--- title: Work With Ken Pomella | Coaching for Owners and Leadership Teams description: One-on-one coaching for business owners, leadership team coaching, and a focus on navigating AI. Start with a free 30-minute conversation. --- [Skip to content](https://kenpomella.com/work-with-me#main-content) [![Ken Pomella](https://kenpomella.com/hs-fs/hubfs/Website/Ken%20Logo%20Final-Web-no-bg.png?width=200&height=32&name=Ken%20Logo%20Final-Web-no-bg.png)](https://kenpomella.com/) Menu - [Work With Me](https://kenpomella.com/work-with-me) - [My Approach](https://kenpomella.com/my-approach) - [Navigating AI](https://kenpomella.com/navigating-ai) - Resources - [AI Readiness Assessment](https://kenpomella.com/lp/ai-readiness-assessment) - [Small Business AI Guide](https://kenpomella.com/lp/small-business-ai-guide) - [Small Business Toolkit](https://kenpomella.com/small-business-technology-toolkit) - [Insights](https://kenpomella.com/blog) - About - [My Story](https://kenpomella.com/about) - [Podcasts](https://kenpomella.com/podcasts) - [Webinars](https://kenpomella.com/webinars) - [Articles](https://kenpomella.com/articles) [Start a Conversation](https://kenpomella.com/contact) Work with me # Coaching for the business, and for the person running it. Some people reach out because the business has grown and they haven't caught up. Some are facing a decision they can't quite make. Some sense that the way they've been working won't carry them through what's next. Every story is different. The work usually starts in the same place: getting clear on what's really going on, and deciding what you want to do about it. [Start a conversation](https://kenpomella.com/contact) Who I work with ## You don't need to fit neatly into one. These overlap. An owner-operator can also be leading a team through change. We start with where you are. - ### The owner-operator Everything runs through you. Common themes: time, delegation, decision fatigue, building a business that doesn't need you for everything. - ### The founder whose business has outgrown them The company is asking for a different leader. Common themes: stepping out of the day-to-day, building a leadership team, changing your role. - ### The leadership team Capable people, not quite aligned. Common themes: trust, accountability, communication, and getting a team through change together. One-on-one coaching ## A thinking partner for you and the business. This is space to step back from the day-to-day and think clearly. We work on what's in front of you, a decision, a plateau, a hire, while paying attention to what it says about how you lead and how you live. Our conversations are practical and honest. When my own experience building a company is useful, I'll share it, as perspective rather than instructions. You decide what to do with it. Between sessions, you can reach me by email, and we'll keep track of what you said you'd do. ![Two colleagues talking through an idea together](https://kenpomella.com/hs-fs/hubfs/Website/coaching/mentor-conversation.jpeg?width=960&height=720&name=mentor-conversation.jpeg) Leadership team coaching ## Better conversations at the top of the business. When a business grows, the leadership team often grows faster than the trust between them. I work with owners and their leadership teams on roles, communication, accountability and the decisions that keep getting avoided. The business problems are real, and we'll work on them. My focus is on the people creating the outcomes, because that's where lasting change comes from. ![A leadership team meeting around a conference table](https://kenpomella.com/hs-fs/hubfs/Website/coaching/leadership-team.jpeg?v=3&width=960&height=720&name=leadership-team.jpeg) Navigating AI ## A specific focus, not a separate program. AI raises questions for owners that are part technology and part people: what to use it for, what it means for your team's roles, and how to bring everyone along. It's the same coaching relationship, focused on helping you navigate AI with clarity and confidence. [Learn more about Navigating AI](https://kenpomella.com/navigating-ai) ![Two colleagues reviewing a tablet together in an office](https://kenpomella.com/hs-fs/hubfs/Website/coaching/ai-thinking.jpeg?v=2&width=960&height=720&name=ai-thinking.jpeg) How it works ## Clear structure, shaped around you. Most engagements start with three months: two to four 60-minute sessions a month, depending on what you need, with email support between sessions. From there, we shape it around you. 1. ### Send me a note Tell me a little about you, your business and what's on your mind. I read every message and reply personally. 