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  • How to Be Your Best Teammate In Your Career Transition Project

    The Team Project Performance Domain: Building support systems as a solopreneur "You're one of the best mentors I've ever worked with." "You have a gift for making people feel heard and understood." "You make complex goals feel achievable." This is actual feedback I received over the years as a project manager. I could help my project team members break down overwhelming tasks, push through challenges, and understand how their work connected to bigger goals. I strived to be the synthesizer, the facilitator, the one who helped others thrive. Now the person who needs mentoring most is me, and I'm terrible at it. Several months into my solopreneur adventure, as I started to develop a personal brand, I've discovered something humbling: Being a great teammate to others doesn't automatically translate to being a great teammate to yourself. The collaboration I thrived on disappeared, the creative bursts that used to spark my best ideas went away, and the ability to mentor someone through a hard moment turned out to work for everyone except me. Building a Team as a Solopreneur Building a Team as a Solopreneur: The Team Performance Domain Reality Check In the PMBOK 7th Edition, Team is one of the core Project Performance Domain because most meaningful work happens through and with other people. Even when your "team" is technically just you. But here's what I learned recently: When you transition from leading teams to being a team of one, you don't just lose teammates. You lose team dynamics that you might not have realized you needed. What I lost in my career transition: The Collaboration Energy: That spark that happens when ideas build on each other in real-time conversations. The External Perspective: Other people seeing possibilities and blind spots that I can't see from inside my own head. The Mentor Support: Someone checking in on progress, asking good questions, celebrating wins. The Division of Strengths: Each person contributing their best skills while others handle what they're not great at. The Mentee Flow: Helping others grow and develop, which actually energized and motivated me more than solo work. The Shared Load: Emotional support when things get tough, shared excitement when things go well. The Mentoring Paradox As I realized that I could mentor anyone through most challenges except mentoring myself through my own, I also realized how unreasonably tough I was on myself. When a team member said “this feels overwhelming,” I’d help them break things into smaller pieces, remind them of past successes in similar situations, ask questions to help them see solutions or clarify thinking. When I felt overwhelmed, none of that showed up for me. I’d spiral into “I should have this figured out by now,” I’d forget any challenge I’ve successfully navigated before, I criticize myself for not knowing things I’ve never done before, and I’d minimize my progress while maximizing my problems. I realized I have two completely different standards: compassionate, developmental, encouraging for team members, and harsh, illogical, impatient for myself. The Collaboration Withdrawal I didn't know how much of my creative energy came from bouncing ideas off other people until I no longer had anyone to bounce them off. In corporate, an idea would move through a room: "What if we tried..." "That reminds me of..." "What about this angle..." "Yes, and we could also..." On my own, I found myself staring at a blank screen wondering if an idea was any good, with not one available to talk it through. The brainstorming magic I thought was just how ideas happen was actually how ideas happen when you have thinking partners. The TEAM Framework: Building Your Support System When You're a Team of One After months of struggling with solo everything, and as I was earning the required PDHs to renew my PMP certification it dawned on me that I can apply PMI’s Team Project Performance Domain principles to my situation. In this new career transition I had to learn to: Be my own best teammate AND find external collaboration Mentor myself with the same care I showed others Create accountability systems that replace team check-ins Build a support network that provides different kinds of team energy That struggle led me to develop the TEAM Framework, tailored from project management principles. Four moves for building real support when you’re a team of one. T: Take Stock of Your Support Needs Before you can build support, you have to know what kind you're actually missing. The six things I named losing earlier, collaboration energy, external perspective, mentor support, division of strengths, mentee flow, and shared load, were my own "take stock" inventory. Most people skip this step and jump right in to look for people to support them without knowing what