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Let’s get real: executive coaching can be a career game-changer. It’s like having a personal trainer for your leadership brain - minus the burpees and awkward gym selfies. But great coaching isn’t cheap. And while you're totally worth the investment (cue Beyoncé soundtrack), you might be wondering if your company could (or should) foot the bill. Spoiler alert: yes they should! It is in their best interest to support your growth and development as a leader and they should be investing in you! And they most likely can afford it. But there's a good chance that you’ve got to ask. And yes, it is possible to ask without sounding needy, greedy, or like you're about to jump ship. You just need a strategy. And lucky for you, strategy is kind of our thing. So here’s your no-BS, science-informed, totally-doable guide to getting your company to invest in you through executive coaching. 1. Get Your Timing Right (Because “Can I Have $5K?” Doesn’t Go Over Great on a Monday Morning)Here are moments when the “ask” is most likely to land: 🔄 New Role (Internal or External): Starting a new job? Congrats. Now’s the time. Executive coaching during the first 90 days can make or break your success. 📈 Performance Review Season: You’re already talking growth. Slide it in. 💥 After a Big Win or Rough Patch: You crushed a project—or maybe you hit a bump. Either way, it’s a natural moment to level up. 💰 When the Company’s Flush: Just had a record quarter? Ride that high. 🛑 Hiring Freeze or Raise Freeze: Coaching can be a creative way for them to invest in you when raises aren’t on the table. 2. Do Your Homework (Yes, Like a Nerdy Overachiever)Before you pitch this, you need to: ✅ Know what the coaching will cost ✅ Know who you want to work with (or at least have a shortlist) ✅ Understand how the coaching will benefit your company (not just you) ✅ Check whether there’s a professional development policy, budget, or precedent Also: anticipate their questions. (You’ll find common ones below.) 3. Make the Business Case (Because You’re Not Asking for a Spa Day)This isn’t about you wanting “me time.” It’s about your boss getting a better, stronger, more effective version of you. Focus your pitch on: 🔧 Skills: What will you do better as a result of coaching? Think communication, delegation, influence, managing through change, etc. ⏱️ Efficiency: How will this make you faster, smarter, or more focused? 💥 Team Impact: How will your growth benefit your direct reports, peers, or cross-functional work? 🧠 Retention/Engagement: Coaching boosts satisfaction and growth—things HR drools over. 💵Coaching delivers serious ROI -- 7x the investment! Bonus: If the coach offers a structured approach with tangible outcomes (like assessments, stakeholder feedback, or a 90-day leadership plan), mention that too. It shows this isn’t fluff - it’s ROI. BTW - at Pixel, we measure the impact of coaching at the end of your engagement with a "Change Assessment" - so we can demonstrate real, observable changes! 4. Be Ready for Objections (and Counter With Calm Confidence) “We don’t have the budget.” 👉 You say: “I’m open to a cost-share model or starting with a shorter engagement.” “How will you balance this with work?” 👉 You say: “Coaching is usually 1 hour/week, and I’ll schedule it during less disruptive times. Plus, the focus is on work—so it directly improves my day-to-day performance.” “What’s the actual benefit?” 👉 You say: “I’ll come back with improved strategic thinking, better communication, and a clearer plan for my role. That directly supports [insert key team/department goal].” 5. Send the Ask (Use This Email Template)Once you’ve prepped your pitch and feel confident in your research, it’s time to ask for the meeting. Optional Attachment: Include a one-pager with your coach’s info, cost, goals you’ll work on, and anticipated ROI. Bonus points if you connect it to company initiatives. 📧 Email Template to Ask Your Company to Pay for Executive CoachingSubject: Request for Executive Coaching Sponsorship Hi [Manager’s Name], I’ve been reflecting on ways to grow as a leader and continue bringing more impact to our team. One opportunity I’d love to explore is working with an executive coach. I’ve identified a potential coach/program that aligns with my development goals—especially around [insert focus area like navigating change, building strategic influence, etc.]. Coaching would help me improve in real-time and translate that into results for the business, from [insert a benefit like faster decision-making or more confident cross-functional leadership]. The structure is typically one hour per week, and I’d be happy to ensure it doesn’t impact team priorities. I’ve attached some details below, including cost and potential ROI. I’d love to set up a short conversation to walk through how this could support my growth and our team’s goals. Let me know if we can connect soon. Thanks for considering this investment in my development—I’m excited about the impact it could make. Best, [Your Name] 6. If They Say No…Don’t panic. You’ve got options:
TL;DR – Here’s Your Coaching Ask Cheat Sheet 🕰️ Ask at the right time – new role, performance review, or strategic moment 🧠 Do your research – know the cost, coach, and company policy 📈 Make the case – show how it helps them, not just you 📧 Send the email – ask for a convo, not just approval 🛡️ Expect objections – and come prepared 💡 Don’t give up if you hear no – get creative Want help making the pitch? We’ve helped dozens of leaders craft win-win coaching proposals that get approved—and more importantly, transform careers.
