HCM GROUP

HCM Group 

HCM Group 

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13 May 2025

How to Design Stretch Assignments and Growth Paths for Remote Talent

Activating Development Through Real Work in Distributed Organizations

 

Introduction: Opportunity Should Travel as Freely as Talent Does

In a time when talent is global, but opportunity is still often local, the playing field for growth is anything but level.

In many hybrid or remote-first companies, high-impact, business-critical projects are still too often assigned to those within a short walk of leadership—not those best positioned to grow through them. The casual “tap on the shoulder” has gone virtual, but it hasn’t been replaced by something better. As a result, many capable remote employees remain on the outskirts of meaningful advancement, sidelined not by performance, but by invisibility.

Yet stretch assignments—those carefully calibrated experiences that challenge an employee just beyond their comfort zone—remain among the most powerful, cost-effective, and lasting levers of professional development.

This guide is designed to help HR and business leaders reimagine how to equitably design and distribute growth paths and stretch opportunities for remote employees. It argues for a strategic shift: from “projects as rewards” to “projects as development infrastructure.”

 

Why Stretch Assignments Matter More in Remote Contexts

In traditional office environments, learning happens not just in formal settings but in hallway conversations, whiteboard sessions, and spontaneous collaboration. These moments naturally allow leaders to identify potential and invite participation in strategic work.

But in a distributed model, those organic opportunities often disappear—replaced by rigid meetings and fragmented visibility. Remote employees don’t always benefit from the ambient awareness that drives informal advancement. This can have major consequences:

  • High-potential individuals may be overlooked for critical roles simply because they’re not in the room.
  • Career growth becomes stagnant and uneven, driving disengagement and attrition.
  • The organization misses out on activating latent capabilities across its distributed workforce.

 

Stretch assignments offer a remedy. When structured intentionally, they provide the experiential muscle-building that powers leadership readiness, cross-functional fluency, and enterprise thinking—regardless of geography.

 

Redefining Stretch Assignments in a Distributed World

In an office-centric world, stretch assignments were often informal and based on proximity and intuition. But in a remote or hybrid structure, intentionality must replace serendipity.

A modern stretch assignment is not merely a bigger workload or a fire drill—it is a purposeful opportunity that pushes the boundaries of what an employee has previously done, with built-in support, learning, and visibility.

 

Key elements of a modern, remote-friendly stretch assignment include:

  • A clear learning goal aligned with future capability needs
  • Exposure to new stakeholders, challenges, or domains
  • Defined start and end points, with reflection built in
  • Support structures such as a mentor or coach
  • Visibility to leadership and feedback loops for growth

 

For distributed teams, these assignments may come not through office osmosis, but through project marketplaces, agile team rotations, or internal gig platforms—all designed to match ambition with business need.

 

I. Matching Remote Talent to Business-Critical Work

The first challenge is not simply offering stretch assignments, but ensuring they’re distributed equitably and strategically, aligned with organizational goals and workforce aspirations.

 

Shifting from Intuition to Infrastructure

Historically, leaders might identify “stretch potential” based on who spoke up in meetings or who they saw staying late. But those cues are biased toward visibility, not capability.

To democratize access to critical growth assignments:

  • Build role and capability maps that forecast strategic needs (e.g., digital transformation leads, data fluency, change leadership)
  • Identify individuals (remote or on-site) who show early indicators of these capabilities—even if they haven’t yet been “seen” by senior leadership
  • Use data from performance reviews, 360s, engagement platforms, and learning systems to find people ready for more—not just those who’ve done more

 

Example: A global logistics company developed a quarterly “Talent Pulse” combining manager feedback and system data to identify remote employees who had completed relevant learning and demonstrated stretch-readiness. These individuals were matched to transformation projects in product and supply chain teams—even though they had never worked with those units before.

 

Making Projects Visible and Accessible

One of the biggest reasons remote employees miss out on strategic projects is simple: they don’t know they exist.

Address this by creating a centralized, transparent platform where stretch opportunities are posted, scoped, and matched. Internal gig boards, talent marketplaces, or project-matching tools (e.g., Gloat, Fuel50, or even custom Airtable setups) can help.

Structure postings like mini-development opportunities, clearly stating:

  • The challenge and learning opportunity
  • Time commitment and support available
  • Ideal skill match and stretch potential

 

Encourage self-nomination, but also enable cross-functional leaders to recommend talent from distributed teams who may not be known to project sponsors.