people would or could do to help. E: Evaluate Your Current Network Once you know what you need, take an objective look at who you already have in your sphere. The gap between who's in your contacts list and who's actually available to think with you, hold you accountable, or open a door will help you determine who else you might need on your team A: Activate Strategic Connections This is where you build specific relationships that fill the gaps you just identified, deliberately rather than by chance. In my own experience, that meant five categories of external relationships, each supporting in a unique way. The Thinking Partners (Brainstorming & Collaboration): Other entrepreneurs or freelancers in your industry, people with complementary skills who think differently than you, former colleagues who understand your background and can bridge ideas. The Accountability Partners (Progress & Check-ins): Fellow career pivoters who check in regularly, business acquaintances with similar goals and timelines, mentors or coaches who ask good questions regularly. The Advisory Board (Strategy & Perspective): People ahead of you in similar journeys, industry experts who can spot opportunities and pitfalls, trusted friends with business sense and honest feedback. The Emotional Support Team (Encouragement & Reality Checks): Family and friends who believe in your vision but can also see blind spots, peer groups going through similar career transitions, professional networks that understand entrepreneurial challenges. The Skills Exchange Network (Complementary Strengths): Other solopreneurs you can trade services with, people with skills you lack who need skills you have, professional communities where you can both give and receive help. M: Maintain and Nurture Relationships In corporate, teams were assigned and maintained by the organization. As a solopreneur, team building is a continuous part of the job, and support systems that aren't actively maintained slowly erode until you're back where you started. Actively cultivate and maintain relationships Regularly assess what kinds of team energy you're missing Adjust your external team as your business evolves Invest time and energy in supporting others. Pay it forward. What I'm Learning About Team Building As a Solopreneur Some days I miss the corporate team energy intensely, the spontaneous brainstorming, the shared excitement about project wins, the collective problem-solving when things got challenging. Other days I appreciate the freedom of being a team of one, no personalities to manage, no competing priorities to navigate, no compromise required on vision or direction. And most days it's about integration. Learning to be my own best teammate while building external relationships that provide the collaboration and support I need. What I'm discovering: I'm actually a better mentor to myself when I have external thinking partners. Other people help me see my own situation more clearly. I can create different types of team energy through intentional relationship building. It doesn't happen automatically like in corporate, but it can be just as valuable. Being great at supporting others is actually a superpower for building external teams. People want to collaborate with someone who knows how to be a good teammate. I don't miss managing team drama, but I do miss the energy of shared purpose. Finding people with aligned goals creates similar motivation. Your Turn: TEAM Framework Audit T: Take Stock: What aspects of team collaboration did you thrive on in previous roles? Where do you struggle most without team input or support? What types of external perspective would be most valuable for your current goals? E: Evaluate What types of thinking partners would energize your creative process? Who could provide accountability and check-ins for your goals? What skills or perspective are you missing that others could provide? A: Activate Who in your network could become thinking partners or accountability partners? What professional communities or peer groups align with your goals? How could you provide value to others while building relationships you need? M: Maintain How do you talk to yourself when facing challenges versus how you'd talk to a team member? What questions do you ask yourself versus questions you'd ask someone you're mentoring? How do you celebrate your progress versus how you'd celebrate your team's wins? Being a team of one doesn't mean being alone. It means being strategic about building the external team relationships that energize your best work. Next up in the Performance Domains series: Planning - or "How to Plan When You Don't Know What You Don't Know (And Why That's Actually Perfect)." Following The Intuitive PM Approach™? I'm sharing real-time lessons a=bout building team dynamics as a solopreneur. Because the best team strategies come from actual team building challenges in progress.

