1. What's the biggest mistake CIOs make when selecting team leaders? Promoting the best technical person and assuming leadership will come naturally. I think that strong individual contributors don't always make strong leaders. We are talking about 2 very different skills. 2. What makes this mistake potentially damaging? Because teams suffer quietly: Communication drops, decisions slow down, and good people disengage or leave. The CIO often sees the impact too late, when delivery and trust are already affected. 3. What would be a better approach? Look beyond technical depth: Assess how the person gives feedback, handles conflict, prioritizes, and supports others. 4. How can a CIO reverse the damage created by an incompetent team leader? Act early. How? Give clear feedback, set expectations, and offer coaching. If there's no progress, move the person back to an individual role. 5. Is there anything else you would like to add? I'm a psychologist, and for the last 20 years I've worked hands-on with leaders and teams from all over the world. I've seen great decisions, and painful ones, up close and this is what I can tell you: Tools change, titles change, pressure changes but human behavior doesn't. The same patterns repeat again and again. When CIOs understand that, they stop hiring for the moment and start hiring for how people actually behave over time. Give me a beep if you want to talk further!
Top mistake that CIOs make when picking team leaders is that they lean heavy towards technical prowess than towards people leadership skills. While the technical knowledge, and knowing technical solutions can be beneficial, team leaders who are great process and project managers with distinctive problem solving skills but not the most technically gifted tend to do much better than others. The challenge with picking team leaders with technical knowledge is that they are very good at the technical solutions but tend to focus on the short term and work "in" the projects. They find themselves naturally leaning towards solving the technical problems themselves rather than coaching and guiding their team's to step up. Instead, what you need from team leaders is to be able to work "on: the projects and lead the team by looking at the long term business implications of their team's work. By working "on" the project, they are able to help the team prioritize their capacity (time and mind share) and deploy capabilities in the right areas. Failing to be able to do this results in everyone getting pulled down where the team is hyper-focused on the short term solutions, team leaders get too involved in the solution making and not leading their teams, and the CIOs find themselves having to be the ones helping lead process and project management. The system shifts from what should be a proactive long term mindset to a reactive short term tactical discussion. A better approach is to find team leaders that are people leaders and great business problem solvers. These folks understand the business implications of the solutions their teams are developing. They are able to get the right technical folks on the team and help the team consistently prioritize what they should be working on and why. They don't just build a team for a project, but these folks should create a system that is self-correcting. This allows scalability as well as delivery of solutions that create longer term impact. To reverse the damage done by an incompetent leader, the CIO will need to first diligence if the damage done is at the solution level or at the people level. The CIO then will/should operate to first stabilize the damages which may mean operating as an interim team lead themselves. Only by understanding what might be happening at ground level, they can identify which set of solutions would work best for the situation at hand.
Co-Founder and Principal Consultant/Executive Coach at PCS2 Consulting LLC
Answered 4 months ago
In my experience in Human Resources, working with IT professionals as a certified Project Management Professional (PMP), I've observed several challenges for CIOs when selecting Team Leaders. The biggest mistake for the CIO is selecting team leaders who may be technically very skilled but have weak communication and interpersonal skills, which are essential skills for leading teams. This is damaging as this team leader tends to stay in the weeds on the technical aspects of a project or change initiative rather than keeping the team focused on the big picture and managing team dynamics effectively (conflict resolution, different working styles, etc.) to ensure a successful outcome. The team leader's behavior may even become micromanaging and can demoralize a team of subject matter experts (SMEs) who are specifically assigned to the team for their deep knowledge and experience. A better approach is for the CIO to discuss interests with potential team leaders and ensure the individual is actually interested in leading people, as some IT professionals may prefer to be individual contributors who are technical SMEs. Truthfully, I'm not sure the damage can be reversed, as much of the time the individual team leader is removed, and the replacement must reorient the team on the big picture, engage the team to recover the project or initiative, and provide the resources and leadership to move the team forward, rather than getting stuck in negativity and gossip. A best practice in project and change management is to document lessons learned and apply them to the next initiative. In my experience, the best team leaders may not be the most technically skilled; however, they do understand and communicate the big picture, recognize the importance of engaging people, and create a healthy team environment where the creativity and expertise of the team can flourish and their innovations translated into results.
