constraint vs goals
Jul 5, 2025
·
11 min
Sarah had achieved every goal she'd set for herself.
Marketing manager at a Fortune 500 company by 26. Check.
Six-figure salary by 28. Check.
Corner office with a view. Check.
So why did she feel like she was slowly dying inside?
The irony wasn't lost on her as she sat in her dream office, staring at yet another email about "synergistic optimization strategies" while her college roommate Emma was posting Instagram stories from her first week as a UX designer. Her best friend Jake had just texted a photo of himself grinning outside the coffee shop where he'd signed his first consulting client.
They looked... alive. Electric. The way Sarah used to feel before she'd gotten so good at achieving things.
Her phone buzzed with a calendar reminder: "Review 5-year career plan - Monthly check-in." She'd been religious about these reviews, adjusting timelines and metrics like a NASA mission controller. But lately, each session felt like staring into a beautifully organized prison cell.
The plan was working perfectly. That was the problem.
The Achiever's Trap
Sarah opened her meticulously crafted career document. Two years ago, she'd been so proud of this plan. It looked like something a management consultant would charge $50,000 to create:
- Goal 1: Transition to Product Manager role at tech startup within 8 months
- Goal 2: Complete coding bootcamp and achieve Python proficiency within 6 months
- Goal 3: Build portfolio of 3 tech projects by month 12
- Goal 4: Achieve $120K salary in new role
- Goal 5: Network with 50 tech professionals over next 6 months
Smart. Specific. Measurable. All the things the productivity blogs told her goals should be.
She'd already started on Goal 2, spending her evenings hunched over her laptop, forcing herself through Python tutorials that made her want to scream. Not because the material was hard, but because it felt like eating cardboard. Each lesson was a checkbox, not a discovery.
Her networking spreadsheet had 23 names already. She'd grabbed coffee with startup founders, attended tech meetups, and even joined a "Women in Tech" Slack group. But every conversation felt like she was performing a character she'd invented rather than being herself.
The worst part? It was working. She had three informational interviews lined up next week. Her Python skills were progressing on schedule. Her five-year plan was humming along like a well-oiled machine.
Her phone rang. David, her mentor and the most successful entrepreneur she knew.
"Coffee tomorrow?" he asked. "I want to hear about this career pivot you've been planning."
The Mentor's Question
The next morning, Sarah arrived at their usual coffee shop armed with her printed plan and a notebook full of progress updates. David listened patiently as she walked through each goal, every milestone, her carefully calculated timeline.
When she finished, he was quiet for a long moment, stirring his coffee with the kind of thoughtfulness that made her nervous.
"Can I ask you something?" he finally said. "Why do you want to be a Product Manager?"
Sarah blinked. "Because... because tech is the future. The salary potential is incredible. The startup environment is dynamic and fast-paced. There's huge growth opportunity and—"
"Sarah." David's voice was gentle but firm. "Those are LinkedIn post reasons. I'm asking why you want this."
She felt heat rise in her cheeks. "I... I've researched the market extensively. Product Management is consistently ranked as one of the most in-demand roles. The career trajectory is—"
"You sound like you're trying to convince a venture capitalist to fund your life," David said with a slight smile. "What do you actually enjoy about work?"
The question hit her like a physical blow. When was the last time she'd thought about what she enjoyed? Her entire planning process had been about optimization, market analysis, salary benchmarking. She'd researched everything except her own preferences.
"I like solving problems," she said slowly. "Real problems. Not the made-up ones we create in corporate meetings."
"What else?"
"I like learning things that matter. Not just learning for the sake of checking boxes."
"Keep going."
"I like working with people who care about their work. Who get excited about ideas instead of just... managing timelines."
David leaned forward. "Those aren't goals, Sarah. Those are constraints. And they're way more valuable than any career plan."
The Constraint Revelation
"Let me tell you about my friend Marcus," David said, pulling out his phone to show her a photo of a man in his forties, grinning while holding what looked like a design award.
"Brilliant guy. Harvard MBA. Had his whole life mapped out like a military operation. Goal was to make partner at McKinsey by 35. Worked 80-hour weeks, networked relentlessly, hit every milestone ahead of schedule."
