Evaluating Development Assignments: Part 3 - Growth, Environment & Expectations

By Peter Leinonen on August 8, 2025

Evaluating Development Assignments: Part 3 - Growth, Environment & Expectations

This is part 3 of a 3-part series on key questions to ask before taking on a development assignment as a consultant.

In Part 1, we examined the technical foundation. In Part 2, we explored development practices and team dynamics.

Now, in this final part, we'll focus on professional growth, working environment, and setting clear expectations – factors that determine whether an assignment will advance your career or stall it.

9. How is learning and continuous development encouraged within the team?

As a consultant, every assignment should expand your skills and market value. Stagnant environments don't just bore you – they actively harm your career prospects.

Follow-up questions:

  • Is there dedicated time for upskilling during work hours?

    • Learning on company time shows investment in people
    • "Learn on your own time" often means no learning happens
  • Do you run internal tech talks, book clubs, trainings, or attend conferences?

    • Knowledge sharing multiplies learning
    • Isolated learning limits growth potential
  • Can you propose and try out new tools or technologies?

    • Innovation requires experimentation
    • "We've always done it this way" kills creativity
  • Is knowledge-sharing common within the team?

    • Look for documentation, pair programming, brown bags
    • Knowledge hoarding creates dependencies and frustration
  • Do you have things like code retreats, hackathons, or experimentation days?

    • Structured innovation time yields surprising results
    • All work and no play makes for dull solutions
  • What happens if someone gets stuck – is there active support?

    • Good teams help each other succeed
    • "Figure it out yourself" wastes time and morale

10. How do you manage your environments – dev, test, staging, production?

Environment management might seem mundane, but it profoundly impacts your daily productivity. Poor environments mean fighting tools instead of solving problems.

Follow-up questions:

  • Are environments automated and versioned through code (IaC)?

    • Infrastructure as Code prevents drift and enables recovery
    • Manual environment management is error-prone and slow
  • Is the test data realistic and useful?

    • Good test data enables meaningful development
    • Lorem ipsum everywhere makes testing superficial
  • How long does it take to spin up a new environment from scratch?

    • Minutes = good, hours = tolerable, days = problematic
    • Quick environment creation enables experimentation
  • Do you face "works on my machine" issues often?

    • Environment parity prevents nasty surprises
    • Frequent environment issues indicate poor standardization
  • Who owns the responsibility for keeping environments running?

    • Shared ownership works best
    • Single points of failure create bottlenecks
  • Do you have observability in place – logs, metrics, tracing?

    • You can't fix what you can't see
    • Good observability turns mysteries into insights

11. What are your expectations of me in this role?

Clear expectations prevent disappointment on both sides. Vague roles lead to scope creep, frustration, and failed engagements.

Follow-up questions:

  • Is the focus on greenfield development, maintenance, migration – or a mix?

    • Each type requires different skills and mindset
    • Mixed responsibilities need clear prioritization
  • Is there a clear definition of my responsibilities and authority?

    • Responsibility without authority is a recipe for frustration
    • Clear boundaries enable effective work
  • How quickly is productivity expected?

    • Realistic ramp-up time varies by complexity
    • "Hit the ground running" might mean inadequate onboarding
  • Will I be expected to contribute beyond code – e.g., in process improvements?

    • Broader contributions can be rewarding or overwhelming
    • Ensure additional responsibilities are recognized
  • Is this a leadership role or purely technical?

    • Leadership expectations should come with support
    • Hidden leadership responsibilities cause conflicts
  • How do you define a "successful delivery" in practice?

    • Success metrics should be clear and achievable
    • Vague success criteria lead to moving goalposts

The Complete Picture

After asking all 11 questions across the three parts, you should have a comprehensive view of:

  1. Technical Reality: The actual state of code and systems
  2. Working Practices: How things get done day-to-day
  3. Team Dynamics: Who you'll work with and how
  4. Growth Potential: What you'll learn and how you'll develop
  5. Environmental Factors: The tools and systems supporting your work
  6. Clear Expectations: What success looks like for everyone

Making Your Decision

Consider these factors when evaluating responses:

🟢 Strong Indicators (Proceed with confidence)

  • Honest acknowledgment of challenges with active improvement efforts
  • Investment in people through learning time and opportunities
  • Clear expectations with realistic timelines
  • Modern but pragmatic approach to tools and practices
  • Stable team with healthy dynamics

🟡 Caution Indicators (Negotiate improvements)

  • Some red flags but openness to change
  • Unclear expectations that can be clarified
  • Technical debt with emerging management strategy
  • Limited learning opportunities but potential for growth
  • Environmental issues with improvement plans

🔴 Danger Indicators (Reconsider or pass)

  • Denial of obvious problems
  • No investment in learning or improvement
  • Completely unclear or unrealistic expectations
  • Toxic team dynamics or high turnover
  • Severely outdated practices with resistance to change

Your Action Plan

  1. Ask these questions systematically – Use them as a checklist in interviews
  2. Listen for what's not said – Evasive answers are answers too
  3. Trust your instincts – If something feels off, dig deeper
  4. Negotiate improvements – Some issues can be fixed if acknowledged
  5. Know your deal-breakers – Some environments won't help your career

Final Thoughts

As a consultant, you're not just selling your time – you're investing your career. Every assignment should leave you more valuable than before, whether through new skills, experiences, or connections.

The right assignment challenges you while supporting your growth. It respects your expertise while expanding your horizons. Most importantly, it aligns with where you want your career to go.

These questions aren't just for interviews – they're tools for taking ownership of your consulting journey. By asking them, you demonstrate professionalism and self-respect. By acting on the answers, you build a career worth having.

Remember: You're not just looking for a gig. You're looking for the right environment to thrive in.

This concludes our 3-part series on evaluating development assignments. May your next assignment be exactly what you're looking for!