VP, Strategy and Growth at Coached (previously, Resume Worded)
Answered 4 months ago
Prioritizing hard skills over soft skills. One brilliant but difficult person can poison the team faster than any lack of technical skill. Higher roles still need technical competence, but soft skills like communication, accountability, and emotional intelligence are non-negotiable. Most business leaders will tell you the biggest blocker in their organization isn't a lack of technical ability, but it's poor communication and low accountability. Some leaders just need someone who can execute reliably. Others need someone who can think strategically and guide the team. But in every case, I won't compromise on soft skills anymore. A toxic team environment can undo months of hard work in weeks.
I've led a third-generation luxury automotive dealership and chaired the Mercedes-Benz dealer board, so I've watched countless leadership selections play out--both at our family business and across dealer networks nationwide. **The biggest mistake? Promoting your best salesperson into management without testing whether they can let go of individual wins.** I've seen this kill morale faster than anything else because star performers often can't stop swooping in to close deals themselves, which makes their team feel useless and stops skill development cold. At Benzel-Busch, we learned this the hard way when a top sales advisor got promoted and kept taking over customer interactions at the last minute because "nobody else could close like I can." Within three months, two solid team members left because they felt like glorified appointment setters. **We fixed it by creating a 60-day transition where the new leader had to document every coaching conversation and was explicitly forbidden from direct customer contact unless invited by the rep.** His close rate dropped temporarily but the team's aggregate numbers jumped 31% over six months. The reversal playbook is simple but painful: you either retrain them with forced accountability (weekly reviews of how many deals they touched versus coached), move them to a hybrid role where they split individual and leadership duties, or admit the promotion was wrong and offer them their old job back with dignity intact. I've done all three, and the honest conversation always costs less than the slow bleed of losing your bench strength.
I've raised over $50 million in financing and co-founded a biotech company, so I've hired across disciplines from engineering to sales to infection prevention. The biggest mistake I see is CIOs selecting team leaders based purely on technical depth instead of asking whether that person can translate complexity into action for non-technical stakeholders. This destroyed momentum at one of my portfolio companies years ago when a brilliant database architect got promoted to lead integration projects. He couldn't explain timelines to operations teams in plain language, so every meeting devolved into jargon and frustration. We lost two major implementation deadlines because field teams simply stopped asking questions and started guessing. Revenue pipeline stalled for eight months. My test now: before anyone leads a team, I have them present a complex technical problem to our finance or sales staff and watch whether those people leave the room knowing what to do next. At MicroLumix, our VP of Engineering had to explain UVC LED efficacy data to hospital CFOs who care about ROI, not nanometers. That's the skill that matters--not who writes the cleanest code. If you're stuck with someone who can't bridge that gap, create a parallel role fast. We brought in a technical project manager to "support" an overwhelmed team lead, which let us quietly shift communication ownership without public demotion. The original leader kept solving hard problems; the new person kept everyone aligned. Team velocity doubled in six weeks.
Hey, coming from the web development world where I've worked with 20+ startups and SMEs over 5 years. The biggest mistake I see CIOs make is selecting team leaders based on their technical output speed rather than their ability to communicate complexity simply to non-technical stakeholders. This kills projects because these leaders can't translate business needs into technical requirements--or explain technical constraints in ways executives understand. At Webyansh, I've seen companies waste 6-8 weeks (our typical project timeline) because their technical lead couldn't articulate why certain features would tank site performance, so stakeholders kept pushing for heavy animations that destroyed load times. Better approach: Give candidates a 30-minute assignment where they explain a complex technical decision to someone from marketing or sales. At Project Serotonin, we had to communicate to both investors and consumers simultaneously--that forced me to develop frameworks where technical choices directly connected to business outcomes. If someone can't make their grandmother understand why they chose one solution over another, they'll struggle leading cross-functional teams. If you're stuck with someone who can't bridge this gap, pair them with a product manager or business analyst immediately. I've seen this work where the technical leader focuses purely on execution quality while someone else handles translation--but honestly, if they can't learn this skill within 90 days, you're better off finding someone who codes at 80% speed but communicates at 100%.
