Career Advancement Tips

I get a lot of messages asking for career advice. Here are 10 pieces of career advice I wish I knew at 22: 1. Be the person who can figure it out. Early on, you'll be given a lot of tasks you have no idea how to complete. There's nothing more valuable than someone who can just figure it out. Do some work, ask key questions, get it done. People will fight over you. 2. Build a reputation for reliability. You can get pretty damn far by just being someone that people can count on to show up and do the work. Being reliable is entirely free. 3. Work hard first (and smart later). It's trendy to say that working smart is all that matters. Wrong. If you want to accomplish anything significant, you have to work hard. Work hard early—take pride in it. Then you can start to build leverage to work smart. 4. Build storytelling skills. World-changing CEOs aren't the smartest in their orgs. They are exceptional at: (1) Aggregating data and (2) Communicating it simply & effectively. Data in, story out. Build that skill and you'll always be valuable. 5. "Swallow the frog" for your boss. This is one of the greatest "hacks" to get ahead early in your career. Observe your boss, figure out what they hate doing, learn to do it, and take it off their plate. Easy win. 6. Be a "yes" person early in your career. Saying "yes" expands your luck surface area. It may mean you're a bit overwhelmed at times, but the benefits from the increased luck outweigh the downsides of feeling stretched. 7. Wake up early and work out. When you wake up early and work out, you do a hard thing to start your day that sets the tone. You start to self-identify as a winner. That has ripple effects all across your life. There's no such thing as a loser who wakes up at 5am and works out. 8. Dive through cracked doors. I recently had an experience to bring this to life: A young guy saw on my story that I was at a coffee shop working. He messaged me asking if he could come by and ask a question. I said ok. He got there an hour later and we hit it off. Turns out he lived far away and made it work. I'd always bet on people with that kind of energy. If someone cracks open a door that may present an opportunity, dive through it. 9. Show up early, stay late. Showing up early and staying late is a free way to materially increase your luck surface area. The most interesting side conversations come up before meetings start or after they end. When you're in the room, you're more likely to get pulled into a follow-up call, coffee, or discussion. It pays off handsomely in the long run. 10. Do the "old fashioned" things well. Look people in the eye, do what you say you'll do, be early, practice good posture, have a confident handshake. It sounds silly, but these things are all free and will never go out of style. *** Embrace those 10 pieces of advice and you'll stand out and be on the right track. If you enjoyed this, share it with others and follow me Sahil Bloom for more in the future!

Early in my career, I landed my dream job… and immediately felt like an imposter. On day 3, my new colleague, Rina, spotted an error in my strategic plan. My first instinct? → Defend myself. → Prove I belonged. → Protect my ego. Instead, I swallowed my pride and said: “Walk me through how you’d approach it differently.” That single conversation unlocked solutions I’d never have seen alone. Six months later, we co-led a project that saved the company $1.4M. Not because I knew more than her. But because I realized: ✅ Working with people smarter than you is a blessing, not a threat. Here’s what most leaders get wrong: • They think leadership is about being the authority in the room. • They worry that smarter colleagues will overshadow them. • They fear being seen as “less than” if they ask for help. But the highest-impact leaders I’ve coached share one trait: They’re fiercely coachable. → They seek out people who know more. → They treat differences as assets, not threats. → They let go of needing to be the hero. That’s how careers grow, not in certainty, but in curiosity. The C.H.O.I.C.E.™ Framework makes this real: • Courage: Ask, even when your ego screams “don’t.” • Humility: Recognize brilliance in others. • Openness: Let new ideas replace old assumptions. • Integration: Apply what you learn fast. • Curiosity: Keep asking “What else could be true?” • Empathy: Celebrate others’ strengths instead of competing. 🛠 3 Ways to Turn “Smarter People” into Your Career Advantage: ✅ Flip the script. → Instead of thinking “They’ll make me look bad,” ask: → “What could I learn from them that would take me years to figure out alone?” ✅ Invite co-creation. → Pull in the experts. → Say: “Can I get your eyes on this?” → Collaboration is rocket fuel for your influence. ✅ Say the magic words. → “I didn’t see that. Thanks for helping me get better.” → That’s leadership, not weakness. Here’s the truth no one wants to admit: If you’re always the smartest person in the room… you’re in the wrong room. 💭 Who’s the “smartest person” who made you better at your craft? ♻️ Tag someone who turns intelligence into collective wins. ➕ Follow Loren Rosario - Maldonado, PCC for human leadership.

