discussions with EAs. Come with questions, and be prepared to hear what’s important to them.
Raise up learnings on their day-to-day struggles, such as balancing leader priorities or keeping projects moving. Know what they can do thoughtfully.
You’ll be recognized as a partner who’s focused on more than just closing the deal! In the long run, an authentic approach is the best way to make a gatekeeper into a true partner and ally.
LinkedIn in particular is a great tool to quickly get in touch with EAs and decision makers. Retweet or share posts they put out about trends in their industry or tips for holding more productive meetings.
Leave feedback on their posts to begin to get on their radar. These tiny moves go a long way towards building trust and demonstrating that you’re getting out ahead and operating in their universe.
Contact people in your network who are connected to them for warm introductions. When a shared contact vouches for you, EAs are exponentially more likely to respond.
Cultivate your network by providing assistance or connecting leaders with helpful resources.
Craft messages that address the EA’s objectives and substantive worries. Provide examples of their ongoing initiatives or areas of concern.
Demonstrate how your solution will address an existing pain point.
Make unequivocal promises of value delivered. Provide them with easy wins or data-driven solutions that simplify their work.
Provide a clear and simple call to action.
Combine email, phone calls, and social media for the greatest chance of getting them to respond. Track what works so your approach gets more effective every time you go out.
Getting to decision-makers sometimes requires passing through executive assistants (EAs), who control their bosses’ often full calendars and constantly updated priorities. Your ultimate success will depend on your ability to understand when to engage and how to demonstrate urgency and follow-through. You need to understand how to be top of mind without becoming annoying. The right approach can make the difference between a high priority response and being buried in plan.
Timing is everything when you’re engaging. EAs are often more receptive to new requests earlier in the day. This is even more important when meetings start to stack up, or immediately after a series of daily debrief meetings. Many review their schedules at the end of each day, so sending a note late afternoon can help your message land at the top for the next morning.
Watch for company milestones—like a product launch, earnings call, or industry event—since these moments can make executives more open to fresh ideas that fit current needs. Other organizational changes, like new hires or key shifts in leadership, can similarly create opportunities. These events create natural breaks in routine, which can give you a better shot at getting your target noticed.
It’s savvy to convey urgency, but don’t be alarmist. Link your ask to the company’s immediate objectives or the assistant’s short list of priorities. For instance, if you learn they’re working on an upcoming event, propose how your pitch can advance that effort.
Don’t take the bait; maintain professionalism and dignity. This goes a long way in building their trust, and it demonstrates that you respect their judgment.
Establish a realistic follow-up plan—every three business days is reasonable for most. Brief, courteous follow-up messages that summarize your request help convey a sense of urgency without coming across as aggressive or confrontational.
Finally, always thank the EA for their time, and if your ask is not urgent, please let them know. Be courteous of their busy schedules and be flexible when things come up to keep you top of mind—and foster goodwill too.
In today’s corporate environment, getting past an executive assistant (EA) is about much more than just a well-crafted pitch or strategic repeated outreach. It’s about doing the right thing at each stage. In negotiations with EAs and decision-makers, maintaining ethical standards lays the groundwork for long-term trust.
When you stick to what you stand for, even when it’s inconvenient, you build credibility and create an impression that lasts long after you leave the room. This strategy delivers more than immediate victories; it results in stronger connections and a reputation for collaboration within your industry.
It’s true, EAs have real authority within their organizations. They juggle competing schedules, guard their boss’s time like hawks and serve as smart, trusted gatekeepers. Respecting their role is more than just good manners—it’s a signal that you get the lay of the land.
Rather than attempting to work around the EA, work with them. If you do have questions, ask direct questions about how things are being done or what channels are most welcome. Don’t lobby for access or attempt to use the EA as a test.
Developing a positive relationship, in an affable but still professional manner, creates a more collaborative environment, instead of a potentially adversarial one.
First and foremost—be clear about your intent. EAs handle countless requests each day, so clarity helps yours stand out. Be honest about why you are contacting! Maybe it’s an interesting backstory, a product and service launch, or an issue you can help them work through.