"Sounds like he crushed it," Sarah said, though something in David's tone suggested otherwise.
"Oh, he made partner alright. At 34, actually. Celebrating at some fancy restaurant in Manhattan." David paused. "He told me later that sitting in that restaurant, surrounded by colleagues congratulating him, was the loneliest moment of his life. He'd spent a decade optimizing for someone else's definition of success."
Sarah's stomach clenched. She'd had that exact feeling at her own promotion dinner six months ago.
"The panic attack came three weeks later," David continued. "Middle of a client presentation. Had to excuse himself, locked himself in a bathroom stall, and called his wife sobbing. That's when he realized his goal had become his prison."
"So what did he do?"
"Here's the interesting part. Marcus didn't set a new goal. He'd learned that goals were the problem. Instead, he set constraints."
David pulled up another photo - Marcus at a laptop in what looked like a bright, airy studio.
"He said: 'I won't work with clients who don't respect my time. I won't take projects that bore me. I won't compromise on quality for quick money. I won't work anywhere that treats people like machines.'"
Sarah frowned. "That sounds... vague. How do you build a business around won'ts?"
"Watch this." David's eyes lit up. "A month after Marcus left McKinsey, a big pharmaceutical company offered him a six-figure contract to optimize their supply chain. Great money, prestigious client, exactly the kind of opportunity his old goals would have demanded he take."
"But?"
"The constraint about boring projects said no. The constraint about respecting time said no - they wanted him available 24/7. So he passed."
Sarah felt a flutter of anxiety just hearing about it. "That must have been terrifying."
"It was. But two days later, a small nonprofit called about helping them streamline their food distribution network. Tiny budget, unknown organization, but the problem was fascinating and the people were passionate about actually feeding hungry families."
"And?"
"Marcus took it. That project led to three more mission-driven clients. Which led to a reputation in impact-focused design. Which led to the work that actually fulfills him. He makes less money than he would have as a McKinsey partner, but he's doing the most meaningful work of his career."
David leaned back. "The constraints didn't tell him where to go. They just helped him say no to the wrong opportunities so he could say yes to the right ones."
The Jungle Metaphor
David pulled up another photo on his phone - a dense hiking trail disappearing into thick forest.
"Your five-year plan reminds me of this trail I hiked last month. You're trying to map a jungle with a GPS that only works in the suburbs."
Sarah studied the photo. The path was completely overgrown, with fallen trees and thick undergrowth blocking any clear route.
"You can't plan your way through terrain like this," David continued. "The landscape changes too fast. What you need isn't a map - you need a machete."
"I don't follow."
"Goals are like maps. They assume you know where you're going and that the path will stay the same. But careers, especially in today's world, are more like jungles. Unpredictable. Constantly changing. Full of obstacles you can't see from a distance."
He gestured to the photo. "Constraints are like carrying a machete. They don't tell you exactly where you'll end up, but they help you cut through whatever obstacles you encounter. They adapt to the actual terrain instead of some imaginary route you drew two years ago."
Sarah felt something shift in her chest. "So instead of planning to become a Product Manager..."
"Instead of planning anything specific, you figure out what you won't accept. Then you stay alert for opportunities that fit within those boundaries."
The Uncomfortable Experiment
That night, Sarah stared at her five-year plan with new eyes. All those specific, measurable goals suddenly looked like predictions about a future she couldn't possibly understand.
She opened a new document and tried David's approach:
What I Won't Accept:
- I won't work in environments where learning is discouraged
- I won't take roles where I can't see the impact of my work
- I won't compromise my values for a paycheck
- I won't work with people who drain my energy
- I won't stay in situations where I'm not growing
Reading it back, she felt simultaneously liberated and terrified. Where was the specificity? The timeline? The measurable outcomes?
Her phone buzzed with a text from Jake: "Dude, I'm dying over here. Three clients, working 90-hour weeks, making decent money, but I hate every minute of it. How did leaving corporate turn into this?"
Sarah stared at the message. Jake had set a clear goal when he left his corporate job: build a $500K consulting business within two years. He'd created financial projections, identified target clients, mapped out a growth strategy. And technically, he was succeeding. He was on track to hit his revenue target.