2. ### A free 30-minute conversation We talk about where you are and what you want. You get a feel for how I work, and we both decide whether it's a good fit. No pressure either way. 3. ### Start with three months Sessions are virtual on Google Meet, so we can work together wherever you are. We set a rhythm that fits, and adjust as we go. Is this the right fit? ## You don't need to have it all figured out. This work suits people who are open to reflection, willing to look honestly at how they run things, and serious about doing something with what they find. If you want someone to hand you a playbook and disappear, I'm probably not the right fit. If you want a partner who has been there and will help you find your own way, let's talk. Ken also speaks on leadership and AI for business groups. [Ask about speaking](https://kenpomella.com/contact). Kind words ## What clients are saying - > This coaching service not only provided me with the tools I needed but also the confidence to implement them. I left each session feeling motivated and empowered to tackle my business challenges. C courtneypowell2 United States - > What stands out is the consistent follow-up and accountability checks. It's not just about the session, it's about ensuring you're making progress. Truly a partner in your success. J jordanlefran580 United States - > I was impressed by the level of personalized attention I received. It’s clear that Ken takes the time to understand your business and its unique needs. The custom advise was spot on! A aspiringoutlier United States - > The value I've received from these coaching sessions far exceeds the investment. The insights, guidance, and support have been instrumental in my business's growth. I'm so glad I made the decision to work with Ken. Worth every penny! P pemari United States - > I was blown away by the innovative strategies and fresh perspectives Ken provided, as well as the willingness to listen and provide feedback. If you're stuck in a rut or looking for creative ways to grow, this is the coaching service for you. J josh\_barillas United States - > This coaching session was engaging and left me with actionable steps to improve my business. The interactive approach made all the difference. Highly engaging and effective coaching! I highly recommend Ken to anyone looking for coaching. R realestatemikej United States Questions ## Frequently asked questions What kinds of businesses do you work with? Mostly owner-led businesses, from small teams to established companies with a leadership team. My own background is in technology, software and AI, but the challenges owners face, time, people, growth, change, show up in every industry. I've worked with businesses from e-commerce to healthcare. How do sessions work? Sessions are virtual, on Google Meet, so we can work together wherever you are. Most engagements are two to four 60-minute sessions a month, with email support in between. What does coaching cost? It depends on the shape of the engagement, so we talk about it on our first call, once we both know what would help. That first 30-minute conversation is free. What's the difference between your coaching and consulting? A consultant tells you what to do. I help you see what's really going on and decide for yourself, and because I've built and run a company, I can share real experience when it's useful. You get both, with you in the driver's seat. Do you only work on business problems? We start with the business, but we don't stop there. How you lead, how you spend your energy, and what the business is for in your life all shape the results. We go as far as you want to go. ## Ready to talk about what's next? Tell me where you are. The first step is a free 30-minute conversation. [Start a conversation](https://kenpomella.com/contact) [![Ken Pomella](https://kenpomella.com/hs-fs/hubfs/Website/Ken%20Logo%20Final-Web-no-bg.png?width=180&height=29&name=Ken%20Logo%20Final-Web-no-bg.png)](https://kenpomella.com/) Coaching for business owners and leadership teams. The business, the people, and the life around it. [LinkedIn](https://www.linkedin.com/in/pomella) Explore - [Work With Me](https://kenpomella.com/work-with-me) - [My Approach](https://kenpomella.com/my-approach) - [Navigating AI](https://kenpomella.com/navigating-ai) - [About](https://kenpomella.com/about) - [Contact](https://kenpomella.com/contact) Resources - [AI Readiness Assessment](https://kenpomella.com/lp/ai-readiness-assessment) - [Small Business AI Guide](https://kenpomella.com/lp/small-business-ai-guide) - [Small Business Toolkit](https://kenpomella.com/small-business-technology-toolkit) - [Insights](https://kenpomella.com/blog) - [Podcasts](https://kenpomella.com/podcasts) Start a conversation Tell me where you are. I read every message and reply personally. [Get in touch](https://kenpomella.com/contact) Copyright © 2026, Ken Pomella, LLC [Privacy Policy](https://kenpomella.com/privacy-policy)