I've spent two decades building franchise sales teams and watching brands scale from single units to national systems, so I've seen this pattern destroy franchisors repeatedly: **CIOs pick team leaders based purely on technical expertise while ignoring whether they can tolerate ambiguity.** The best software architect on your team probably built their reputation on finding THE right answer, but leading people means living in gray zones where five different approaches might work. **This kills franchises and tech teams the same way--the new leader becomes a bottleneck because they can't delegate without perfect information.** I watched one franchisor promote their top operations analyst to lead franchise support, and within 90 days their average franchisee response time went from 4 hours to 3 days because he personally reviewed every answer before it went out. We lost two franchise deals directly because candidates couldn't get basic questions answered during their decision window. **The fix is forcing distributed decision-making from day one.** When we onboard new sales team leaders now, their first 30 days include a "decision quota"--they must empower their team to make at least 15 judgment calls without their input, then we review outcomes weekly. If they're still the smartest person making every call by week six, they go back to individual contributor work. I've had to do this twice, and both times the person was relieved because leadership stress was eating them alive. **Reversal is about creating forced reps at letting go.** Give them a portfolio of low-stakes decisions their team must own, schedule skip-level meetings so you can hear directly from their reports, and set a hard deadline--usually 60 days--to show measurable improvement in team velocity. If tickets are still piling up on their desk or every project waits for their approval, you move them back and explain that expertise and leadership are different games.
Senior Vice President Business Development at Lucent Health Group
Answered 5 months ago
I've spent 15+ years building sales teams across home health and hospice, and the biggest mistake I see is selecting leaders based on tenure instead of their actual ability to manage competing priorities under regulatory pressure. Healthcare operations aren't just about hitting numbers--one missed compliance window or documentation error can trigger state audits that cost you six figures and tank your referral relationships. This destroys teams because clinical staff and sales reps need leaders who can toggle between growth targets and quality metrics without sacrificing either. At Reliant at Home, I inherited a region where the previous director had been promoted after eight years as a top hospice liaison, but she couldn't balance census growth against survey readiness. We lost two hospital contracts in four months because her team kept missing 24-hour admission windows while she obsessed over call reports. I fixed it by splitting the role temporarily--kept her managing external relationships where she excelled, brought in an operations-focused leader for internal coordination, then cross-trained both for 90 days. Within six months that region's hospital readmission rate dropped 40% while revenue grew 18% because we had someone who understood that in post-acute care, your growth strategy dies the minute your quality scores slip. The real test I use now: give candidates a scenario where they have to choose between a lucrative referral source demanding faster admits and a clinical team flagging safety concerns. If they can't articulate how to protect both relationships while maintaining standards, they're not ready to lead in regulated healthcare.
I run an addiction recovery center, and I've seen this exact dynamic play out in healthcare and wellness organizations--CIOs choose leaders based on who speaks most confidently in meetings rather than who actually listens under pressure. The person who dominates technical discussions often crumbles when a client is suicidal at midnight and two staff members just called in sick before group therapy starts at 8 AM. The real damage shows up in your retention numbers. I lost three excellent counselors in my second year because I promoted someone who knew recovery theory inside-out but couldn't handle the messy reality of staff crying in the break room while clients were relapsing. Technical brilliance means nothing when your team is burning out because the leader can't create psychological safety during crisis. My test now: I have potential leaders run our weekly case review meeting three times before any promotion discussion. If they can't make space for the quietest person in the room to share concerns about a struggling client, they fail. The counselor who admits "I don't know, let's figure this out together" beats the one with all the answers every single time. When I've promoted wrong, I've sat in their one-on-ones for a month and modeled vulnerability. I literally said "I'm scared we're going to lose this client" in front of the team to show that leadership isn't about having certainty--it's about naming the fear and moving forward anyway. One leader adapted within six weeks; another I moved back to direct client work within 90 days, and our team actually thanked me for it.
