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How to set stretch goals: a 2026 guide to inspiring your team

Sean O'Connor 12 min read
How to set stretch goals a 2026 guide to inspiring your team

Stretch goals can unlock major growth, but only when they’re designed and managed with intention. These ambitious targets push teams to rethink what’s possible, challenge existing assumptions, and explore new ways of working. The right stretch goal can increase motivation, spark creativity, and create momentum across an entire organization. The wrong one can drain morale and stall progress.

This guide walks you through what stretch goals actually are, how they differ from other goal-setting methods, when to use them, how to avoid the common risks, and clear steps for setting your own. You’ll also find modern stretch goal ideas for different teams and practical ways to track progress so teams stay aligned.

Key takeaways

  • Clear definition: understand what stretch goals are and how they differ from SMART goals and OKRs.

  • Right timing matters: learn when stretch goals help teams accelerate growth and when they can create setbacks.

  • Actionable framework: follow simple steps to design ambitious goals without overwhelming your team.

  • Real examples: explore practical stretch goal ideas across marketing, sales, operations, product, and customer service.

  • monday work management: see how a connected digital workspace helps teams plan, track, and achieve stretch goals with clarity.

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What are stretch goals?

Stretch goals are bold, ambitious objectives that challenge teams to reach far beyond their standard performance. They sit outside the comfort zone, yet still feel meaningful and motivating. Unlike everyday targets, stretch goals aren’t about incremental improvement. They’re about exploring new possibilities and finding smarter ways to work.

A strong stretch goal typically includes:

  • A bigger vision: the goal points to an outcome that feels exciting rather than routine.

  • A real challenge: the effort required is noticeably higher than business-as-usual targets.

  • A healthy level of risk: the goal isn’t guaranteed and may require new skills, including new organizational skills, or different approaches.

  • An opportunity to rethink: success depends on trying something different instead of working longer hours.

When done well, stretch goals energize high-performing teams. They encourage creative thinking, help break patterns that limit progress, and often lead to unexpected breakthroughs. Even partial achievement can build confidence and reveal new opportunities.

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Stretch goals vs SMART goals and OKRs: differences explained

Stretch goals don’t replace your existing planning methods — they sit alongside them. Most teams rely on structured frameworks to guide day-to-day execution, and stretch goals work best when they complement those systems rather than compete with them.

Here’s how they compare:

SMART goals: SMART goals are the backbone of predictable planning. They’re Specific, Measurable, Attainable, Relevant, and Time-bound — designed to be realistic, trackable, and achievable with consistent effort. Stretch goals break from that mindset. They intentionally push beyond what feels possible, asking teams to imagine solutions or approaches they haven’t tried before.

OKRs (Objectives and Key Results): OKRs help teams align around a clear Objective and measure progress with Key Results. They can include ambitious targets, but their purpose is structure and visibility. A stretch goal can live inside an OKR — for example, setting a Key Result far above your usual performance — but many OKRs aim for steady, reliable progress rather than big leaps.

The core difference essentially is difficulty. A stretch goal should feel just out of reach and require a different way of working, not simply more hours. If you can hit a target by pushing a little harder, it’s a challenging goal. If you need new thinking, new skills, or a new approach, you’re in stretch territory.

What are the benefits of setting ambitious stretch goals?

When a team is performing well and has the capacity to take on something bold, a stretch goal can create real momentum. These goals invite people to think differently, collaborate more closely, and break out of routine patterns.

Here are the core benefits:

  • Boosts creativity: ambitious targets encourage teams to explore new ideas and experiment with fresh approaches.

  • Raises motivation: big goals feel energizing, helping people see possibilities beyond their usual workload.

  • Strengthens teamwork: working toward a shared, ambitious outcome builds trust, alignment, and a sense of collective purpose.

  • Builds lasting capability: the skills and efficiencies gained along the way often improve performance long after the goal is reached.

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The stretch goal paradox: key risks and when to avoid them

Stretch goals can unlock meaningful progress, but only when the foundation is strong. Harvard Business Review describes this as the stretch goal paradox: the bolder the target, the more it rewards teams that are already performing well — and the more it can harm teams that are struggling.

When a goal is vague, unrealistic, or poorly timed, the risks become clear:

  • Demoralization and burnout: if a team is already overwhelmed, an unreachable goal can feel like a setup. Even strong performance may feel like failure, which drains morale and motivation.

  • Unhealthy shortcuts: intense pressure to deliver at any cost can push people toward risky decisions or behaviors that undermine trust.

  • Resource overload: ambitious goals demand time, budget, and focus. When those resources are already limited, a stretch goal can pull attention away from essential work.

Because of this paradox, stretch goals work best for teams with stable systems, high trust, and a track record of success. For these groups, a bold target can reignite energy, break stagnant patterns, and spark new levels of performance.

「リアルタイム共有」「ガントチャート連動」といった拡張機能も利用できる。

How to set effective stretch goals: easy steps to follow

Setting a stretch goal isn’t just about choosing an ambitious target. It’s about creating the right conditions for your team to take on something bold with confidence. The process should feel challenging but energizing, and the path forward should be clear enough that people know how to begin — even if the final outcome is uncertain.

These five steps help you design goals that raise the bar without overwhelming your team.