  • How to Manage Uncertainty When Your Career Transition Project Goes Off-Script

    The Uncertainty Performance Domain: Managing the unknowns we tend to ignore I thought leaving corporate was the uncertain part. Turns out, that was just the beginning. Five months into my entrepreneurial journey, I was drowning in uncertainties I never anticipated or prepared for. A sudden thyroid illness that lasted months landed me in the hospital several times. My timeline assumptions were falling apart. The clear, solid vision I had for my business was challenged by impostor syndrome, and even "simple" tasks like developing effective marketing strategies and managing day-to-day operations became a daunting mystery. I had a successful career pivot once before. What was different this time? That's when I realized something crucial: Uncertainty isn't something that happens to you - it is inherent in every project you lead, including your career transition. And the various aspects of uncertainty such as risk, ambiguity, and complexity can be managed on purpose. The Uncertainty Reality Check PMI’s PMBOK 7th Edition, is structured around 8 core Project Performance Domains. Uncertainty is one of those domains and successfully navigating it begins with understanding the options for responding to it. But here's the disconnect: While we have learned to anticipate and plan for uncertainty in our work projects, most of us treat our career goals like they should follow a predictable script. We plan for the known unknowns: I'll need to learn new skills (though I may not know which skills yet) Gaining business traction such as audience reach takes time (though I may not know how long) Income might be inconsistent initially (though I may not know to what degree) We completely ignore the unknown unknowns: What if a health crisis derails everything? What if there is a natural disaster? What if my spouse loses his job and we lose our only source of income? As a result, we get blindsided by an ideal of what that new title, promotion, or new life as an entrepreneur should look like and think we're failing, when actually we're just experiencing what every career transition includes: a massive dose of uncertainty. My 6-Month Reality Check Let me paint you the picture of what uncertainty actually looked like in my entrepreneurial transition: Month 1: "I've got this figured out. Clear vision, solid plan, ready to execute." Only to find out it was riddled with ambiguity. Month 2: Suddenly I'm the entire team - marketing, content, strategy, customer service, bookkeeping. The complexity of wearing all the hats was weighing heavy. Month 3: A mysterious thyroid illness lands me in the hospital twice. Three months of medication and recovery follow. My productivity timeline was completely shot. Month 4: I'm consistently creating work I'm proud of, but crucial business activities such as a strategic content strategy for meaningful audience reach remains a puzzle I still haven't solved. Month 5: Days keep evaporating before I accomplish a fraction of what I planned. Apparently, being your own boss requires project management skills I took for granted in corporate. Each month brought uncertainties I couldn't have anticipated, couldn't control, and had no framework for managing. You may be dealing with similar challenges as you work through your career pivot, whether it is a new role, industry switch, or building a business. The Uncertainty Performance Domain Breakthrough After months of feeling reactive to every surprise, my PM brain finally kicked in with the right question: “What if we tailor the project management approach to addressing uncertainty and implement it in our own career transition project?” Uncertainty is a state of unpredictability and has nuances such as: Ambiguity (multiple meanings or interpretations) Complexity (interconnected factors that are hard to predict) Volatility (rapid and unpredictable change) Risk (known potential events that could impact outcomes) For life and career transitions, this translates to managing: Identity ambiguity (What’s my vision and mission or Who am I becoming?) System complexity (How does changing careers affect everything else?) Market volatility (External factors beyond your control) Personal risks (Health, relationships, finances, confidence) The breakthrough: Instead of ignoring or trying to eliminate uncertainty, we learn to navigate it strategically. The MANAGE Framework for Career Transition Uncertainty Based on proven project management principles, here's a systematic approach to managing the unknowns in your career transition. First, let’s define some related terms so we’re all on the same page: Uncertainty vs Risk vs Issue Uncertainty: Not knowing what will happen Risk: A specific uncertain event that might happen and affect outcomes Issue: A risk that came to fruition, is happening now, and needs action M - Map Your Uncertainty Landscape PM Concept: Risk Register Creation Life Application: Create a comprehensive inventory of risks related to your career change project and categorize them Goal For This Step: To be aware of possible risks and proactively explore, assess, and decide how to handle them Controllable Factors (you can influence these): How quickly you learn new skills or how much time you dedicate to it How consistently you show up How well you adapt strategies based on feedback How you respond to setbacks Uncontrollable Factors (you can only prepare for these): Technology or environment changes Economic conditions affecting your industry Health issues or family emergencies How long it actually takes to build traction in your business A - Anchor Certainty Points PM Concept: Project Baselines and Standards Life Application: Establish reliable touchpoints in your career transition plan or business building activities when everything else feels chaotic Goal For This Step: To ensure threats are minimized and opportunities are maximized to improve the outcomes of your career transition project My certainty anchors became: Publishing schedule (even if reach was uncertain, consistency wasn't) Weekly planning and wellness rituals (even if plans changed, my planning process and wellness practices stayed constant) Continuous learning (even if I didn’t know the skill gaps to fill or how long it will take to learn new skills, I set time aside daily to learn something related to building my personal brand) Core