 

Pro Tip: Add a “Growth Gig” spotlight to your company-wide comms, highlighting opportunities that align with strategic initiatives and inviting nominations from across all regions and departments.

 

II. Using Internal Gigs and Agile Teams as Developmental Engines

The second lever of distributed stretch strategy lies in redefining how teams are formed.

Instead of rigid hierarchies where project ownership is a reward for tenure or proximity, high-growth organizations are increasingly leveraging short-term, agile squads and internal gigs to give diverse talent real opportunities to lead, solve, and grow.

 

Designing Internal Gigs for Learning, Not Just Labor

Internal gigs—temporary projects outside an employee’s formal role—can be immensely developmental if designed with intentional scope and feedback loops. These aren’t about filling gaps in resourcing—they’re about expanding horizons.

 

For example:

  • A software engineer contributes to a cross-functional team designing a new product feature, learning business strategy along the way.
  • A customer service lead joins a six-week sprint on CX transformation, building analytical and storytelling skills through exposure to data teams.
  • A regional HRBP in Poland supports a global DEI initiative, building cultural fluency and enterprise-wide influence.

 

Each gig should be framed not just as “help needed,” but “growth offered.” Include:

  • Clear start and end dates
  • Defined deliverables and a learning agenda
  • Regular check-ins with a mentor or project leader
  • A reflection and feedback session at the end

 

Practice Insight: A multinational insurance firm introduced a “10% Growth Time” initiative, where all employees could apply for stretch gigs that took up 10% of their time. Teams across finance, ops, and tech submitted mini-projects aligned with transformation goals. Remote employees, often overlooked before, became central to innovation squads—and many were later promoted.

 

Activating Agile Teams as Developmental Rotations

Agile project squads—especially those formed to tackle innovation, transformation, or operational pivots—can also serve as development accelerators, particularly for remote employees.

To make these truly developmental:

  • Assign roles that stretch beyond functional comfort zones (e.g., a finance manager owning a sprint retrospective)
  • Provide upfront alignment on both business and personal learning goals
  • Ensure psychological safety so that remote contributors feel empowered to challenge, lead, and co-create

 

Agile teams can be both vertical and horizontal learning zones:

  • Vertical: employees engage with senior leaders, gaining sponsorship and visibility
  • Horizontal: cross-functional collaboration builds systems thinking and adaptive leadership

 

Manager Tip: Encourage agile team leads to rotate facilitation and retrospectives across geographies, ensuring remote team members take the lead in high-visibility moments.

 

III. Supporting Stretch Assignments With the Right Developmental Architecture

No stretch assignment delivers growth by magic. The experience must be scaffolded with support, reflection, and coaching.

Here’s how to do it right:

 

Create Developmental Contracts

Before the assignment begins, create a shared “contract” between the employee, their manager, and the project sponsor. This should include:

  • What success looks like—both for the business and for the individual’s growth
  • How time will be protected and reprioritized
  • Who will provide feedback and how often
  • What formal or informal coaching will be available

 

This ensures alignment and avoids stretch turning into strain.

 

Embed Coaching Touchpoints

Design moments for learning during, not just after, the assignment. Assign a coach or mentor who can:

  • Help the employee navigate ambiguity
  • Push reflection in real time
  • Offer exposure to broader business context

 

This can be internal (e.g., a senior peer) or external (e.g., a coach from a talent marketplace). What matters is consistency and availability—particularly for remote employees who may lack hallway access to informal support.

 

Celebrate Learning and Share Back

At the end of the assignment, host a debrief where the employee:

  • Reflects on what they learned
  • Shares outcomes and impact
  • Presents a “growth showcase” (even if informal) to peers or leadership

This reinforces the value of the stretch assignment as not just a deliverable, but a development milestone. It also models learning for others.

 

Template Add-on: Build a “Stretch Assignment Reflection Form” into your internal HRIS or development platform—capturing not just results, but capabilities grown.

 

Conclusion: Real Work, Real Growth, Real Equity

Stretch assignments are among the most powerful tools for developing future-ready talent. But unless they are made deliberate, visible, and inclusive, they will reinforce the very divides remote-first companies seek to close.

By building the infrastructure to match remote employees to business-critical work, leveraging internal gigs and agile squads as development engines, and supporting every stretch with intentional scaffolding, HR leaders can activate distributed growth at scale.

Because in distributed organizations, the future of leadership will not be found through resumes—it will be built through stretch.

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