Trying to Help Someone You Love

A not insignificant proportion of people who reach out to me do so because they’re hoping I’ll be able to help someone they care about deeply. A son in his twenties who’s not engaged in life, with a low-skill, low-paying, dead end job. A husband who’s depressed because he’s failed at finding, or doesn’t know how to find, work that will bring in more money. A best friend who’s in a rut.

Over the years I’ve listened to hundreds of stories about the failure of loved ones to thrive, and I would diligently answer the questions posed by the well-intentioned father, mother, wife, or (rarely) husband about the kind of guidance I offer. But I’ve recently put the brakes on doing so. I now tell them that unless the person they want to help is fully on board with receiving the help, the offer isn’t going to lead anywhere. Often I’m assured that the intended recipient is in fact fully on board, but nothing comes of the conversation because the recipient actually isn’t.

Why Isn’t The Recipient Fully On Board?

Why is that? Why wouldn’t someone who’s been struggling with an issue be willing to accept a lifeline? There are a few reasons. The biggest one is shame. Someone who’s “failed to thrive,” and/or failed to meet the expectations of parent or spouse, feels awful about their situation. Being offered the lifeline only reinforces the failure in their mind, and the accompanying shame. Another reason (and often related to shame) is that some of the people being offered help are pretty deeply depressed and when in the grips of depression taking just about any action seems hopeless. And therefore no action is taken, even if it’s gifted by another who thinks that the offer of help will bring results. Finally, accepting the offer of help would be to admit inferiority, inadequacy, dependency, or defeat.

So how can you help? Very generally, I’d advise you to dial down pressure and expectation and try to create space for him to express his self-defeating feelings, listening non-judgmentally and non-reactively. Reaffirming the love that you hold for him and asking if there’s any way you can help are probably the best things you can do. Remember, only the person himself can change his situation. Let him know that you’re ready to offer help when he’s ready for it, but don’t impose your offer on him.

*Note that I’ve used masculine pronouns here. That’s because most of the requests I get for this kind of assistance is on behalf of males (sons and husbands). My guess is that it’s because society has traditionally expected more of males and, although this is slowly changing, it still is the predominate narrative.

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.

Client Reviews

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.

Michael Veronis

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!

Caitlin Lochridge

As an executive search/headhunter I have been lucky enough to partner with Jim on a number of occasions. I have referred several local and remote (Skype, etc.) mid-level to executive-level candidates to him who have reported back to me with rave reviews. Jim has also consulted with me whenever my executive search expertise has been a helpful element to his full-service thoughtful career advice he provides his clients. 100% class act and worth the investment.

Andrew Zalman

Ready to Begin?

The first step is a complimentary 15–20 minute conversation — completely free, no obligation. Fill out the form and Jim will be in touch personally. No pressure, no scripts, just a genuine exchange about what you need.

Phone

(202) 667-0665

Email

Jim@DCLifeCounseling.com

Main Office · Alexandria, VA

2405 Brentwood Place

Alexandria, VA 22306

Part-Time Office · Washington DC

1633 Q St., NW, Suite 200

Washington D.C. 20009