message clarity (even if delivery methods evolved, my purpose remained steady and ambiguity diminished) Support network check-ins (even if business outcomes were unclear, key personal and professional relationships provided support and stability) N - Navigate Contingency Planning PM Concept: Contingency Reserves and Response Planning Life Application: Build uncertainty buffers into all estimates Goal For This Step: To ensure costs and schedule reserves are used efficiently and you reach your goals with minimal impact from unforeseen events Time buffers: Everything takes longer than you think - especially learning curves Energy buffers: Uncertainty is exhausting - plan for recovery time Financial buffers: Income timelines are notoriously unpredictable Emotional buffers: Some days you'll feel like you're failing - that's normal Relationship buffers: Family and friends need time to adjust to your changes too Strategy example: Add X% more time, Y% more budget, and 100% more patience to all your estimates. *Note: there is a difference between contingency reserve and management reserve. For our purposes we’re applying schedule and budget contingency reserves, which are typically used to address known unknowns. Management reserve covers unknown unknowns. Contingency sits inside your plan for known unknowns; management reserve sits outside for true surprises. A - Assess Variance Regularly PM Concept: Variance Analysis and Performance Reviews Life Application: Develop "Uncertainty Intelligence" Goal For This Step: To be aware of risk triggers; indicators when a risk is occurring (issue) or will occur in the near future Weekly Uncertainty Audit: What new unknowns emerged this week? Which uncertainties am I trying to control that I actually can't? What uncertainties am I avoiding that I could actively manage? How is uncertainty affecting my energy and decision-making? Monthly Uncertainty Review: What patterns am I noticing in the uncertainties I face? Which uncertainty management strategies are working? Where am I building resilience vs. just surviving? How has my relationship with uncertainty evolved? G - Generate Lessons Learned PM Concept: Knowledge Management and Continuous Improvement Life Application: Reframe uncertainty as valuable project data Goal For This Step: To proactively respond to uncertainty throughout the course of your project and apply lessons learned to future endeavors Instead of "I don't know what I'm doing," try "I'm gathering data about what works." Instead of "This isn't going according to plan," try "I'm learning what variables I hadn't accounted for." Instead of "I should have this figured out by now," try "Uncertainty is providing valuable feedback about my assumptions." E - Evolve Your Uncertainty Tolerance PM Concept: Organizational Process Assets and Maturity Life Application: Build uncertainty navigation as a core competency Goal For This Step: To become aware of your risk appetite and tolerance as you make major career decisions Define your thresholds so decisions are faster: how much money and schedule slip is acceptable before you pivot your approach? The Career Transition Uncertainty Management Process Phase 1: Assess Uncertainty Map all uncertainties in your transition (personal, professional, financial, relational) Categorize them as controllable vs. uncontrollable Identify which ones you're avoiding vs. actively managing Create your baseline risks and assumptions log Phase 2: Plan Responses to Uncertainty Establish certainty anchors for stability Build appropriate contingency reserves into all plans Develop early warning systems for predictable uncertainties Create response protocols for common uncertainty types Phase 3: Monitor & Control Uncertainty Conduct weekly uncertainty audits and variance analysis Track patterns and improvement in uncertainty navigation Adjust strategies based on lessons learned about your uncertainty style Update your uncertainty register with new risks and retired ones Phase 4: Master Addressing Uncertainty Help others navigate similar uncertainties (you become the guide) Use uncertainty tolerance as competitive advantage (comfort with unknown = faster adaptation) Integrate uncertainty management into all future life decisions View uncertainty as information rather than obstacle What I'm Learning About Uncertainty in Real Time I'm still figuring out key performance indicators as I build my personal brand and what success looks like for my own career transition project. My publishing consistency still battles perfectionism. My timeline assumptions continue getting reality-checked. And I've stopped seeing this as failure. Turns out you can learn a lot from big flops. Uncertainty isn't a sign that I'm doing something wrong. It's a sign that I'm doing something that matters, something that's never been done exactly the same way before. The goal isn't to eliminate uncertainty from your career transition. The goal is to get so good at navigating uncertainty that it becomes your competitive advantage. I’m realizing that the people who seem to pivot careers effortlessly are not avoiding uncertainty. They’re managing it like the skilled project managers they’ve become. Your Turn: Uncertainty Performance Domain Audit If you're in the middle of your own career transition: Uncertainty Mapping: What are the biggest uncertainties you're facing right now? List them all out. Control Assessment: Which of these can you influence vs. which ones you can only prepare for? Certainty Anchors: What 3-5 things could you keep consistent even when everything else feels chaotic? Buffer Check: Where are you underestimating the time, energy, or resources needed to navigate uncertainty? Reframe Practice: How could you view your current uncertainties as valuable information rather than obstacles? Remember: Uncertainty isn't something that's happening TO your career transition - it's an integral part OF your career transition that can be strategically managed. Sometimes the best project management skill is learning to be comfortable being uncomfortable. Next up in the Performance Domains series: Stakeholders - "The Stakeholder I Wasn’t Prepared to Manage: Myself." Following The Intuitive PM Approach™? I'm sharing real-time lessons as I navigate uncertainty in my own entrepreneurial transition. Because the best uncertainty management strategies come from actual uncertainty navigation in progress.

