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How to Scale From 1-Off UGC Gigs to Monthly Retainers

Paul Osas

Paul Osas

6 min read

How to Scale From 1-Off UGC Gigs to Monthly Retainers

You send the cold email. You negotiate the rate. You film the video. You get paid. Then you have to start all over again.

This cycle of "pitch, create, deliver, repeat" is exhausting and unsustainable. The goal is converting satisfied one-off clients into recurring monthly retainers.

This transition moves you from a freelance vendor to a strategic partner, who provides predictable revenue for you and reliable, high-performing content for the brand

Creators hitting $10k+ months aren't doing it by finding 50 new clients every month. They do it by finding 3 to 5 dream clients and locking them into monthly retainers.

That's why transitioning to monthly retainers is such a smart move, it completely transforms how you work.

This guide provides the exact playbook, used by successful creators, to make that shift.

Are You a Freelance Creator or Brand Partner?

Your journey to retainers starts from a mindset shift. Are you a creator who is happy woking on one off gigs and moving on to the next brand? Great, you're a freelance creator living paycheck to paycheck with no loyalty to any brand.

The outcome? Incosistent income, minimal specialty and limited growth.

On the other hand, you could be a creator who conistently work with only the brands they trust and love.

To get the retainer, you must stop selling videos and start selling solutions.

A successful retainer is built on the foundation of an exceptional first project.

When you start thinking like a brand partner you must approach the first 1-off gig differently.:

  • Document Everything: Go beyond delivering the final assets. Keep notes on what you learned about the brand's voice, their audience, and their product's key selling points.

  • Gather Performance Data (If Possible): After your content goes live, politely ask your contact for any performance insights. Did the video see higher engagement or click-through rates? Even anecdotal feedback like "this one performed really well" is gold.

  • Be Low-Friction: Deliver on time, communicate clearly, and require minimal hand-holding. Brands value creators who are predictable in the best way

  • If they ordered one video, deliver the video plus two extra "hook" variations for free. Why? It shows you understand A/B testing (which media buyers love). When they run the ads, they will see your extra hooks performing. You have just proven your value without asking for a dime.

    Note: Be careful with your files. Ensure you understand UGC usage rights, pricing, and licensing before handing over raw assets, so you don't accidentally give away rights for free forever.

silver imac on brown wooden table

How to Pitch for a Retainer

Do not pitch a retainer to a cold lead. You are guaranteed to hear "no." The best retainer clients are the ones you have already worked with.

Go through your client list from the last 6 months. You are looking for brands that meet three criteria:

  1. They are running paid ads. (Check the Meta Ad Library or TikTok Creative Center). If they run ads, they have a "testing budget" and need a constant volume of new creatives.

  2. They have a physical product. (SaaS is harder for UGC; physical products need constant new angles).

  3. They were easy to work with. Do not lock yourself into a 3-month contract with a nightmare client.

When you identify the client you've overdeivered for, do this next:

Make a Data Driven Case

Build an irresistible argument. This is where you separate yourself from every other creator who just asks for more work.

1. Package Your Insights:
Create a simple one-page "Project Recap" for your last collaboration with the brand. Include:

  • The original campaign goal.

  • Links to the delivered assets.

  • Key performance highlights (e.g., "Achieved a 3.5X higher engagement rate than the brand's average," using data patterns seen in successful UGC campaigns).

  • Strategic recommendations for the future based on what you learned (e.g., "Audience responded well to tutorial-style hooks; suggest we explore this format further").

Create a Retainer Package

Get specific. Vague offers get rejected. Structure clear, tiered options based on common industry models

Tiered Content Packages
Think of this as your menu of options. For example:

Starter Retainer ($1,200 - $1,800/month): 4-6 high-quality UGC videos, 2 revision rounds, 30-day usage rights.

Growth Retainer ($2,500 - $3,500/month): 8-10 multi-format assets (videos + stills), 2-3 concepts/month, 60-90 day usage.

Strategic Retainer ($4,000+/month): 12-15 assets, include basic performance notes, strategy call, extended usage.

Pro Tip: Always clarify what's not included, like community management or unlimited revisions, to prevent "scope creep"

The best moment is shortly after the brand has seen positive results from your first collaboration

Send an email that positions the retainer as a benefit to them, not you. Avoid the common outreach mistakes creators make, like being vague or desperate.

Subject: A few ideas to keep the momentum going on [Campaign Name]

Hi [Contact Name],

It was fantastic to see the great engagement on the recent videos we created for [Product/Goal]. Based on that success and what I learned about your audience, I've outlined how we could build a more efficient, ongoing system for your content.

The Opportunity: Instead of restarting the creative process for each new campaign, a monthly retainer would allow us to:

  • Streamline production so you have a consistent pipeline of fresh assets without the recurring search for new creators.

  • Build on what works by doubling down on high-performing hooks and formats.

  • Save time on briefing as I'll develop a deep, ongoing understanding of your brand.

Attached is a brief recap of our last project along with a proposal for a potential monthly partnership structured around your goals.

Would you be open to a quick 15-minute chat next week to explore if this could be a fit for your content roadmap?

This approach works because it’s framed around their efficiency and success, not your desire for stable income.

Managing a Successful Retainer

Winning the contract is just the beginning. Successful retainers require more structure than ad-hoc work.

  • Get It in Writing: Use a simple contract that outlines deliverables, deadlines, revision rounds, payment terms, and usage rights. This protects both parties.

  • Establish a Rhythm: Set a monthly kick-off call and consistent delivery dates. Use shared tools (like a Google Doc or Trello board) to track content ideas and approvals.

  • Communicate Proactively: Share trending audio or ideas you think would work for their brand. This reinforces your role as a strategic partner.

  • Track and Report: Each month, briefly note which assets were delivered and any performance highlights you can access. This demonstrates ongoing value and justifies renewal.

Hear from creators like you:

I realized the brands who came back weren't the ones who got the best results. They were the ones where I had built a real relationship and understood what they actually needed.
I framed it around their efficiency, not my convenience. Instead of 'Can I work with you regularly?' I led with 'You already know I can deliver. Here’s how we can streamline this...'

silver imac on white table

Take the Lead

Brands are busy. They want someone to come in and say, "I got this."

If you can proactively suggest content ideas—using a proper brief structure (learn how to write a UGC content brief for brands)—you instantly become indispensable.

Your Next Step: Go to your "Sent" folder. Find the last 3 brands you worked with who were happy with your work. Customize the script above and hit send today.

If you need more leads to fill your pipeline first, check out our guide on how to find brand emails for UGC.

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