
Why Your LinkedIn Message Gets Ignored And How To Fix It
creating the best networking posts and messages on LinkedIn
Young entrepreneurs often view LinkedIn as their gateway to opportunity. They send cold messages to investors, journalists, mentors, and potential collaborators—hoping one connection might change everything. LinkedIn sees over 100 billion connection requests annually, according to SupplyGem, solidifying its role as the go-to platform for professional networking. But after reading thousands of messages in my inbox, one thing has become obvious: some people get replies right away, others are coming across way too transactional and will never hear back.
It's not about luck. It's about how you approach the conversation.
Most LinkedIn messages from young professionals follow a familiar script: "Hi, I'd love to connect" or the dreaded "Can I pick your brain?" These generic approaches reveal their true purpose immediately—the sender wants something but hasn't taken the time to understand what the recipient might value.
Effective LinkedIn messages follow a simple structure that respects the recipient's time while demonstrating genuine intent:
Context: Why this person, at this moment?
Connection: What specific common ground exists?
Clarity: What do you need, and is it reasonable?
Here's how this looks in practice:
"Hi Sarah, I read your Forbes article about teen entrepreneurs using AI tools for business development. I'm 17, launching a sustainable fashion startup, and your insights on balancing innovation with practical execution resonated. Would you be open to sharing one resource that helped you most when starting WIT?"
This message succeeds because it references specific content, demonstrates genuine engagement, and makes a small, actionable request.
The most effective cold outreach requests something specific and achievable. Instead of asking for "30 minutes to chat," consider these alternatives:
These focused questions respect busy schedules while providing recipients with an easy way to offer valuable guidance. The goal is to start a conversation, not secure a commitment.
Here's an actual message (details changed) that led to a meaningful connection:
"Hi [Name], I saw you speak at the SXSW EDU Student Startup Competition. I'm working on a peer tutoring platform and was inspired by your advice about finding product-market fit early. Our biggest challenge is user retention after the first session. Based on your experience with WIT, what's one strategy that might help us?"
This message worked because it:
Even perfectly crafted messages don't guarantee responses. Timing, inbox volume, and current priorities all influence reply rates. Cognism data shows the average user spends about 14 minutes and 20 seconds per session on LinkedIn, making competition for attention intense. SupplyGem research indicates that while 84% of people use LinkedIn to strengthen their professional network, the sheer volume of outreach means many quality messages get overlooked.
The key is treating each message as a relationship-building opportunity, not a transaction-seeking one. Some connections develop immediately, and others emerge months later when the timing aligns. Ultimately, consistency and authenticity matter more than any single interaction.
If you are unsure where to start, here's a customizable framework:
Hi [Name],
I came across your work through [specific source]. I'm currently [brief project description], and your insights about [specific topic] particularly resonated because [personal connection].
Would you be willing to [specific, small ask]? I understand your time is valuable, and even a brief response would be incredibly helpful.
Thank you for the work you're doing with [their company/cause].
Best, [Your name]
This template is effective because it demonstrates research, fosters a personal connection, and makes a reasonable request.
The most successful young entrepreneurs approach LinkedIn as a relationship platform, not a request machine. They engage with content before reaching out, comment thoughtfully on posts, and offer value when possible.
Research from Harvard Business School indicates that professionals who prioritize relationship-building over transactional networking tend to form more valuable connections over time. Young entrepreneurs who engage authentically—commenting on posts, sharing relevant content, and celebrating others' successes—build networks that provide genuine support throughout their careers.
When young entrepreneurs prioritize building genuine relationships over collecting contacts, their networks evolve into genuine support systems that offer guidance, opportunities, and partnerships throughout their careers.
Staying connected on LinkedIn isn't just about posting—it's about showing up for others. Thoughtful follow-ups, engaging with posts, and celebrating wins go a long way in building authentic relationships. Before asking someone for help, young entrepreneurs should first ask themselves, 'Have I shown interest in their work?'
Instead of: 'Great post!'
Say: 'I've been thinking a lot about how Gen Z entrepreneurs are pitching lately—your take on clarity over charisma really stuck with me.'
Sharing Their Article with a Personal Note
'This article by [Name] gave me a new way to think about building early-stage networks. A must-read for young founders trying to get noticed.'
