Founders Ty Harris and Matt Wielbut raised $200M for their insurtech startup, Openly. Their success highlights critical, often-overlooked early-stage principles: define cofounder roles with extreme clarity from day one, share your idea widely to get feedback, strategically evaluate accelerators instead of joining by default, and consistently celebrate small wins to maintain momentum.
Key takeaways
- Stop hiding your idea. The risk isn’t theft; it’s building something nobody wants.
- Define cofounder roles and equity in writing before you start. Who is CEO? Who breaks a tie?
- Treat accelerators as a strategic choice, not a default path. Weigh the equity cost vs. network benefit.
- Don't wait for the funding announcement to celebrate. Systematize celebrating small wins to keep morale high.
- Your cofounder agreement is your startup pre-nup. Get the uncomfortable conversations out of the way early.
- Use a simple script to get feedback on your idea from experts without asking for money.
Stop Hiding Your Idea. It’s Costing You.
One of the most common mistakes first-time founders make is obsessing over secrecy. They operate in “stealth mode,” terrified someone will steal their brilliant idea. The founders of Openly, who have raised over $200M, learned the opposite lesson: share your idea relentlessly.
The value of a startup is in its execution, not the initial concept. The brutal truth is that your initial idea is probably flawed. The only way you discover the flaws is by exposing it to the harsh light of feedback—from potential customers, industry veterans, and experienced operators.
The Real Risk of Stealth Mode
You might spend six months and $50,000 of your savings building a product based on a secret idea, only to launch and discover no one wants it. The risk isn’t that someone steals your idea; it’s that you waste your time building the wrong thing. Execution is 99% of the battle, and a dozen other teams are likely already thinking about something similar. The winner will be the team that learns and adapts the fastest.
How to Safely and Effectively Share Your Idea
Sharing your idea doesn’t mean shouting it from the rooftops indiscriminately. It means systematically de-risking it with targeted feedback. Here’s how:
Target Customers: Identify 20 people in your target demographic. Don't sell them. Ask them about their pain points. Do they even recognize the problem you’re trying to solve? · Industry Experts: Find 5-10 seasoned professionals in your market on LinkedIn. Ask for 15 minutes of their time to get their opinion on a concept you’re exploring.
My name is [Your Name], and I’m an early-stage founder exploring a new concept in the [your industry] space. Your experience at [Their Company] is exactly the perspective I’m hoping to learn from.
I’m not selling anything or raising money. I’m just trying to validate an idea and would be grateful for 15 minutes of your candid feedback on whether you think it solves a real problem.
This approach respects their time, clarifies your intention, and makes them more likely to help.
The Cofounder Prenup: Define Your Roles Before Day One
Ambiguity in cofounder roles is a startup killer. Before you write a single line of code or build your first pitch deck, you must define who does what, who owns what, and how you will make decisions. Waiting until you have traction or funding is too late—that’s when the stakes are high and disagreements become toxic.
Openly’s founders, Ty Harris and Matt Wielbut, stress the importance of defining these roles early. Think of it as a “cofounder prenup.” It’s an uncomfortable conversation now that saves you from a messy “divorce” later.
Critical Questions Your Cofounder Agreement Must Answer
Who is the CEO? Someone has to have the final say. A 50/50 partnership sounds fair, but it can lead to deadlock. Who will break a tie? The CEO’s job is often to be the chief fundraiser, evangelist, and final decision-maker. This isn't about status; it's about operational clarity. · What are our specific domains? Explicitly assign ownership. For example: · CEO: Fundraising, investor relations, hiring/firing, final strategic decisions. · CTO: Technical strategy, architecture, hiring engineers, shipping product. · COO/CPO: Product roadmap, user experience, operational execution, go-to-market.
How is the equity split? A 50/50 split is common but not required. If one founder is bringing significantly more experience, capital, or a critical patent, a different split might be appropriate. Whatever you decide, it must be agreed upon and documented.
What is the vesting schedule? All cofounder equity should be subject to a standard vesting schedule, typically four years with a one-year cliff. This means you don't get any stock until you’ve been with the company for a year, and then you typically earn it monthly over the next three years. This protects the company if one founder leaves early.
What happens if one of us leaves? What happens to their vested and unvested shares? Does the company have the right to repurchase them? At what price? Get this in writing.