Strengthen avoid vague language or unnecessary legalese. Whether it’s a simple agenda or proposed next steps, eliminating ambiguity goes a long way and is a sign of respect for their time.
Avoid Deception at All Costs. Honesty is a must in all discussions. Exaggerating your offer or employing sleight of hand to evade the EA will not only fail but will damage your reputation for years to come.
Building Credibility. Honesty regarding what you have to offer and delivering on your word is how you form genuine credibility. Repairing breaches of trust. Admitting when you get it wrong and owning up to your actions goes a long way.
In the end, the public’s long-term favor is won by those who navigate with integrity, not by those who take the easy way out.
Getting through the executive assistant, or EA, requires more than a killer elevator pitch. One common mistake that many professionals make is ignoring the overall picture and failing to recognize the slight hints that EAs drop. Avoiding common mistakes can help you save time and develop stronger relationships. Here’s a look at some common mistakes and how to avoid them.
EAs Don’t Let Yourself Fall Victim to This Mistake EAs are far more than just gatekeepers. They understand the culture and operations of their business and are most times the gatekeepers who determine which messages make it up to their executive. Fielding EAs as simple note-takers just doesn’t cut it.
For instance, an EA with a firm in Los Angeles might be asked to attend important meetings. Similarly, they could do the executive education on vendor landscape. Treating them with the reverence they deserve can unlock opportunities, whereas blowing them off will slam those doors shut in a hurry.
Generic emails or copy-and-paste phone calls are especially egregious and won’t make it past the first gatekeeper. EAs read hundreds, if not thousands, of pitches. A message that reads like a form letter is almost always dismissed.
Rather, demonstrate that you understand their business and what’s important to them. For example, mentioning a recent development in their company or industry indicates you’ve done some research and adds credibility.
It’s tempting to believe that increasing the number of follow-ups will improve your chances, but going too far with it is counterproductive. Observe how EAs react or respond to you. If their response is that the timing isn’t appropriate, further pressure could damage your prospects.
Conversely, a courteous touch base in your follow-up can remind them of your interest and leave you top-of-mind, without overstepping bounds.
Be mindful of emails, text messages, and social media exchanges. Don’t resort to spammy tactics or just write a long paragraph. Always communicate in the EA’s preferred method—some prefer email, some like phone calls.
A professional tone and specific subject lines go a long way.
Reaching an executive assistant in the U.S. Isn’t just about luck. In short, solid preparation and genuine admiration go a long way. EAs are no slouches, and they can sniff out a bad play in no time. A clear ask, a little common ground, and some straight shooting goes a long way to opening doors. Real value? Now you have my interest. Smart timing goes a long way—don’t bring people in the middle of rush hour, or Monday madness. Often just a very short, very sharp follow-up is enough to turn the tide in your favor. People in L.A. Are savvy to hype, so don’t pull the wool over our eyes — cut the shenanigans and get straight to the point. Be diligent, demonstrate that you’ve done your research, and approach each stage as an opportunity to establish rapport. Looking to get ahead of the competition? Start incorporating these tactics today and show your peers how you’ve come out on top.
Who is the EA in most Los Angeles firms today. They control calendars, triage phone calls, and control crucial communications for decisionmakers, particularly in rapidly paced Los Angeles companies.
Yes. By treating EAs as strategic allies you can unlock a door. Establish trust, display respect, and clarify your request upfront—they hold much sway over executive calendars.
How important is timing when trying to reach decision-makers? As a general rule, avoid Mondays and Fridays in LA. Late mid-mornings on Tuesdays or Wednesdays are often the sweet spot for the most harried of executives.
8 Don’t be condescending or disingenuous. Don’t try to bypass the EA or send a cookie cutter pitch. Don’t be pushy or hard-sell your ask.
Yes, but hold off for a few days. Consider this, and then send a brief, friendly follow-up, reiterating your value. Fifth, be persistent but not pesty. Persistence pays off.
Show integrity in your dealings with EAs. Honor their position and time. Cultivating authentic connections can help you stand out in the cutthroat LA landscape.