I'm a hair transplant surgeon who's built a practice treating 6,000+ patients since 2014, and I spent seven years in Emergency Medicine before that--both fields where the wrong leader literally costs you lives or livelihoods. **The fatal mistake CIOs make is selecting team leaders based on who complains the loudest about current problems rather than who's quietly solving them.** The vocal critic sounds like they "get it," but they've usually never had to balance competing priorities themselves. In my ER days, we had a nurse who constantly criticized our triage system and seemed brilliant in meetings. When promoted to shift lead, she froze during a multi-vehicle accident because she'd never actually *owned* a decision under pressure--just critiqued everyone else's. Our patient satisfaction scores dropped 31% in two months because the team lost trust in leadership during chaos. **When I built Natural Transplants, I promoted based on one metric: who made everyone around them better without needing credit.** My current surgical coordinator was never the person pitching ideas in meetings, but I noticed surgical assistants would quietly ask her questions between cases. When I tested her by having her train a new hire solo, that employee was productive in half the usual time. She's now essential to our 5-star rating across 400+ reviews because she built systems that work when she's not in the room. If you're stuck with a failing leader, immediately strip them of decision-making authority but keep their title--assign a "project manager" to shadow them and actually run operations. I did this with a front-desk lead who was drowning--kept her patient-facing because she was empathetic, but had someone else handle scheduling systems. Patients never knew, team stress dropped immediately, and she eventually moved into a patient care role she actually loved.
Chief Visionary Officer at Veteran Heating, Cooling, Plumbing & Electric
Answered 5 months ago
I've led teams in both the military and now running a home services company in Denver, so I've made plenty of leadership selection mistakes myself. **The biggest one? Promoting your best individual performer without testing if they can actually multiply results through others.** My top HVAC tech could diagnose a failing compressor in 15 minutes, but when I made him a lead, our team's average service time increased by 30% because he'd just do the work himself instead of teaching anyone. What makes this damaging is you lose twice--your star stops producing at their peak level because they're buried in management tasks, and their team never develops because they're being rescued instead of coached. I watched our quarterly service numbers drop 18% the first period after that promotion because one guy was trying to be everywhere at once. **The better approach is requiring leadership candidates to train someone else to their level first.** Before anyone gets a lead role now, they have to take our newest technician and get them to complete three full service calls independently with zero callbacks. If they can transfer knowledge and create capability in someone else, then they've proven the core skill that actually matters in leadership. When you've already got an incompetent leader in place, your veteran and first responder employees will tell you first--they have zero tolerance for unclear direction after military service. I track one metric religiously now: if I'm getting direct questions from their team members more than twice a week, that leader isn't leading. I either move them back to individual contributor with full pay and respect, or pair them with a mentor for 60 days with specific capability checkpoints.
Tech & Innovation Expert, Media Personality, Author & Keynote Speaker at Ariel Coro
Answered 5 months ago
I've built tech teams across Cisco, worked with Hubble Space Telescope engineers, and now reach millions weekly on Despierta America, so I've watched plenty of leadership picks blow up. **The biggest mistake CIOs make is choosing leaders who can't handle the messy human part of innovation--they pick people who are great at executing the plan but panic when the plan needs to change mid-flight.** **This kills your team's resourcefulness, which is actually your most valuable asset.** When I built my first satellite dish in Cuba at 15 using a coffee can and Soviet radio parts, there was no manual--just problems that needed solving. I've seen CIOs promote technical superstars who've never had to improvise, and when their teams hit unexpected roadblocks, everyone freezes waiting for new instructions instead of figuring it out. Your competitive advantage dies right there. **The fix is testing adaptability before the promotion.** Give candidates a real project constraint--cut their timeline by 40% or remove a key resource--and watch how they respond in real-time. When I keynoted for CDW on resourcefulness, I shared how abundance actually makes us less creative because we stop seeing what things *could be* versus what they *are*. The best team leaders I've worked with treat constraints like puzzles, not roadblocks. **To fix a bad pick, run a 60-day "functional fixedness" reset.** Make that leader solve three problems using only resources they already have--no new budget, no new hires, no new tools. I learned this surviving scarcity in Cuba, but it's a teachable skill. If they can't shift from "we need more" to "here's what we can do with this," move them back to an IC role where linear thinking still works.