  • Define a clear, inspiring objective: a stretch goal should be more than a bigger number. Focus on the meaningful outcome you want to achieve and why it matters. A strong “why” gives the team something to believe in.

  • Assess your team’s readiness: these goals work best when your team is stable, motivated, and performing well. Look honestly at morale, capacity, and available resources. The goal should stretch your team, not strain it.

  • Break the goal into milestones: big ambitions can feel distant. Breaking them into logical phases makes progress visible and gives your team moments to celebrate along the way.

  • Explore new ways of working: you won’t reach a bold goal with business-as-usual methods. Create space for brainstorming, experimentation, and cross-team collaboration. Encouraging fresh thinking opens the door to smarter solutions.

  • Set up a reliable tracking system: real-time visibility keeps everyone aligned. Use a central place to monitor progress, review data, and adjust your plan as needed. The clearer the picture, the easier it is to stay on track.

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Best stretch goal examples for different teams

Stretch goals should feel bold enough to spark new thinking while still grounded in meaningful business outcomes. These examples show what aiming higher can look like across a variety of teams.

Marketing

  • Expand into a new growth channel: launch and scale a completely new acquisition channel that contributes a meaningful percentage of qualified pipeline within one quarter.

Sales

  • Shift toward higher-value deals: move the team’s focus upmarket by significantly increasing average contract value through improved targeting and sales enablement.

Operations

  • Reinvent workflow efficiency: redesign core processes to eliminate major bottlenecks and reduce cycle times across multiple departments.

Customer success

  • Transform service outcomes: dramatically improve first-contact resolution through better knowledge sharing, smarter routing, and proactive customer outreach.

Product management

  • Accelerate roadmap delivery: deliver a high-impact feature or release in half the traditional timeframe by improving alignment and cross-team collaboration.

Engineering

  • Raise product quality dramatically: reduce critical production incidents to a fraction of current levels by strengthening testing, observability, and release practices.

HR and people teams

  • Scale hiring quality and speed: shorten time-to-hire while increasing offer acceptance rates through improved processes and stronger candidate experience.

Finance

  • Advance financial precision: lift forecast accuracy to a new benchmark by unifying data sources and improving modeling discipline across teams.

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Turn ambitious stretch goals into action with monday work management

Ambitious targets require clarity, alignment, and consistent visibility — otherwise, even the strongest stretch goals can lose momentum. monday work management gives teams a structured, connected workspace where they can plan goals, break them into milestones, monitor progress, and adjust quickly as conditions change.

Here’s how it helps teams stay focused and accountable:

Centralized planning and goal structure

Create a dedicated board to capture your stretch goal, define milestones, assign owners, and set timelines. Features like the Timeline View and Status Column make it easy for everyone to see where work stands and what’s coming next.

Real-time visibility across your goal

Dashboards pull key metrics, charts, and progress indicators into a single view. Leaders can see trends as they develop, teams can spot blockers early, and progress becomes transparent without weekly check-ins or manual reporting.

Workload awareness to protect your team

The Workload view helps you understand who has capacity and where bottlenecks may form. Stretch goals should elevate performance — not burn teams out — and this view ensures work stays balanced as priorities shift.

Connected collaboration

Comments, updates, files, and decisions stay attached to the work itself. Teams across departments can collaborate instantly, share new ideas, and keep feedback organized without switching between tools.

AI-assisted momentum

With monday AI, teams can summarize progress, turn meeting notes into action items, and brainstorm new approaches that support your stretch goal. It helps teams think beyond their usual patterns while keeping execution tight.

When a stretch goal lives on monday work management, everyone can see the plan, follow the data, and stay aligned from start to finish — making bold goals feel achievable rather than overwhelming.

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Frequently asked questions

An OKR (Objective and Key Result) is a goal-setting framework used to align teams and track progress. A stretch goal is a type of highly ambitious goal. You can set a stretch goal within the OKR framework, often by setting a Key Result that is intentionally difficult to achieve. However, not all OKRs are stretch goals; many are 'committed OKRs' that the team is expected to hit 100%.

Motivation comes from a clear vision, psychological safety, and celebrating progress. First, communicate the 'why' behind the goal to create buy-in. Second, create an environment where failure is seen as a learning opportunity. Finally, break the goal into smaller milestones and celebrate every win along the way. Using a transparent platform like monday.com helps everyone see the progress being made, which is a powerful motivator.

They are very similar but differ in scope and timeframe. A BHAG, a term from the book 'Built to Last,' is a long-term, visionary goal that can take 10-30 years to achieve (e.g., putting a person on the moon). A stretch goal is typically shorter-term (e.g., quarterly or annual) and more focused on pushing the boundaries of a team's or company's current capabilities. A stretch goal can be a step toward achieving a BHAG.

Success isn't always binary. For a stretch goal, achieving 70-80% of the target can be a massive victory. The key is to define what success looks like upfront. Measure not only the final number but also the innovations, process improvements, and new skills the team developed along the way. The true success of a stretch goal often lies in the breakthrough progress it generates, not just hitting the target.

Sean is a vastly experienced content specialist with more than 15 years of expertise in shaping strategies that improve productivity and collaboration. He writes about digital workflows, project management, and the tools that make modern teams thrive. Sean’s passion lies in creating engaging content that helps businesses unlock new levels of efficiency and growth.
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