Thanks so much for joining Send It Anyway: Reframing Fear & Rejection in Creative Outreach. If you’re reading this after the workshop (or watching the replay), here’s a clear recap of what we covered — with core takeaways, plus the actionable steps + exercises you can use straight away.
Outreach can feel loaded — and showing up anyway is a big deal. You don’t need a perfect mindset, a perfect portfolio, or perfect words. You just need a repeatable approach and a little momentum.

Core Ideas That Landed
Certain moments during the workshop really resonated with those who came along:
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“Detach self-worth from outcomes” (Tip #1)
Many illustrators on the workshop resonated with this one — a strong sign it stuck.
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“Rejection means you’re showing up” (Tip #2)
Explicitly called out as a favourite.
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Reframes like:
“Rejection is re-direction”
“Start with what you have”
“You can improve later, by doing”
Takeaway: People didn’t want more tactics – they wanted permission to act imperfectly.

Outreach Realisations
A few honest, relatable moments in the session today:
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“I’m realising how crappy my outreach emails are now”
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“I’ve been introverted for years relying on people finding me… time to come out of my comfort zone!”
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“I made a list of clients to contact… and then I just didn’t send”
There was relief in hearing:
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January is hard for outreach (aka “the Monday of the year”)
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Timing matters, but momentum matters more
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You’re not behind!
Takeaway: Normalising hesitation reduced shame — and increased readiness.

Practical Takeaways Shared
From the community:
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Use spreadsheets / Trello to track outreach
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Colour-code lists to make them feel lighter
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Gamify rejection (stickers, badges, shiny things)
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Track sends, not responses
Takeaway: Making outreach playful + visible helps people keep going.
Community Energy
Strong, organic validation of the space:
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Multiple members shared how supportive Inkygoodness Collective feels
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Comparisons to other orgs highlighted the human-first community feel
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Members actively reassured each other:
“Don’t beat yourself up”
“Our time is now”
“You’re not alone”
Takeaway: The challenge feels safe because the community already is.

Momentum at the End
By the close of the workshop, the tone had clearly shifted:
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“This is brilliant — just what I needed”
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“Feeling much more motivated!”
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“I feel ready even though I don’t feel ready”
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Excitement for the 100 Rejections Challenge
Takeaway: Confidence didn’t arrive first — action did.
Watch the Workshop Replay now:
Core Tips & Takeaways
1) Your worth is not the outcome
Your value isn’t measured by:
Your only job is to send the message. The outcome isn’t yours to control.
Exercise: Write down what you control vs what you don’t.
2) Rejection is proof you showed up
A “no,” a pass, or silence isn’t a verdict on your work. It means:
The goal is more sends, not fewer no’s.
Reframe: Sending is the win.
3) Reach out to “right now” people
Stop starting with the scariest dream clients. Begin with:
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editors, studios, and brands already commissioning work like yours
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realistic, aligned opportunities at your current level
Exercise: List 5 people you could email this week without spiralling.
4) Keep it human (not performative)
Good outreach is short, specific, kind, and clear. You’re not writing a cover letter — you’re starting a conversation.
Action: Find the person’s name. Avoid generic “Dear Sir/Madam”.
5) Tone matters more than pitch
Don’t beg, apologise, or over-explain. Strong outreach sounds:
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calm
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grounded
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clear
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respectful
You’re not asking for permission to exist — you’re offering something relevant.
6) Structure beats confidence
You don’t need the perfect words — you need a simple shape.
A strong outreach email has 4 parts:
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Why them (one genuine, specific reason)
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Who you are + what you do (one clear sentence)
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What you’re sharing (one relevant link/project)
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A low-pressure close (easy to respond to)
Action: Use one relevant hyperlink, not just your full website.
7) Say less than you think you should
You don’t need your life story, every credential, or a long justification. Keep it focused:
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who you are
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what you do
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why you’re reaching out
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one simple next step
Exercise: Draft your email, then cut it in half.
8) Make replying easy and low-pressure
End with a gentle doorway that respects their time. Examples:
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“Would this be useful right now?”
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“Let me know if this feels relevant.”
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“Happy to share more if helpful.”
Low pressure increases replies — and keeps the relationship warm.
9) Consistency beats confidence
Don’t wait to feel ready. Build a rhythm:
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1 email doesn’t change much
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10 emails changes how you feel
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30 emails changes your relationship with outreach
Aim for small lists, simple messages, regular sending.
10) Momentum is built by sending
Confidence comes after action, not before it. You build a “sending habit” the same way you build any skill — through repetition.