Whether you like it or NOT the most important decisions about your career are made when you’re not in the room. Your title Your pay Your opportunities All shaped in conversations you are not invited to. As a former leader and exec I've sat in on them. Years ago, I was up for a promotion in another part of the business. I had just started working with a new manager, and when I asked if she would support my candidacy, she said yes. Later, I found out she told someone I was too junior for the role. She didn’t stop the promotion, but she tried to. What protected me was the brand I had already built. And the advocates who already knew my work. → I led a process improvement project with measurable results → I built trust with leaders beyond my team → I earned visibility through recognition programs That reputation made it easier for others to speak up. And harder for her doubt to carry weight. If you’ve ever had a manager say the right things in public but block you in private, you are not alone. When I became a leader, I made it a point to speak up for my team. Not just when it was easy, but especially when they were not in the room to speak for themselves. Because I know what it feels like when someone stays silent or worse they don't protect you at all. If you want to protect your career, start here: → Be consistent Show up the same way in high-stakes rooms and day-to-day meetings → Be clear Speak in a way that leaves no one guessing what you do or why it matters → Be credible Follow through on what you say, and let your results speak without over-explaining Your boss or [insert here] may not be your biggest advocate. But you can still have a strong campaign. And when you become a leader, do not stay quiet in rooms where decisions are made. Because if your name is going to be spoken, make sure it is by someone who protects it. Who spoke your name when you weren’t in the room? Tag them below and thank them. —- Hi, I’m April, and I specialize in helping women leaders prepare for executive roles by enhancing their influence, presence, and communication skills. Executive Material

Next time you start a new job, do this in your first month: Create a personal accomplishment tracker. It doesn't need to be fancy. 👉 A blank section of a notebook 👉 An empty Excel spreadsheet  👉 A new OneNote or Notion page Just make it something you'll be able to find and access easily. Then set a 15-minute block somewhere in your week to come and record wins. "Wins? But I literally just started, I'm still training." That's okay! Write down the small stuff. ✅ Finished onboarding paperwork!  ✅ Conversation with skip manager!  ✅ Ran my first report in the new CRM! The idea is to build the weekly habit of writing down wins BEFORE you get busy. In time, you'll have ever-growing list of all the awesome stuff you've done and the progress you've made in your new job. This is immensely helpful for several reasons: 🤝 Supervisor Updates & 1:1s It's SO much easier to prepare for these when your past self is reminding you of the most important things you did last week. 💼 Performance Reviews & Promotions Justify your raise by showing your leaders all the ways you added value this year. Advocate for yourself and prove that you're ready for that next role. 🖹 Resume Updates It's hard to remember your metrics from years ago. Start writing your future self's resume NOW. Just make sure your tracker is saved somewhere you'll still have access to when you leave. 😊 Confidence Whenever you're discouraged or feel imposter syndrome creeping in, go read your list. Remind your present self that you ARE adding value. You ARE good at your job. Starting this habit early on in your new role is super helpful, and it's something I regret not doing more of throughout my career. And to everyone who's reading this and saying, "I started my job ages ago, I guess I missed the boat, huh." There's no reason you can't start this habit today. How do you track your professional accomplishments? 

I was promoted 3x in five years at Microsoft. That led to ~$200k+ of additional comp. Here are 6 principles I used to make it happen: First, some context: Promotions at Microsoft happen in two ways: 1. Internal level bumps 2. Traditional role changes Two of my promotions were level bumps and one was a role change. All three came with increased responsibility and compensation. On to the principles. 1/ Get Clear On Where You're Going I spent my first six months figuring out exactly where I wanted to go. That way I could quadruple down on my goal. The relationships I built and projects I took on all happened with that goal in mind. Compounding applies to careers too. 2/ Be Vocal About Your Goals! I told everyone about my plan: "I want to be a Director of Partner Development." I brought it up in my 1:1s. In my performance reviews. And in convos with colleagues. People can't help you if they don't know your goals. 3/ Build Up Your Social Capital I identified people who could impact my ability to get promoted. I'd talk to them about their challenges and goals. Then I'd work to help solve that problem or support their initiatives. When you show up for others, they show up for you. 4/ Create A Specific Plan With Management Every quarter, I'd ask my manager 3 questions: 1. What skill gaps do I need to fill to get this promo? 2. What results do you need to see as evidence? 3. What projects can I join / start to get those results? Then I'd get started. 5/ Overdeliver On Value And Results I consistently came in over quota. I helped my teammates level up. I helped colleagues on other teams solve problems. Asking for a raise is a lot easier when you generate 10-100x+ what you're asking for. 6/ Ask For The Promotion Finally, make the ask! When the job becomes available, let everyone know two things: 1. You want it. 2. How they can help you (putting in a good word, etc.) Too many people don't get promos simply because they don't ask or ask at the wrong time.