Referencing Their Work in a Message
'I saw your Forbes piece on how teens can use LinkedIn to grow their brand. That inspired me to update my own profile and start posting regularly.'
Tagging Them When You Apply Their Advice
'Took @SarahHernholm's advice and reworked my pitch intro. Just landed a meeting with a local nonprofit!'
Quoting Them in Your Own Post
'As [Name] says, 'Personal brand is your digital handshake.' I've been rethinking mine thanks to their insight.'
These early habits of intentional networking pay off later—whether applying to college, searching for internships, or launching a first career. This matters especially for younger users—Hootsuite data shows that 29% of LinkedIn users are aged 18-24, making professional networking skills essential for this demographic. Learning to communicate professionally while demonstrating genuine interest and respect creates advantages that compound over time.
The goal isn't just getting a reply—it's starting relationships that support long-term growth and mutual benefit. When young entrepreneurs master this approach, LinkedIn becomes a powerful tool for building the networks that fuel entrepreneurial success.

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CEO Sebastian Siemiatkowski's blunt truths about Klarna's AI-first future
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He has also become a standard-bearer for the notion of 'AI-first' companies, after saying last year that the technology could replace 700 customer service agents. Klarna reduced staffing by 39% over two years to cut losses Siemiatkowski blames in part on his own overhiring. It is still shrinking by 10 to 15 people a week through natural attrition, he says, adding that he uses LinkedIn to track his fellow CEOs' headcount as a 'bullsh*t detector' of how serious they are about automating work. AI's disruptions to workforces could cause a recession, Siemiatkowski posited this week, but he thinks companies are not leveling with employees about that prospect. Some Silicon Valley CEOs reassure audiences that new jobs will replace the ones being lost, he says: 'And then I talk to them in private rooms and it's like, 'Oh my God, the jobs are gone'... I feel that is dishonest.' 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'But over time, you realize that it generally leads to bad outcomes and lack of trust. I've learned that it's better to be honest and transparent, and trust my employees to be grown-ups who can deal with complex, threatening information.' Siemiatkowski is a fan of Toyota's ethos of enlisting employees to improve processes, and Klarna has been gathering 200 staff at a time on video calls to ask where technology could eliminate inefficiencies. Managers are not imposing recommendations from on high, he says. 'The team members saw it themselves.' The process can leave dozens of employees out of a role at a time, he says, but normal churn means the company usually has other positions to fill. Klarna puts sidelined staff 'on the bench' to be able to fill jobs as people resign, he says, adding that 80% of them find a new position within days. The hands-on path to growth It's a misconception that executives can't scale up a company by being hands-on, Siemiatkowski says, pointing to in-the-details executives from Walmart's Sam Walton to Apple's Steve Jobs. 'The truth is that hands-on is the only thing that truly scales.' He has regulators and credit committees to worry about, he notes, 'but I can't let that eat the whole agenda. I need to have two or three days a week where I can go deeper in specific areas and accept that, maybe for a few months, this is where I'm going to spend more of my time.' That was the approach Siemiatkowski took early in the pandemic, when Klarna realized that it was at risk of ceding the US market to Afterpay, an Australian competitor. Unable to travel, he and his team began furiously tapping their networks — anyone from investors and employees to LinkedIn contacts — to arrange virtual meetings with US retailers. It soon concluded that 'nothing beats the CEO sales pitch.' Siemiatkowski made 1,000 sales calls to US retail executives in 2020. 'I would go to the office in the morning, do my job in Swedish [working hours], come back, eat dinner with the kids, and then log in,' he recalls. By the end of that year, Klarna had deals with roughly half of the country's 100 largest chains. It took until this year for him to secure an exclusive deal with Walmart, after giving it warrants over Klarna shares. The world's largest retailer is a great negotiator, he says, so 'any deal you make with them is going to be a tough deal.' A disrupter meets its skeptics From the start, Siemiatkowski was driven by an urge to disrupt the finance industry's incumbents. 