**The biggest mistake I see is hiring team leaders based purely on technical skills or longevity without testing their ability to handle the financial and operational side.** I've watched plumbing companies promote a 15-year master plumber to operations manager, only to see profit margins drop 18% in four months because they couldn't read a P&L or manage job costing in ServiceTitan. **This damages you because backend chaos bleeds money invisibly.** When your leader can't reconcile timesheets with payroll reports or doesn't understand how to pull numbers from your CRM into accounting software, you're flying blind. I had a client lose $47K in unbilled work over eight weeks because their new dispatch manager didn't know how to track job completion to invoicing. **Better approach: Give candidates a 30-day project managing one complete operational cycle--from customer call through invoicing and payment collection.** Have them produce a simple financial report showing job profitability. If they can't connect the dots between a service call and what hits your bank account, they're not ready. **To reverse damage, I immediately split the role.** Keep them managing the technical team if they're good at that, but bring in outsourced bookkeeping and dispatch support to handle what they can't. One of my clients did this and recovered 22% in previously missed revenue within 60 days just by having someone who actually understood the money side closing the gaps.
CIOs face a common problem when they end up promoting people based solely on their technical skill and not their leadership abilities. This mistake is made often because many companies look for a "solution creator" when seeking a new leader. Unfortunately, the reality is that leading people is a completely separate role from fixing things. Mistakes are compounded when a person is promoted to leader without demonstrating the ability to lead. If a person has high technical skills but lacks the "people" or "social" skills necessary to lead, it will result in a significant lost productivity on the team. Morale reduces quickly because team members aren't communicating as much, thus causing projects to lose momentum, and CIO's generally do not see the damage until after it's done. Instead of promoting leaders based solely on technical skills, they should promote leaders based on someone who listens to others' input, provides coaching to them, and helps others identify the best way to utilize their time. Technical skills are essential, but the ability to relate and empathize with the team is just as critical; leaders must lead people, not just lines of code. Even when an individual in a leadership role does not fit the position correctly, the CIO should work to create an environment that empowers that individual to become successful. This can be accomplished through providing clear and open feedback, providing coaching and support to develop strengths, and making changes to the individual's role to utilize the strengths. If this does not work, the CIO should shift the individual back into an individual contributor role, which will allow that person to succeed again. No one fails; only people who are in the wrong role fail. To conclude, with the recent expansion of artificial intelligence, fast paced outsourcing is becoming the norm. The current leader today is not necessarily the most intelligent; rather, the ideal leader today is the individual who develops clarity and helps others maintain their focus while assisting them to achieve their goals.
Hey, I run an electrical contracting company with 6 employees, and I've learned this lesson the hard way: CIOs pick team leaders who are great at the current technical work, but can't handle the chaos when three emergencies hit simultaneously at 2 AM. In my world, that's when someone calls about a sparking panel, another client has complete power loss, and a third needs aircraft obstruction lighting fixed before the FAA inspection at dawn. The damage is silent at first. Your rock-star technical lead freezes when forced to choose which fire to fight first, or worse--tries to handle everything personally instead of coordinating the team. I watched this exact scenario cost us a major commercial client early on because my best electrician-turned-supervisor couldn't delegate and missed all three deadlines trying to do it himself. My fix now: Before promoting anyone, I throw them into scheduling hell for two weeks. They manage the dispatch board, handle client calls when jobs go sideways, and decide which of our 6 guys goes where when we're double-booked. If they can't make a call in 60 seconds and live with being wrong sometimes, they're not ready. Technical skills matter, but the ability to make imperfect decisions under pressure with zero information matters more. If you've already promoted the wrong person, shadow them during your busiest period and explicitly show them your decision-making process. I physically stood next to my current operations guy for a month during our craziest jobs, talking out loud through every priority call. Some people can learn it--one of my guys went from panic-paralysis to confidently running three commercial sites simultaneously. If they can't adapt in 60-90 days though, move them back to senior technical role and eat the awkward conversation.