Don’t make my mistakes all over again yourself. It took 2 layoffs before I realized that no matter how technical I was, technical skills alone were not enough. Ask people with the job you want, “What’s your biggest challenge?” Ask those who can hire you for that role, “What problems do you need people to solve?” It’s not technology. It took me 5 years to realize that business-facing consultants make 3X-5X more than technical consultants. I spent years grinding to get to $130/hr. then tripled my rate in a year by shifting to products and strategy. Technical skills are short-term #career accelerators, but their value plateaus after about 5 years. Value-centric business and technical capabilities are long-term career drivers. After seeing me on a recent Supply Chain Now podcast, I had two potential clients reach out. One said, “You simplified the tech and explained the direction of travel without jargon. I know what’s coming and what to do about it.” I used to think that the more technical and granular I got, the more competent I sounded. It’s actually the opposite. First principles are the expert’s language. Simplicity = mastery. Technologies come and go, but capabilities like communication skills, product monetization, #strategy, and go-to-market are evergreen. The recipe for success is pairing technical expertise with evergreen abilities. No matter what happens next in #AI, business leaders will always need people who can turn technology into new revenue, growth, and higher margins. Value-centric capabilities future-proof careers. Learn from people who’ve been there. Talk to people who are where you want to be. You’ll have fewer career setbacks and more opportunities to advance.

I blundered through my promotion to Director at Amazon. I didn’t understand how to control my own promotion process. By the time I was working to be a VP, I learned to do better. Here is how I did better the second time around: The main shift between my promotion to director and my promotion to VP was in understanding that “doing my job and asking for a promotion” was not enough to be successful in a competitive promotion process. I was able to get promoted to director due to good timing and standing out with a strong business decision, but it is not a reliable strategy. The reliable strategy that I used to get to VP was: → Actively work to understand the promotion process and standards → Work with my manager to meet them → Intentionally line up my stakeholder feedback This way, I was able to ensure that I had met the necessary standards and secured the necessary support to be promoted when the time came. Key actions to do these three things included asking others about the promotion standards, asking my manager and stakeholders to identify my areas for improvement, and building my team throughout the years to have 800+ people. This ensured not only that I had done the necessary work for promotion but also that I had the right scope of responsibility and peer support to justify an executive role. If I had not been so intentional in building the pieces of this promotion, I likely would have either not been promoted or had to wait longer to be promoted to VP. Luckily, I learned this lesson after relying on luck to become a Director. I am sharing this with you so that you can take control of your promotion process, raising the chances that you will be promoted and hopefully lowering the time it takes to get there. To read about the details of implementing these steps into your process, check out this week’s newsletter: https://buff.ly/3F7xZ6M I go in-depth about how and when to apply each of these steps so that your promotions can be under your control, not based on luck. Readers- How have you taken your promotions into your own hands? Do you have a friend who is stuck or struggling you could help out by sharing this post?

One of the hardest lessons I’ve learned in my career is this: No one will advocate for you the way you can advocate for yourself. When I first entered the professional world, I thought my work would speak for itself. I believed that if I put my head down, worked hard, and delivered great results, recognition and opportunities would naturally follow. But here’s what I discovered: While hard work is essential, visibility is just as important. It took observing how others approached their careers to realize this: The people who often get ahead aren’t just hardworking — they’re intentional about making their contributions known. They speak up in meetings, share their goals openly, and make sure their achievements don’t go unnoticed. That realization changed the way I approached my career. I began to see the importance of not just doing the work, but owning my voice and advocating for myself. Here’s what I’ve learned along the way about self-advocacy: 1. Track your accomplishments. I started keeping a journal where I noted key projects, results, and positive feedback. When performance reviews came around, I didn’t have to scramble to prove my value. I had it documented. 2. Ask for what you need. Whether it’s a promotion, mentorship, resources, or even a clearer direction, I learned to be upfront about my goals. 3. Speak up. This was the hardest for me. I used to hold back, worried my ideas weren’t “good enough.” But I realized that staying silent wasn’t helping anyone, not me, not my team, and not the organization. Advocating for yourself isn’t about arrogance or entitlement, it’s about honoring your value. It’s about recognizing that your hard work, skills, and ideas are worth being seen, heard, and rewarded. If I could go back and tell my younger self one thing, it would be this: Don’t wait for someone else to notice your potential. Take the first step. Speak up. Celebrate your wins. Ask for what you need. Your career is yours to build, and no one else will fight for it as fiercely as you can. #StephSynergy