'I dreamt, since I was a kid, about going after the banks,' he says. The debt collectors' letters he recalls his parents receiving fueled his 'crazy obsession,' he says. Regardless of personal grudges, he also saw that 'banks digitally sucked' 20 years ago, creating lucrative opportunities for new entrants. 'We weren't like, 'Oh, we're going to start this corporate social responsibility bank,'' he says: 'It was: 'We're going to make a lot of profit.'' Two decades later, Klarna has just reported a fourth consecutive quarter of profitability, albeit on an adjusted basis. But Siemiatkowski still routinely has to reassure commentators and authorities that Klarna's 'pay in four' model is not leading consumers to spend money they don't have. He blames some of that on the lobbying and messaging power of the industry he set out to disrupt. Klarna's core product generates lower profit margins than credit cards, he notes, 'so this model is threatening a very, very large profit pool of incumbents.' Klarna has yet to find a report on its industry that it thinks is entirely unbiased, he says. Last month, the Federal Reserve reported that late payments by BNPL borrowers had increased sharply in 2024. While the Trump administration has said it will not regulate industry members like credit card lenders, Democrats and UK regulators want more oversight. When Klarna struck a partnership deal with food delivery group DoorDash in March, journalists seized on the notion of consumers paying for pizzas in installments as evidence of BNPL lenders tempting customers to overextend in a fragile economy. 'It lends itself to amazing headlines and a lot of clicks,' Siemiatkowski says, but 'it has nothing to do with reality.' Klarna's average BNPL user has outstanding debt of under $100 and can think for themself, he says. He is not arguing for no regulation, he insists, saying: 'I love capitalism — as long as democracy puts some limits to its most shameless actions.' A country cousin crosses the Atlantic Klarna is a rare European startup to crack the US, and Siemiatkowski jokes that he feels like 'the cousin from the countryside' in Silicon Valley, even with venture capitalist Michael Moritz chairing his board. 'When I go to San Francisco, I always feel like I'm — 'Hello, I'm from Sweden!'' he says in an exaggerated accent. Building a global business from Stockholm has been hard, he says. 'We grew very successfully, but in a very small market, so the success in Sweden could never support the success in Germany. And the success in Germany could never support the success in the UK. And the UK couldn't support the US.' He sees Europe's higher tax rates on the kind of people who make enough money from one startup to invest in others as holding back future Klarnas. Entrepreneurs need early-stage backers, he notes. 'Who are these angel investors? Well, they are rich people. Where do you get rich people? Well, people who don't get taxed too much.' Sweden's prime minister, Ulf Kristersson, has been among those urging Europe to make its capital markets more competitive with New York. But Siemiatkowski seems unswayed. The US is Klarna's largest market, he says, and more than half of its investors are there. 'How are we Swedish?' he asks bluntly. 'Because I happen to live here?' A New York initial public offering would put Klarna head-to-head with Affirm, the payments rival led by PayPal alumnus Max Levchin. Affirm's stock has been on a wild ride this year, halving between mid-February and early April, then staging a strong enough rally to rise above January's level, in bouts of market volatility that have deterred many companies from listing. Siemiatkowski says he and Moritz decided early on that Klarna would have to be well-known — and profitable — in the US for it to list there. It met those conditions in 2023, he says: 'Now it's just a question of when you feel the market conditions are right.' Klarna has already weathered extreme swings in the private markets, with its valuation spiking as high as $46.5 billion before coming down to earth to $6.7 billion after a funding round. 'I've been very gifted to get a very rocky ride,' Siemiatkowski says, reasoning that he has learned from failure and is now enjoying applying those lessons. On one particularly frustrating day, he remembers jumping in his car, cranking up the volume to , by Queen and David Bowie, and realizing that he had chosen this challenge. 'If you're Zlatan [Ibrahimović], the biggest Swedish soccer player, you want to play in the Champions League finals,' he remarks. You may not win the finals, but you have to appreciate the experience regardless of the pressure, he says. 'I mean, this is what I signed up for, right?'
