I always ask clients who want help with “selling” themselves – whether in print/electronically (e.g. a resume) or in person (an interview) – to pay close attention to what the potential employer is seeking. As obvious and logical a principle as this may be, it is too often violated. A surprisingly large number of people concentrate on what they feel are their strengths without tailoring their resumes at all, and in interviews fail to shape their strengths narrative to the employers’ needs. They are too wrapped up in the presentation of their “brand.”*

How does one go about determining those needs? In many cases, they come from the job description that is posted for any job that is advertised** Unfortunately, in many cases that description is so broad and/or vague that it provides little guidance. For example, a large percentage of published job descriptions mention facility with multi-tasking. What exactly does that mean? Is it literally suggesting that a candidate be able to do two (or three) things simultaneously? Probably not, since that is essentially impossible. It may suggest that the employer is looking for someone who can handle a heavy workload, or short, high-pressure deadlines. Or someone who is going to be reporting to a couple of different bosses. That’s quite a range of possibilities.

Among other frequently listed requirements are: communication skills, interpersonal strengths, and high energy: other overly broad and vague descriptors. So how does a candidate determine what the employer is REALLY looking for? Through smart intelligence gathering.

By smart intelligence gathering, I mean identifying people who are in a position to have a good idea of what set of qualities is truly being sought and then finding ways to connect with them so as to be able to get the real “skinny”. That intelligence gathering, if done properly, will suss out information that may be even more vital than the qualities listed in the job posting, for example information about the organization’s culture (hierarchical? creative? democratic? informal?). Information about the financial health and growth prospects of the organization. And perhaps most important, information about the prospective boss. A micromanager? A tyrant? A perfectionist? A “snake”? Someone on the outs with Management, or a favorite? The more you can find out about your prospective employer and your prospective boss the better you will be able to tailor your “pitch.” And the better you will be able to determine both whether it’s a job you can compete for and, as significantly, whether it’s a job you will like and succeed in.

Perhaps the best tool for this information gathering (other than a close personal inside connection) is LinkedIn, which will allow you to identify current and past employees who will be able to shed light on the true nature of the job (see “A LinkedIn Primer,” my post of……. for a description of exactly how to go about this).

One other valuable source of information – your interviews for the job. Ask smart questions that can help you get a real feel for the organization. Questions like: “What kind of person / personal qualities tend to succeed here? Which lead to failure?” or “If you could change one thing about the organization, what would it be?” Also don’t overlook more quantifiable measures, like the typical workday hours or whether people actually use their vacation time.

In closing, let me say that in the absence of hard information to the contrary you should go with what the posted job description says in tailoring your approach. But understand that there may be a lot more to learn about your liking of, and success in, a job than what appears in the job description.

*A personal brand is of immense value in spreading general word about your availability, and in writing the what I call “generic” resume that you supply in all situations EXCEPT when applying for a specific job. Remember, however, that your brand is meant to have a very specific appeal which may not align closely enough with a desired position’s requirements relative to your competitors.

**Keep in mind that a large number of jobs do not have published descriptions. They may be “advertised” through word of mouth, or created to accommodate a particularly talented future employee.

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If you’re exploring a career change, here’s Jim’s 4-stage process

01

Develop Your Profile

Jim helps you build a concise narrative capturing everything relevant: who you are, what drives you, and where you want to go.

  • Professional history, key experiences, defining traits
  • Core strengths and preferred work environments
  • Salary range, location, company size, and your real decision criteria
  • Your values
02

Identify Promising Options

Jim identifies paths with clarity including responsibilities, entry points, challenges, and genuine trade-offs.

  • Compensation outlook and growth trajectory
  • Transition pathways and entry requirements
  • Key advantages and honest trade-offs of each path
03

Evaluate and Prioritize

Jim assesses each path against your strengths and constraints. A prioritized shortlist formed based on logic and AI feedback.

  • Alignment with strengths, interests, and real constraints
  • Comparison across fit, feasibility, and long-term upside
  • A focused finalist list for real-world validation
  • Conversations with people doing the actual work being considered
  • Research and AI provide validation of choices
04

Getting the Job

Jim ensures that your networking outreach, resume, LinkedIn profile, elevator speech, and interview performance are superior.

  • Network outreach and targeted introductions
  • Independent research and industry trend analysis
  • Informational conversations with people in those roles
01
Jim helps you build a concise narrative capturing everything relevant: who you are, what drives you, and where you want to go.

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Working with Jim was a refreshing and positive experience. As a first-timer to working with a coach, I wasn’t sure what to expect. Jim was spot-on in identifying the primary goals and we achieved them within the four weeks he had predicted. His great demeanor made the process effective and easy. Jim is truly delighted in the progress his clients make. This became clear when seeing the broad smile and satisfaction on his face when he realized we achieved our stated goals and that I had the tools to take the next step in my professional and personal success. He’s a great resource to have.

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I am so incredibly grateful for Jim’s guidance during a challenging career change. His insight, feedback, and support were essential to my success in landing a dream job. From helping me chart a new course and finding a new passion after burning out in a draining career, to coaching me through final interviews, he was with me every step of the way. I cannot recommend him enough!

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Jim Weinstein
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