But success felt like failure.
She called him.
"I think I know what's wrong," she said after he'd vented for ten minutes about demanding clients and soul-crushing projects. "You're optimizing for the wrong thing."
"What do you mean? Revenue is revenue."
"Is it? How much of that revenue comes from work you actually want to do?"
Long pause. "Maybe... twenty percent?"
"And how much comes from clients who respect your expertise?"
"Less than that."
"So you're succeeding at building exactly the kind of business you left corporate to avoid."
The Constraint Cascade
Over the next month, Sarah watched her friends wrestle with their own versions of the same problem.
Jake's revenue goals were driving him to say yes to any client who could pay, regardless of whether the work energized him or aligned with his expertise. He was working longer hours than he ever had in corporate, for clients who treated him like a vendor rather than a strategic partner.
Emma, her college roommate who'd successfully transitioned to UX design, was now trapped in a new goal: "Build a design consultancy with 10 employees and $2M annual revenue." The goal was pushing her to take on projects that required managing people instead of designing, focusing on business development instead of craft.
"I became a designer because I love solving problems through design," Emma confessed during a three-way video call. "But now I spend most of my time in spreadsheets and client meetings. I'm building a business that doesn't need me to be a designer."
Sarah shared David's constraint framework. Both Jake and Emma were skeptical.
"That's too vague for business planning," Emma said. "Investors want specific targets."
"How do you measure success without clear metrics?" Jake added.
But they were both miserable enough to experiment.
The Uncomfortable Pivot
Jake's constraints became:
- I won't work with clients who don't value strategic thinking
- I won't take projects outside my core expertise
- I won't compromise my rates for promises of future work
- I won't work with people who treat consultants as order-takers
The immediate effect was terrifying. He had to turn down three potential clients in his first week. His revenue projections went out the window.
"I'm literally choosing to make less money," he told Sarah, panic evident in his voice. "This feels insane."
But something interesting happened. The clients he kept became more engaged. They implemented his recommendations instead of ignoring them. They referred him to similar organizations. His work became more focused, more impactful.
"I'm working with a nonprofit now," he said three months later. "They can't pay as much as the corporate clients, but they're implementing everything I suggest. They see me as a partner, not a vendor. And the work is actually making a difference."
Emma's journey was messier but equally revealing. Her constraints were:
- I won't take projects where I can't do hands-on design work
- I won't grow faster than I can maintain quality
- I won't work with clients who don't understand design's value
- I won't sacrifice craft for scale
She had to turn down a $200K contract that would have put her ahead of her revenue goals because it would have required her to become a project manager rather than a designer.
"I cried after that call," she admitted. "It felt like I was sabotaging my own business."
But the constraint about hands-on design work led her to a smaller project with a healthcare startup. The quality she could deliver as a boutique operation impressed them so much that they introduced her to three similar companies. Instead of building a large agency, Emma found herself at the center of a network of design-conscious organizations.
The Unexpected Path
Meanwhile, Sarah's own experiment was producing surprising results.
A former colleague reached out about a role at a mid-sized company digitizing healthcare records for underserved communities. It wasn't a tech startup. It wasn't Product Management. The salary was actually lower than her current position.
Her old goal-focused mind would have dismissed it immediately. But she ran it through her constraints:
- Learning encouraged? The CEO specifically mentioned wanting someone who could grow with the company.
- Impact visible? She'd directly help improve healthcare access for people who needed it most.
- Values aligned? Absolutely.
- Energy-giving people? The team was genuinely passionate about the mission.
- Growth opportunity? They needed someone to build their entire digital strategy from scratch.
"It's not what I planned," she told David over coffee, "but it feels right in a way my original plan never did."
"That's the thing about constraints," he replied. "They don't just help you choose between existing options - they help you create entirely new possibilities."
The Ripple Effect
Six months into her new role, Sarah's life looked nothing like her original five-year plan. She hadn't learned Python, but she'd become fluent in healthcare regulations and patient privacy laws. She hadn't joined a tech startup, but she was using technology to solve problems that kept her up at night with excitement rather than dread.