Yahoo
2 hours ago
- Yahoo
CEO Sebastian Siemiatkowski's blunt truths about Klarna's AI-first future
'Sorry if I'm being blunt,' says Sebastian Siemiatkowski as he explains why he delegated Klarna's last financial results announcement to an AI-generated version of himself. But 'I have yet to meet a CEO that's excited about the quarterly earnings reports and calls with investors.' The Swedish payments company's co-founder and CEO doesn't fear his avatar replacing him any time soon, but says even executives may yet find themselves in the robots' path, as 'it is definitely easier to replace the CEO than it is to replace a nurse.' Bluntness comes easily to Siemiatkowski, particularly when he's explaining how artificial intelligence threatens employment in his own business and beyond. Siemiatkowski is a pioneer of the $560 billion 'buy-now-pay-later' industry. He now stands on the cusp of a New York listing that could value his creation at a reported $15 billion and validate his 20 years of proselytizing for its business model. He has also become a standard-bearer for the notion of 'AI-first' companies, after saying last year that the technology could replace 700 customer service agents. Klarna reduced staffing by 39% over two years to cut losses Siemiatkowski blames in part on his own overhiring. It is still shrinking by 10 to 15 people a week through natural attrition, he says, adding that he uses LinkedIn to track his fellow CEOs' headcount as a 'bullsh*t detector' of how serious they are about automating work. AI's disruptions to workforces could cause a recession, Siemiatkowski posited this week, but he thinks companies are not leveling with employees about that prospect. Some Silicon Valley CEOs reassure audiences that new jobs will replace the ones being lost, he says: 'And then I talk to them in private rooms and it's like, 'Oh my God, the jobs are gone'... I feel that is dishonest.' Several 'AI-first' executives have faced pushback, with Duolingo CEO Luis von Ahn having to reassure users that the language-learning app would still hire humans after a social media backlash. Siemiatkowski, too, has tempered his plans and is rehiring some flesh-and-blood customer service agents. 'Obviously, AI today can pretend to be empathetic and express emotions and stuff, but at the core, people crave human connection,' he says, predicting that offering a real person at the end of the line will become 'a VIP thing' for which customers pay a premium. Transparent, not top-down The risk of branding your company 'AI-first' is that staff hear 'employees second.' Siemiatkowski says Klarna has used savings from shrinking its payroll to increase compensation for the 3,422 employees it has retained. But he thinks managers are too often afraid to tell their people how much change they see coming. 'We think we're protecting them,' he says. 'But over time, you realize that it generally leads to bad outcomes and lack of trust. I've learned that it's better to be honest and transparent, and trust my employees to be grown-ups who can deal with complex, threatening information.' Siemiatkowski is a fan of Toyota's ethos of enlisting employees to improve processes, and Klarna has been gathering 200 staff at a time on video calls to ask where technology could eliminate inefficiencies. Managers are not imposing recommendations from on high, he says. 'The team members saw it themselves.' The process can leave dozens of employees out of a role at a time, he says, but normal churn means the company usually has other positions to fill. Klarna puts sidelined staff 'on the bench' to be able to fill jobs as people resign, he says, adding that 80% of them find a new position within days. The hands-on path to growth It's a misconception that executives can't scale up a company by being hands-on, Siemiatkowski says, pointing to in-the-details executives from Walmart's Sam Walton to Apple's Steve Jobs. 'The truth is that hands-on is the only thing that truly scales.' He has regulators and credit committees to worry about, he notes, 'but I can't let that eat the whole agenda. I need to have two or three days a week where I can go deeper in specific areas and accept that, maybe for a few months, this is where I'm going to spend more of my time.' That was the approach Siemiatkowski took early in the pandemic, when Klarna realized that it was at risk of ceding the US market to Afterpay, an Australian competitor. Unable to travel, he and his team began furiously tapping their networks — anyone from investors and employees to LinkedIn contacts — to arrange virtual meetings with US retailers. It soon concluded that 'nothing beats the CEO sales pitch.' Siemiatkowski made 1,000 sales calls to US retail executives in 2020. 'I would go to the office in the morning, do my job in Swedish [working hours], come back, eat dinner with the kids, and then log in,' he recalls. By the end of that year, Klarna had deals with roughly half of the country's 100 largest chains. It took until this year for him to secure an exclusive deal with Walmart, after giving it warrants over Klarna shares. The world's largest retailer is a great negotiator, he says, so 'any deal you make with them is going to be a tough deal.' A disrupter meets its skeptics From the start, Siemiatkowski was driven by an urge to disrupt the finance industry's incumbents. 