I've built technology teams at Fulfill.com for over 15 years, and the biggest mistake I see CIOs make is prioritizing technical expertise over operational leadership ability when selecting team leaders. They hire the best engineer or architect and assume those skills automatically translate to effective leadership. They don't. This mistake is damaging because technical brilliance without leadership capability creates bottlenecks, not breakthroughs. I've watched brilliant engineers promoted to team lead positions who couldn't delegate, communicate priorities, or develop their reports. The result? Team morale plummets, projects miss deadlines, and your best individual contributors burn out trying to compensate. At Fulfill.com, we've seen this pattern repeatedly with our technology partners. The most technically gifted person often struggles to step back from the code and focus on enabling others to succeed. A better approach is evaluating candidates on three specific leadership competencies before technical depth. First, can they translate complex technical concepts into business outcomes? When we're building new features for our 3PL marketplace, I need leaders who can explain why a warehouse management system integration matters to our customers, not just how it works. Second, do they actively develop others? Look for evidence they've mentored junior team members or improved team processes. Third, can they make decisions with incomplete information? Technology leadership requires constant prioritization under uncertainty. Here's my practical framework: before promoting anyone to team lead, give them a small cross-functional project to run for 90 days. Watch how they communicate, handle setbacks, and collaborate across departments. This reveals leadership capability better than any interview. If you've already installed an incompetent team leader, act quickly. I've learned that hoping someone will grow into the role rarely works and always costs you your best people. Have an honest conversation about observed gaps. Offer intensive leadership coaching with clear metrics and a defined timeline, usually 60 to 90 days. If they can't demonstrate improvement, move them back to an individual contributor role where they can excel. This isn't failure, it's putting people in positions where they can succeed. The hardest part is admitting the mistake fast enough to retain your team.
The biggest mistake I see is choosing team leaders based on how strong they are technically instead of how well they guide people. I learned this firsthand at Swapped when a brilliant engineer struggled once he stepped into a leadership role. He could solve anything on his screen, but the team often stalled because decisions were not clear. I remember thinking at the time, this is not about skill, this is about the fit for the role. The real risk is that teams lose direction quietly, and the slowdown shows up only when deadlines start slipping. The better approach is to choose leaders for communication, judgment, and the ability to keep momentum steady when things get messy. When we shifted our process to look at how candidates handled feedback and uncertainty, our leadership stability improved immediately. If a CIO realizes the wrong person is in the role, recovery starts with an honest reset so the team understands the path forward. People respond well to clarity and support. And yes, things move faster when leaders are chosen for how they lift the team, not only for how well they code.
The biggest mistake often comes from prioritizing technical brilliance over leadership capability. Many high-performing specialists struggle to transition into roles that demand coaching, communication, and emotional intelligence. When this happens, teams experience friction, slow decision-making, and a noticeable dip in morale. A far better approach is to evaluate leadership readiness with the same rigor used for assessing technical skills. Observation during cross-functional projects, structured behavioral interviews, and leadership-simulation assessments tend to reveal whether someone can guide people, not just processes. If an ineffective team leader is already in place, the damage can be reversed by resetting expectations, offering targeted leadership development, and reassigning responsibilities that align with actual strengths. Clear communication combined with structured support often stabilizes the team faster than anticipated. One additional point: leadership potential usually shows up long before a promotion. The individuals who naturally mentor, unblock teammates, and bring clarity in moments of chaos often turn out to be the most reliable leaders—regardless of titles.
Q1. When they appoint existing employees as team leaders purely as a reward for long tenure. For instance, engineers who feel it's "time for promotion" are often elevated into leadership roles without a true assessment of their leadership capability. From my experience, this happens more often than people realise. Q2. In simple terms, the result is incompetence in leading teams. A long-serving engineer may be brilliant in their domain and even possess good soft skills, but team leadership is a distinct discipline. It requires experience in aligning people and work, managing conflict and driving delivery under pressure. These qualities don't automatically come with expertise in an unrelated area. Q3. CIOs should look directly at whether someone has genuinely led teams before and what results they achieved. If the right skillset is not available in-house, a proven solution is to bring in external expertise. Experienced outside specialists can steady delivery, inject fresh perspective and even act as informal mentors to internal staff who aspire to lead in the future. This way the organisation benefits immediately from capable leadership while also building a pipeline of homegrown talent. Q4. The worst mistake a CIO can make is to delay. Acting fast is essential, but the correction should be framed as a forward-looking adjustment rather than a critique of the past. The CIO should share with the team the rationale for the change, focusing on how the new leader's skills will support them more effectively. At the same time, the moment can be used to reset expectations about how leaders are chosen. Leadership must be understood as a discipline in its own right, not a reward for tenure or technical expertise. This constructive approach will reassure stakeholders that the situation will get under control, while also demonstrating that future appointments will be based on different criteria and proven leadership capability.