7/10
RegretLay off 19% of staff
I had to let go of nearly 1 in 5 colleagues
BusinessLayoffs
2/10
SettledDon't focus on selling to founders
I receive many unwanted sales pitches from new companies
BusinessSales
8/10
RegretCheck who owns your domain
Lost control over my website and email
BusinessDomain Registration
3/10
MixedBought $3M of stock after 20 months of selling
I bought $3M of stock after 20 months of selling to stabilize my stake
BusinessCeo Stock Sales
6/10
RegretDeciding what services to prioritize
I realized my business was pulled away from its goals
BusinessDecision Making
8/10
RegretPartnered with business for services
Partnered with business, but they started competing services and used my clients behind my back.
BusinessPartnership
1/10
SettledMade free trial card-required
Trials cost me money, low conversion rate
BusinessGrowth Strategy
6/10
RegretValidate B2B idea without cold calling
Considering alternative validation methods after initial reluctance to cold call
BusinessSoftware Development
2/10
SettledSecure domain name as soon as possible
Waited too long and domain was taken
BusinessDomain Registration
5/10
MixedLay off 1000 employees
Faced financial struggles, downsized workforce
BusinessLayoffs
5/10
MixedStarted concrete sealing business in April
Made $73k solo in first season, now considering winter strategy
BusinessEntrepreneurship
10/10
SevereUsed Square for payment processing
Square shut down my account with no reason
BusinessPayment Processing
8/10
RegretStart e-commerce website
I'd sell digital products online, leveraging my existing PC and internet connection to reach global clients
BusinessRemote
8/10
RegretPitched AI chips deal to investors
I pitched an AI chips deal to China-based investors, touting my ability to secure Nvidia GPUs.
BusinessInvestment
8/10
RegretFuel prices are too high
Fuel prices have destroyed my profit margin, making it hard to support my family
BusinessTransportation
2/10
Settledstarting own e-commerce store
Planning to leave job for full-time e-commerce
BusinessE-Commerce
10/10
SevereTough decisions with limited runway
Faced with letting go of a team I built
BusinessStartup
5/10
Mixedkeeping things relatively quiet
Maintained organic growth while building new tech
BusinessGrowth
10/10
SevereMerging companies
I regret this decision as it may hide poor performance
BusinessMergers And Acquisitions
10/10
SevereBecame a franchisee
Franchising was a means of wealth transfer from me to the franchisor
BusinessFranchising