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Let us help you
reimagine your career

Positioning boomers to overcome the unique challenges we face in finding success in the “new” workplace.

SquarePeg was created as a labor of love that was born from pain. Having endured what you may be living right now, we found little help and understanding. We provide you with coaching, empathy and solutions to your career struggle. We believe that no one should have to travel this challenging road alone like we did. We’re here to walk beside you to help you succeed.

Coaching

Put Me In Coach

Do you feel like it’s you against the world in your search to restart your career? Sometimes, we need someone to help us succeed. That’s where SquarePeg coaches come in. You may need some leadership, objectivity and connectivity to reach your goals. SquarePeg offers seasoned coaches who provide the exact services you need to get back on top.

Community

Talkin’ Bout My Generation.

Your live 24/7/365 SquarePeg community of fellow boomers sharing real stories, tips that, how to’s, valuable insights, advice and inspiration whenever you need it most

Concern

A Day In The Life

SquarePeg was conceived by personal understanding of the plight of boomers in need. It’s about providing help and hope in equal measure so they we can get back to work. It’s as simple as that.

Our Mission

Our mission is aligned side by side with your mission: to get you working again. We’re committed to helping you do this, as quickly, easily and painlessly as possible.

Our Vision

The vision for SquarePeg is to help a million boomers get back to work every year. We see a world where every boomer who’s been aged out, downsized, or reorged can find work and meaning without losing hope.

New tools for your well used toolbox.

Your resume, your cover letter, your online profile, your interview presence – did they work for you? You wouldn’t be reading this if they did. They didn’t work for us either. SquarePeg coaches offer new ideas, solutions, and strategies to make your existing tools sharp and powerful again.

Choose a Coach

Resources we wanted but couldn’t find.

Welcome to your 24/7/365 online career resource center. Here you’ll find articles, reports and first-person narratives on subjects that are all relevant to getting you hired. Think of it as your own personal news channel devoted to helping you succeed.

Get Tips Now

“Honestly, having someone to talk to about my career concerns and how to go about this whole ordeal has been a great investment. ”

Gladys S., Marketing Account Director

“There are no amount of adjectives I could use to describe the level of detail and support my SquarePeg coach provided me during this process.. ”

Will P., Finance Director

Let’s hit “re-start”
on your career today.

I’m All In

You’ve got questions, we’ve got answers.

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Q.1

Which coach/service do I need?

This depends upon your needs. Your situation is unique, and you may feel a bit overwhelmed. First, learn about all of our coaches and their areas of expertise. We also have great articles that will help you decide which coach is right for you. If you still need help figuring it out, don’t worry! You can talk directly to one of our career advisors who can work with you to find the right coach for your exact situation—just contact us. We’ll help you find the perfect match.

Q.2

How long does it take to start working with my coach?

Immediately after you book a session, your coach will confirm the booking and contact you by the next business day (keep an eye on your spam folder just in case the coach’s email ends up in there). Most coaches reply within just a few hours. If you haven’t heard from your coach by then, just Contact Us.

Q.3

What should I expect? (I’ve never done anything like this.)

When you work with a SquarePeg coach, you will receive personalized attention from a career expert who will work with you to best understand your career objectives and how to meet them. Expect a mix of guiding and impactful questions, thoughtful partnerships, and an action plan to help you get back in the marketplace. Like any other relationship, the more you put into your sessions, the more you’ll get out. Those who get the best results are receptive to feedback, making use of the time and open to doing the work after the session is over.

Q.4

Can I join SquarePeg if I’m not a boomer?

SquarePeg welcomes everyone who is in need of some help with your career. Whether you’ve been unhappy at work, were furloughed, downsized or wish to return to the workforce, SquarePeg is your way back.