The constraints had created unexpected opportunities. Her work caught the attention of a healthcare innovation conference where she was invited to speak. That speaking engagement led to consulting opportunities with other mission-driven organizations. Those connections introduced her to a network of professionals who shared her values rather than just her career ambitions.
"I would never have planned this path," she told Jake during one of their weekly check-ins. "But I can't imagine being anywhere else."
Jake's constraint-driven approach had evolved too. Instead of chasing any revenue, he'd developed a reputation for helping mission-driven organizations with strategic planning. His client roster was smaller but more engaged. His revenue was lower than his original goal but his profit margins were higher because he was working more efficiently with better clients.
"I'm not hitting my financial targets," he said, "but I'm working half the hours and enjoying it three times as much. Plus, the clients I have now are referring me to exactly the kind of organizations I want to work with."
Emma had made the most radical shift. Instead of scaling her design consultancy, she'd partnered with two other constraint-driven designers to create a collective. They shared resources and referrals but maintained their individual practices.
"I'm nowhere near my revenue goal," she told them during a video call, "but I'm doing the best work of my career. And my clients are becoming genuine collaborators rather than just contracts."
The Compound Effect
Two years after that first conversation with David, Sarah found herself at the healthcare innovation conference where she was now a regular speaker. Jake was there too, having developed a specialty in helping healthcare organizations navigate digital transformation. Emma had designed the conference's digital experience, working with her network of mission-driven clients.
None of them had achieved their original goals. All of them had built something more meaningful than they'd originally planned.
"This is surreal," Sarah said as they sat in the hotel bar after her keynote speech. "We all ended up in completely different places than we planned, but we're all more successful than our goals would have made us."
David, who had flown in to hear Sarah's talk, raised his glass. "That's the thing about constraints versus goals. Goals assume you know where you should end up. Constraints assume you're smart enough to recognize a good opportunity when you see one."
The Deeper Truth
As Sarah looked around the conference - entrepreneurs, healthcare workers, technologists, and designers all working on problems that energized them - she realized something profound.
Her original goals had been borrowed dreams. Things she thought she should want based on salary surveys and LinkedIn posts and advice from people whose lives she didn't actually want to live.
The constraints had emerged from self-knowledge. They were based on what she'd learned about herself through experience, not what she thought she should achieve based on external metrics.
More importantly, constraints had created space for serendipity. Her original career plan would have prevented her from even considering the healthcare role that had become the foundation of her new professional identity. Jake's revenue goals would have kept him trapped in client relationships that drained his soul. Emma's scaling ambitions would have pulled her away from the design work that made her feel alive.
"So what's next?" Jake asked as they talked late into the night.
"I honestly don't know," Sarah replied, and for the first time in her adult life, that uncertainty felt like freedom rather than failure. "But I know what I won't do. I won't take opportunities that don't align with my values. I won't work with people who treat me like a resource instead of a human being. I won't stop learning and growing."
"Those aren't goals," Emma pointed out with a grin.
"Exactly," Sarah said. "They're something better. They're guardrails for whatever adventure comes next."
The Ongoing Journey
Three years later, Sarah's LinkedIn profile would have confused her younger self. Instead of a linear progression up a predetermined career ladder, it showed a winding path through healthcare innovation, speaking engagements, consulting projects, and eventually, a role she'd never heard of when she was 28: Chief Impact Officer at a digital health startup.
Jake's business card didn't say "Consultant" anymore. It said "Strategic Partner to Mission-Driven Organizations." His revenue had eventually exceeded his original goal, but it came from work that energized him rather than drained him.
Emma never did build that 10-employee agency. Instead, she'd become known as one of the most sought-after designers in the healthcare space, working with a carefully curated network of organizations that valued craft over speed.
Their paths had been unpredictable, sometimes messy, occasionally terrifying. But they'd all learned to navigate by constraint rather than coordinate, to trust their machetes rather than their maps.
The jungle was still a jungle. But they'd learned to move through it with confidence, cutting away what didn't serve them and staying alert for the opportunities that did.
Sometimes the most powerful question isn't "What do you want to achieve?" but "What won't you accept?"
The answer might just cut through the confusion and reveal a path you never knew existed.