Have this conversation, write down the answers, and get it formally documented by a lawyer. It is the best money you will spend at the pre-seed stage.
Startup Accelerators: A Tactical Decision Framework
Accelerators like Y Combinator, Techstars, and 500 Global can be invaluable. Openly benefited from being part of an accelerator program. But they aren’t a fit for every startup. You need to weigh the pros and cons strategically.
The Upside of an Accelerator
Network: Instant access to a curated network of investors, mentors, and fellow founders. For those without a deep Silicon Valley network, this can be game-changing. · Pacing and Focus: The short, intense program forces you to make rapid progress and focus on the metrics that matter. Demo Day creates a powerful forcing function for your fundraise. · Validation: Acceptance into a top-tier accelerator provides significant social proof, making it easier to attract talent and early investors.
The Downside and the Cost
Equity Cost: Accelerators are not free. They typically invest around $100k-$150k for 5-7% of your company. You are selling a meaningful chunk of your business for this early boost. · One-Size-Fits-All Advice: The advice can be generic, particularly for startups in niche B2B or deep-tech industries that don’t fit the standard consumer/SaaS model. · Distraction: An accelerator program can be a distraction if you already have significant traction or product-market fit. The relentless focus on fundraising might pull you away from building your business.
Decision Framework: Should You Apply?
Is my founder network strong enough to raise a pre-seed round on my own? If yes, you may not need the accelerator’s network. · Do I have deep domain expertise and a clear path to customers? If yes, the program’s advice may be less relevant. · Am I a first-time founder who would benefit from a structured program and mentorship? If yes, an accelerator is likely a strong fit. · Is the equity cost worth the network and validation I will receive? Calculate the real cost and have an honest internal debate.
Don't Just Celebrate the Funding Round
Startup life is a grind. You will face a hundred "no"s for every "yes." If you only celebrate the massive wins—like closing a $200M funding round—you and your team will burn out. Momentum is the lifeblood of an early-stage company, and you must manufacture it.
This means creating a system for celebrating small victories. It’s not about expensive parties; it’s about acknowledging progress and making your team feel seen and appreciated.
How to Systematize Small Wins
Get your first 10 paying customers? Announce it in a dedicated Slack channel and take the team to lunch. · Squash a week-long, mission-critical bug? Give the engineer who led the charge a shout-out at the all-hands meeting. · A user sends an unsolicited email about how much they love your product? Read it aloud to the entire company. · Hit a new KPI for weekly active users? Put it on a dashboard that everyone can see and explicitly connect it to the team's hard work.
These small acts of recognition create a culture of appreciation and build the resilience needed to survive the inevitable "trough of sorrow." They remind your team that their work matters and that progress is happening, even when the big goals feel distant.
How to Apply This This Week
Draft Your "Cofounder Prenup." Open a Google Doc. Write down the answers to the critical questions listed above. Schedule a 2-hour meeting with your cofounder(s) to discuss it. Do not leave the room until you have alignment. · Send Out 5 "Idea Feedback" Emails. Find five people in your target market or industry. Use the script in this article and send it to them. Your goal is to get at least two meetings booked by the end of the week. · Identify One Small Win. What is one small but meaningful thing your team accomplished this week? A new feature shipped, a difficult customer won over, a key metric nudged up. Plan how you will publicly acknowledge it on Monday.
Frequently asked questions
- How much equity do startup accelerators typically take?
- It varies, but a common range is 5-7% of your company in exchange for an investment of $100,000 to $150,000 and participation in their program. Always read the terms carefully.
- What should be included in a cofounder agreement?
- At a minimum, it must define roles (e.g., CEO, CTO), responsibilities, equity ownership, vesting schedules, and a clear process for making critical decisions and resolving disputes.
- Is 'stealth mode' ever a good idea for a startup?
- Almost never. The feedback you get from sharing your idea is far more valuable than the low risk of someone stealing it. The only exception might be for deep-tech or patent-heavy businesses, and even then only for a very brief period.
- How do you decide who should be CEO between cofounders?
- The CEO should be the person best equipped to be the primary fundraiser and external voice of the company, with the ability to make final decisions under pressure. It's not about who had the idea; it's about who is best suited for that specific operational role.