Wanting to Start a Business with a Well-Connected Friend (But He’s Lazy)? 6 Things to Consider First
- Jack Rylie
- Jul 12
- 2 min read

Going into business with a friend can feel like a dream—especially if they have the connections you don’t. But what happens when your well-networked friend also happens to be, well… a little lazy? Before you dive in, hit pause. Business is hard enough without having to drag a partner uphill. Here's what you need to cover (and consider) before locking arms and building that empire.
1. Define the Roles—Clearly and Honestly
Don’t assume you’ll “figure it out later.” Lazy or not, your friend needs a clear job description. Who’s handling sales? Operations? Admin? If you end up doing it all, resentment will build fast. Create a responsibility breakdown—then ask if they’re truly willing (and able) to do their part.
2. Write Up a Founders Agreement
No matter how close you are, put everything in writing. This includes equity splits, time expectations, financial contributions, exit clauses, and consequences for non-performance. A good agreement protects the friendship and the business.
3. Test the Waters with a Trial Project
Before launching the full business, do a small trial run together. A pop-up, a short campaign, or a consulting gig. You’ll learn quickly how your friend works (or doesn’t), and whether you want to be in the trenches with them long term.
4. Discuss Work Ethic and Lifestyle Differences Upfront
Be real: do you value hustle while they value chill? Do you work weekends while they disappear at 4pm? A misalignment in lifestyle and ambition can tank your motivation. Have the uncomfortable conversations early—how many hours a week do you both plan to work? What does “success” look like to each of you?
5. Don’t Confuse Connections with Contribution
Having a great network is a bonus—not a free pass. If their value-add is “who they know,” how are those connections actually being used to grow the business? Are they introducing clients, securing deals, promoting on social media? If not, their connections are just talk.
6. Be Honest with Yourself About Why You Want Them as a Partner
Sometimes we cling to a partnership because it feels safer or easier. But be honest—are you choosing them for their skills and drive, or just because you don’t want to do it alone? If the answer leans toward fear, maybe you need an employee, not a co-founder.
Friendships can survive businesses—but only when expectations are clear and energy is equal. Don’t sacrifice your dream just to keep the peace. You can still cheer each other on… even if you’re building on different paths.
From Jack xoxo
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