'I dreamt, since I was a kid, about going after the banks,' he says. The debt collectors' letters he recalls his parents receiving fueled his 'crazy obsession,' he says. Regardless of personal grudges, he also saw that 'banks digitally sucked' 20 years ago, creating lucrative opportunities for new entrants. 'We weren't like, 'Oh, we're going to start this corporate social responsibility bank,'' he says: 'It was: 'We're going to make a lot of profit.'' Two decades later, Klarna has just reported a fourth consecutive quarter of profitability, albeit on an adjusted basis. But Siemiatkowski still routinely has to reassure commentators and authorities that Klarna's 'pay in four' model is not leading consumers to spend money they don't have. He blames some of that on the lobbying and messaging power of the industry he set out to disrupt. Klarna's core product generates lower profit margins than credit cards, he notes, 'so this model is threatening a very, very large profit pool of incumbents.' Klarna has yet to find a report on its industry that it thinks is entirely unbiased, he says. Last month, the Federal Reserve reported that late payments by BNPL borrowers had increased sharply in 2024. While the Trump administration has said it will not regulate industry members like credit card lenders, Democrats and UK regulators want more oversight. When Klarna struck a partnership deal with food delivery group DoorDash in March, journalists seized on the notion of consumers paying for pizzas in installments as evidence of BNPL lenders tempting customers to overextend in a fragile economy. 'It lends itself to amazing headlines and a lot of clicks,' Siemiatkowski says, but 'it has nothing to do with reality.' Klarna's average BNPL user has outstanding debt of under $100 and can think for themself, he says. He is not arguing for no regulation, he insists, saying: 'I love capitalism — as long as democracy puts some limits to its most shameless actions.' A country cousin crosses the Atlantic Klarna is a rare European startup to crack the US, and Siemiatkowski jokes that he feels like 'the cousin from the countryside' in Silicon Valley, even with venture capitalist Michael Moritz chairing his board. 'When I go to San Francisco, I always feel like I'm — 'Hello, I'm from Sweden!'' he says in an exaggerated accent. Building a global business from Stockholm has been hard, he says. 'We grew very successfully, but in a very small market, so the success in Sweden could never support the success in Germany. And the success in Germany could never support the success in the UK. And the UK couldn't support the US.' He sees Europe's higher tax rates on the kind of people who make enough money from one startup to invest in others as holding back future Klarnas. Entrepreneurs need early-stage backers, he notes. 'Who are these angel investors? Well, they are rich people. Where do you get rich people? Well, people who don't get taxed too much.' Sweden's prime minister, Ulf Kristersson, has been among those urging Europe to make its capital markets more competitive with New York. But Siemiatkowski seems unswayed. The US is Klarna's largest market, he says, and more than half of its investors are there. 'How are we Swedish?' he asks bluntly. 'Because I happen to live here?' A New York initial public offering would put Klarna head-to-head with Affirm, the payments rival led by PayPal alumnus Max Levchin. Affirm's stock has been on a wild ride this year, halving between mid-February and early April, then staging a strong enough rally to rise above January's level, in bouts of market volatility that have deterred many companies from listing. Siemiatkowski says he and Moritz decided early on that Klarna would have to be well-known — and profitable — in the US for it to list there. It met those conditions in 2023, he says: 'Now it's just a question of when you feel the market conditions are right.' Klarna has already weathered extreme swings in the private markets, with its valuation spiking as high as $46.5 billion before coming down to earth to $6.7 billion after a funding round. 'I've been very gifted to get a very rocky ride,' Siemiatkowski says, reasoning that he has learned from failure and is now enjoying applying those lessons. On one particularly frustrating day, he remembers jumping in his car, cranking up the volume to , by Queen and David Bowie, and realizing that he had chosen this challenge. 'If you're Zlatan [Ibrahimović], the biggest Swedish soccer player, you want to play in the Champions League finals,' he remarks. You may not win the finals, but you have to appreciate the experience regardless of the pressure, he says. 'I mean, this is what I signed up for, right?' Error in retrieving data Sign in to access your portfolio Error in retrieving data Error in retrieving data Error in retrieving data Error in retrieving data