Shoot us a note if you’d like support or sample coaching engagement outlines. We’re nerdy, we’re fun, and we help leaders like you become legendary.
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Recently, a favorite restaurant of ours closed its doors forever citing the impact of insufficient labor. A local food market is now closing one day a week because they can’t find enough help. And it is no coincidence that it’s hard to find an associate to answer our questions while at our neighborhood hardware store. What we are experiencing is not a local issue, it has permeated almost all parts of Americans’ daily lives. Whether you call the past year the “Great Resignation” the “Great Reshuffle” or some other catchy description, as a society, we have witnessed an unprecedented mass exodus from jobs that people have had for months and even years. Whether you call the past year the “Great Resignation” the “Great Reshuffle” or some other catchy description, as a society, we have witnessed an unprecedented mass exodus from jobs that people have had for months and even years. Businesses have been hit hard and are unprepared. While there are a variety of factors that have converged to create the “perfect storm,” organizational culture, business practices, and their leaders seem to be the significant driving force behind this phenomenon according to reports by McKinsey, MIT Sloan, and PlanBeyond (to name a few). Essentially, businesses have failed to understand and address the basic needs of their workers and have critically underestimated the impact of their people managers as the drivers of the success - or failure - of the business. If you want to prevent employee turnover and significantly increase employee engagement and productivity look no further than your people managers. The 2022 MIT Sloan survey of employees revealed that the top three predictors of turnover in 2021 were: 1) not feeling valued by the organization, 2) their relationship with their manager, and 3) not feeling a sense of belonging at work – all three are directly related to the actions of an employee’s manager. Gallup found that 52% of exiting employees reported their manager could have done something to prevent them from leaving – suggesting that managers can play a critical role in preventing unwanted employee attrition. Despite their tremendous impact on an organization’s bottom line, less than 10% of businesses invest significantly in the comprehensive development of their people managers across all levels of the organization - not only missing key opportunities to retain and engage employees but likely costing the company millions of dollars. Most people managers are unaware of the simple drivers under which their employees operate that keep them satisfied and productive. Many do not know how to have a professional development conversation or a stay interview. All too often, people managers don’t even meet regularly one-on-one with their direct reports - citing that they don’t have the time. So, if you want to prevent employee turnover and significantly increase employee engagement and productivity look no further than your people managers. Invest heavily in their development. Support them through ongoing training. Provide real development augmented with group mentoring, peer support, and one-on-one coaching. Remove toxic managers from your organization as quickly as possible while showcasing and rewarding individuals who are talent maximizers. Share your thoughts in the comments!
I graduated high school a year early to start college at age 17. While my previous classmates were going to dances, football games, and enjoying that one last year of youth, I was hitting the books.
Reality #3: Guiding and advising you during new tasks and projects takes time, and time is money.
This series arose after an experience I had with a fellow YP – or young professional - that I think we all could benefit from discussing: the quintessential young professional value of being paid for output and not input has replaced the value of “pay your dues,” which was embraced by prior generations. Check out Part 1 for the back story. A few years ago, I was a YP expressing my desire to be paid for output and not input, and my boss's response is the best I have ever heard regarding this topic.
Reality #2: It takes 10 years to get 10 years’ experience. There are no shortcuts.
This series arose after an experience I recently had with a fellow YP – or young professional that I think we all could benefit from discussing. Check out Part 1 for the back story. The quintessential young professional value of the 21st century: Pay me for output, not for input!
YP: IRL - Young Professionals: In Real Life
This series arose after an experience I recently had with a fellow YP – or young professional – that I think we all could benefit from discussing. It went like this: “I want a raise,” she said firmly, sliding a paper across my desk with a list of google search results containing a graph and salary ranges for her job title.
Why Should You Spend Your Valuable Time on This?
You. Are. Busy. You can’t keep up with your to-do list or your overflowing inbox. Not to mention that growing list of saved Facebook posts is taunting you. |
If your actions inspire others to dream more, learn more, do more and become more, The Pixel TeamLeadership experts. Science Nerds. Business gurus. Archives
June 2025
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