Career tip for those Early in Career: ✨a series ✨ Advocating for yourself in the workplace is essential for career growth and success. Here are 4 key things to know (and what I’ve learned through my own journey thus far): 1️⃣ Speak Up with Confidence Your perspective matters! Don’t hesitate to share your ideas or insights during meetings or discussions. Advocating for your contributions not only highlights your value but also builds your confidence over time. To do this, you don’t have to block other people’s voice — part of this skill is knowing when, where and how to speak up. Mastering this will set you apart. 2️⃣ Set Clear Boundaries Know your limits and communicate them. Whether it’s managing workload or addressing unrealistic expectations, advocating for your well-being helps maintain balance and ensures you can deliver your best work. I’ve found when I’m super overwhelmed it shows in how I communicate — taking a step back with clear boundaries will do more good for you. 3️⃣ Track and Showcase Your Achievements Keep a record of your wins—big or small. Highlighting your accomplishments during performance reviews or casual conversations with your manager (peers, other leaders) this demonstrates your impact and sets you up for opportunities. 4️⃣ Build a Support Network Advocacy isn't a solo journey. Build relationships with mentors, sponsors, allies, and peers who can amplify your voice and advocate for you when you're not in the room. 💡Advocacy is about finding your voice and ensuring it’s heard in a way that aligns with your values and goals. It’s a skill worth mastering! What are your top tips for self-advocacy? I'd love to hear your thoughts in the comments. ⬇️ #theBOLDjourney #EarlyInCareer

In my early career, I thought networking was all about building as many connections as possible. But I quickly learned that effective networking isn't about the quantity of your connections—it's about the quality. Throughout my career, the connections that have truly made a difference weren’t the ones where I just asked for help—they were the ones where I made it easy for others to want to help me. If you want to make others genuinely want to help you, it’s crucial to move beyond simply asking for favors. Instead, focus on creating value and building relationships where both parties benefit. So, how can you do the same? Here are four tactical tips to help you network effectively: ✅ Do Your Homework Before reaching out, research the person or company you’re interested in. Understand their work, challenges, and how you can add value. For instance, instead of asking a connection for job leads, do your own research first. Identify specific roles and companies you’re targeting, and then ask if they can help with an introduction. This approach shows initiative and respect for their time. ✅ Be Specific in Your Ask Whether you’re asking for an introduction, advice, or a referral, be clear and concise about what you need. For example, instead of asking, “Do you know anyone hiring?” say, “I noticed [Company Name] is looking for a [Role]. Would you be open to introducing me to [Person]? I’m happy to send you my resume and a brief write-up you can pass along, too.” This shows that you’ve taken the initiative and makes it easier for your contact to say yes. ✅ Offer Mutual Value When requesting a meeting or advice, frame it as a two-way conversation. Instead of saying, “Can I pick your brain?” try something like, “I’d love to exchange ideas on [specific topic] and share some strategies that have worked for me.” This not only makes your request more compelling but also positions you as someone who brings value to the table. ✅ Follow Up with Gratitude After someone has helped you, don’t just say thank you and disappear. Keep them in the loop on how their help made an impact. Whether you got the job, secured the meeting, or just had a great conversation, let them know. This closes the loop and makes them more inclined to help you in the future. Your network is one of your greatest assets—nurture it well, and it will be there for you when you need it most. What’s one networking tip that’s helped you build stronger connections? *** 📧 Want more tips like these? Join Career Bites - free weekly bite-sized tips to supercharge your career in 3 minutes or less: lorraineklee.com/subscribe 📖 You can also get behind-the-scenes stories, updates, and special gifts for my upcoming book Unforgettable Presence: lorraineklee.com/book