  • What Looks Like Career Luck Isn't Random

    Jeff Olson's The Slight Edge offers a useful way to think about luck: opportunity is not always a random break that arrives out of the blue. Often, what looks like luck from the outside, is preparedness practiced long enough that it creates better conditions for opportunity. When a career transition feels stalled, most of us instinctively look for evidence that the work is finally paying off: the interview request, the recruiter message, the promotion conversation, the first client inquiry, or any visible sign that things are moving. Yes, those signs matter because they're real outcomes and wanting them does not make you impatient or unstrategic. The problem is that the earliest phase of a career transition often has very little visible evidence to offer. You may be learning the language of a new industry, building confidence, testing assumptions, strengthening relationships, mastering new skills, and becoming more credible before any external metric has enough time to respond. That stillness can make a thoughtful, strategic career pivot feel like waiting, even when the work is invisibly changing the conditions around your next opportunity. In the last post about the foundation phase of career change, we established that the work often happens below the surface before it becomes visible. This post is about what to measure while you're in that phase: the deposits, leading indicators, and career equity that tell you whether opportunity is forming before it has fully arrived. The Career Transition That Looked Like Luck In 2019, after 12 years in television marketing, I started studying project management at 5AM before work. I consumed any free resource, listened to countless podcasts on my commute, practiced questions before the rest of the house was awake. For fifteen months, the visible indicators barely moved. My title was still the same, no bump in salary, my LinkedIn profile still said I worked in TV, and nothing about my public professional life would have connected me to project management at all. If you had looked only at the external dashboard, you would have seen a career transition with very little measurable progress. Then, in March 2020, a recruiter reached out to gauge my interest in a project management role. From the outside, that kind of moment can look like a sudden stroke of luck. From my vantage point, I knew it was fifteen months of small deposits finally becoming visible. It was applying project management thinking to projects I was already leading in my television role, and sharing what I was learning publicly on professional platforms. All of it while I was assessing whether this new direction had substance. That's why Olson's idea is key here. Luck is often described as preparedness meeting opportunity, but his interpretation is much more insightful: preparedness practiced consistently can create the conditions that make opportunity more likely to appear, easier to recognize, and more useful when it does. Why Invisible Progress Feels So Hard to Trust The hardest part of a career transition is not always the work itself. Sometimes, it's continuing to make deposits before the account shows a balance. In project management we use leading and lagging indicators. Leading indicators are the actions and conditions that make a future result more likely. Lagging indicators are the outcomes that confirm what has already occurred. In a career transition, lagging indicators are things like: interview requests job offers promotions client inquiries audience growth revenue public recognition Leading indicators are more subtle skills practiced conversations initiated assumptions tested portfolio assets created feedback collected visibility increased Outcomes are important, but they are usually late-stage evidence. When you use outcome metrics too early, the absence of visible results can start to look like proof that nothing is working. In the early phase, a flat lagging indicator may simply mean the leading indicators have not had enough time to convert. Career Equity Compounds Before It Converts I think of this as career equity. Also called career capital, career equity is the accumulated value of the skills, relationships, proof, reputation, and visibility you've built over time. You cannot always see career equity while it's compounding. A conversation may not lead anywhere this week. A post may not get much traction. A skill may not produce an immediate role change. A credential may not immediately make you feel transformed. Each deposit can still change the project conditions. You understand the language a little better. You ask a sharper question. You notice a pattern you would have missed before. You can explain your career transition with more clarity. You become easier to refer, easier