Always, Small Invoices!

by Jesse Marple

In the world of fractional engagements, whether you’re a software engineer, a CTO, or a marketer, one golden rule can make all the difference: Always small invoices! This approach isn’t just about billing; it’s about creating a framework for clear communication, trust, and adaptability with your clients.

Let’s explore why this philosophy matters and how it can transform your work relationships.

The Challenges of Fractional Work

Fractional engagements often involve juggling multiple clients, projects, and timelines. Each client has unique expectations, and as a fractional professional, you’re balancing the need to deliver value while managing your multifaceted workload effectively. One of the biggest challenges is ensuring that your contributions are recognized and compensated fairly, without causing friction, shock, or conflict.

The Power of Small Invoices

  1. Transparent Value Tracking - Small invoices break down your contributions into tangible, bite-sized deliverables. Instead of billing for a month of work upfront, you’re billing for a series of milestones or tasks. This makes it easier for clients to see the value you’re providing, reducing the likelihood of disputes or misaligned expectations.

  2. Building Trust Incrementally - Trust isn’t built overnight, especially in fractional engagements. Small invoices create a rhythm where clients see consistent progress. When they regularly receive updates paired with an invoice, they gain confidence in your reliability and commitment.

  3. Flexibility for Changing Needs - Projects evolve, and priorities shift. Small invoices give clients the flexibility to pivot without feeling locked into a long-term commitment. As a fractional professional, this approach allows you to adapt your focus without the pressure of renegotiating large contracts.

  4. Smoother Cash Flow - For professionals, small invoices mean quicker payments. This eliminates the strain of waiting months for a hefty invoice to clear. Regular, smaller payments keep your cash flow steady and predictable.

How to Implement the “Always, Small Invoices” Approach

  1. Define Clear Deliverables - Break your work into specific, measurable tasks or milestones. For example:

    • Software Engineer: Delivering a new feature, resolving a set of bugs, or writing documentation.
    • Fractional CTO: Completing a tech stack evaluation or hosting a strategy workshop.
    • Marketer: Launching a campaign or delivering a performance report.
  2. Set a Billing Cadence - Decide whether to invoice weekly, biweekly, or upon completion of milestones. Communicate this plan upfront to align expectations.

  3. Automate Invoicing - Use tools like Fractional.Tools to streamline the invoicing process. Automation ensures consistency and reduces administrative overhead.

  4. Communicate Regularly - Pair each invoice with an update or summary of what’s been accomplished. Clients will appreciate knowing exactly what they’re paying for.

  5. Embrace Feedback - With smaller increments of work and billing, you’ll naturally create more opportunities for client feedback. This allows you to courses-correct early, ensuring satisfaction.

Why It Works

In a world where relationships are key, “Always, Small Invoices!” ensures that you’re fostering collaboration, transparency, and trust. Clients see you as a partner who’s easy to work with, and you benefit from clearer communication and a healthier cash flow. It’s a win-win model for fractional professionals striving to deliver value consistently.

So next time you’re planning your client engagements, remember: Always, small invoices! It’s more than a billing strategy; it’s a philosophy that puts relationships first.


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