AI Prompts for Executives

The Executive AI Toolkit: Prompts for Every Leadership Challenge

Executive teams are quickly finding themselves drowning in all the ways to use AI. Too many tools, too many options, not enough clarity on what’s actually worth your time as a leader. We’re here to help fix that. Below you’ll find 30+ AI prompts for executive teams, organized by the areas where leaders spend most of their time. Copy them, …

fractional cmo nashville

How to Audit Your Own Website Like a CMO

A Practical Guide from Nashville Fractional CMO, Kari Brown When I step into a company as a fractional CMO, I don’t start with social media. I don’t start with ads. I almost start with the website. Because your website tells me whether your marketing is aligned… or just active. If you want to evaluate your own website the way an …

How Fractional Leadership Helps Founders Sleep Better (And Grow Smarter)

Growth is exciting… until your brain refuses to shut off at 2:17 a.m. Most founder-led companies hit a point where success starts creating a new kind of pressure. Revenue is climbing. The team is growing. Opportunities are everywhere. But somehow, everything still runs through one person. Decisions pile up. Problems escalate. Leaders wait for direction. Slack never sleeps. And the …

how many clients does a fractional executive have

How Many Companies Does a Fractional Executive Work With at One Time?

One of the first questions we get before a fractional engagement starts is a smart one: “How many clients does a fractional executive typically take on at one time?” If you’re considering bringing on a fractional leader, you are looking for someone who can provide time, focus, and judgment. It’s completely reasonable to want reassurance that your business won’t be …

Signs Your Founder-Led Company Has Outgrown Its Current Leadership Structure

If you’re leading a growing company and finding yourself pulled into more decisions, more escalations, and more “quick check-ins” than ever before, it may not be a people problem or a motivation issue. It may be a structural one. So how do you know when your founder-led company has outgrown its current leadership structure?Below are the most common signs we …

toxic business habits

Let’s Agree to Leave These Toxic Business Habits in 2025

(Seriously. Don’t Bring These Into 2026.) We spend a lot of time inside our clients’ businesses, sitting in leadership meetings, working alongside founders, and helping teams untangle things that feel way more complicated than they need to be. Here’s what we see often: Most companies aren’t struggling because they’re doing too little.They’re struggling because they’re carrying too much that no …

The 5 Systems Every Founder-Led Company Needs Before Scaling Past $10M

A Work Heartily perspective December tends to bring clarity. Not the loud, spreadsheet-heavy kind, but the quieter kind that shows up when things slow down just enough to reflect. We hear it all the time from founders this time of year: “We grew… but I’m not sure the way we’re running things will hold up much longer.” If you’re leading …

Trends vs. Truth: The 2026 Marketing Reality Check for Founder-Led Companies

If you’re a founder or CEO heading into 2026, marketing probably feels louder and scarier than ever. Every week, it feels like there’s a new platform, a new AI tool, a new “must-do” tactic promising to fix growth, pipeline, or visibility overnight. And yet, many founder-led companies are still asking the same questions:Why does marketing feel so busy, but not …

Work Heartily Founder’s Guide To A New Year Reset

A Practical New Year Reset for Founders & C-Suite Leaders The end of the year brings a different kind of pressure when you’re responsible for growth, payroll, team morale, and the vision ahead. Before January fills with meetings and momentum, there’s a small but powerful window to step back, zoom out, and reset, so the new year feels focused and …

AI Prompts for Executives

Is Your Tech Stack Slowing You Down? Our Fractional CIO Shares What to Fix First

When a company reaches the $5 to $10 million revenue mark, technology becomes a critical driver of growth. Systems either accelerate your momentum or create costly friction. We recently sat down with Work Heartily Fractional CIO Wayne Easterwood to answer the top questions founders ask when scaling technology the right way. This Q&A includes practical strategies for technology prioritization, digital …

fractional executives nashville

8 Things We’re Grateful For as Fractional Executives in Nashville

Work Heartily | Thanksgiving Edition If you’ve been around Work Heartily for any amount of time, you know we’re big believers in pausing, reflecting, and celebrating the good. And as we head into Thanksgiving, we can’t help but think about how grateful we are, not just for the work we do, but for the people, partners, and places that make …

Nashville Fractional CMO Kari Brown

Your business grew on relationships. Now you need a system. Kari Brown brings senior marketing leadership to founder-led and PE-backed B2B services companies, building the pipeline infrastructure that grows your business beyond the handshake. Sound familiar? You’ve built something real. Strong clients, solid reputation, a team that delivers. Growth has come naturally through relationships, referrals, and your own credibility in …

AI Prompts for Executives

Our Go-To Tech Stack for Making Founder Life 10x Easier

Work Heartily exists to take the weight off founder-led businesses. A big part of that is equipping you and your leadership team with tools and tech that make running your company smoother, smarter, and more scalable. If you’ve met with any of our executives lately, chances are you’ve gotten an earful about a new tool they’re obsessed with. We’re full-on …