to remember, and easier to trust with the kind of opportunity you are working toward. This is why stalled days need to be evaluated carefully. A day with no visible result can still be a deposit day if it strengthens the conditions that make the future opportunity more likely. Where Preparedness Meets Positive Risk In project management, risk is not limited to what could go wrong. A risk is any uncertain event or condition that could affect the project, which means some risks are threats and some are opportunities. Positive risk is an uncertain event that, if it occurs, has a beneficial impact on the project. Project managers can exploit, enhance, share, or accept these positive risks. A common version of positive risk shows up in construction projects. A crew finishes a phase early because the weather cooperated, and the schedule slack that opens up gets used to add a feature that was already scoped and valued, just cut earlier when the budget or timeline couldn't support it. This is an example of "accept," one of the four strategies to manage positive risk. The same applies to your own career change project but with an important distinction. Where the construction team is accepting an opportunity that presented on its own, fifteen months of deposits before a recruiter calls is an example of "enhance." This is the strategy where you actively and deliberately increase the probability or impact of positive risk or opportunity occurring. And that essentially supports Olson's argument that consistent, unglamorous effort done over time is what turns luck from something that happens to you into something you're positioned to create. That's where preparedness and opportunity connect. In PM terms, that is an opportunity-enhancement strategy. You are strengthening the conditions that make a positive risk more likely to happen and more valuable if it does. Studying before work did not guarantee that a recruiter would reach out to me in March 2020. But applying what I was learning, gaining confidence in the skills, and sharing my knowledge publicly, drastically enhanced the likelihood of the opportunity coming my way, which would not have happened fifteen months earlier. The MANAGE Problem: Uncertainty Without Evidence The emotional challenge is that you cannot prove the deposits are working while they are still compounding. There is no dashboard that says, “Your career equity increased by 3% this week,” or progress bar showing the exact moment when learning becomes credibility, or credibility creates opportunity. This is where the MANAGE Framework becomes a useful and tangible tool. Managing uncertainty in a career transition means separating what you can control from what you cannot, then creating certainty anchors around the actions that keep the project healthy. → The full MANAGE Framework, including the uncertainty audit and certainty anchors, is here. What to Track While Opportunity Is Still Forming If your career transition feels like just waiting, check whether you are watching only the lagging indicators. For the next 30 days, try tracking the deposits instead: What did I practice this week or contribute to that makes my next opportunity more likely? What conversation did I initiate or deepen? What skill did I improve? What assumption did I test? What action did I repeat even without immediate feedback? What did I learn that changes the next wave of the plan? These questions keep you from abandoning the project before the early indicators have had time to do their work. The Deposit for Today When you reframe from waiting to depositing, the daily question changes. Instead of asking, “Why hasn’t the opportunity arrived yet?” you ask, “What can I do today that makes the right opportunity more likely?” That question puts agency back where it belongs. It does not give you full control, because career transitions are too complex for that. Timing, market conditions, relationships, health, family responsibilities, energy, and luck all still play a role. But it gives you a practical place to better navigate uncertainty. You can make the next deposit. You can strengthen the leading indicators. You can build career equity before the return is visible. That is often what opportunity looks like: deposits subtly growing a balance before the "lucky break" arrives. Want more strategy like this each week? I write the Sunday Strategy Brief — a short weekly email on managing career transitions like strategic projects (systems, decision-making, and momentum when results are lagging). This is part 7 of The Intuitive PM Approach to Career Pivots — 8 Frameworks for Treating Your Career Transition Like the Strategic Project It Is. Read the full framework series: MANAGE · VOICES · SOLO · ADAPT · FLOW · FOCUS · LEARN · DESIGN

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