Location: Remote — LATAM strongly preferred, open to US timezone overlap
Comp: $40K–60K base + 10–20% process bonus (pipeline, CAC, GRR) + ARR milestone bonus ($5K at $150K / $15K at $450K / $35K at $800K new ARR attributed)
About us
Deer Designer is a Creative Director-led design subscription for mid-market marketing teams. Flat monthly fee, real output. The model works. What doesn't exist yet: the system that scales it. That's the job.
**The role: doer first, builder second, leader third**
Let's be direct about the sequence, because it matters.
You will start alone. No SDRs to hand leads to. No AEs to run calls. No team to delegate to. Just you, a blank CRM, and a market to figure out.
Your first job is to prove the machine works. You write the sequences. You book the meetings. You close the deals. You do this until the numbers say otherwise, not until you feel ready for backup.
Once you've proven consistent pipeline and repeatable conversion, you'll hire. An AE first, when qualified conversations exceed what one person can close. SDRs later, when the outbound playbook is documented well enough to hand to someone junior without it falling apart.
The team comes as a result of your output, not as a precondition for it. If you need a team to get started, this isn't the right role.
Eventually you'll own a full growth function: pipeline, sales, expansion, the number. But that's the destination, not the starting point.
**What you'll ship, by phase**
**Week 1 — Read the room**
- Talk to top clients: understand why they stayed, why others churned
- Map the full customer journey from first touch to renewal
- Write a POV: what the data says, what you'll build first
Outcome: Clear-eyed diagnosis, no assumptions
**Month 1 — Launch the outbound engine (solo)**
- Build the enrichment pipeline: identify, score, and route target accounts automatically
- Write and launch outbound sequences yourself, no delegation
- Set up CRM, define MQL/SQL, instrument attribution from zero
- Turn client insights into 1–2 real case studies; activate founder-led LinkedIn content
- Launch a simple referral motion
Outcome: 10–30 qualified conversations booked, by you — first paying clients expected
**Months 2–3 — Prove it's repeatable (still solo)**
- Deploy AI personalization at scale inside outbound sequences
- Build a partner engine: find, segment, and nurture web/dev/SEO agencies automatically
- Launch comparison pages (vs agency, freelancers, in-house) with SEO infrastructure behind them
- Run first paid acquisition tests with tight CAC tracking
Outcome: Consistent pipeline, 1–2 channels proven, $10K–$20K new MRR closed
**Months 4–6 — First hire, then scale**
- When pipeline volume justifies it, hire and ramp your first AE
- You own their ramp: you built the pipeline, you know what good looks like
- Lifecycle automation: onboarding nudges, dormant reactivation, upgrade prompts, churn prevention
- Content distribution system: repurpose talks, LinkedIn, newsletters into multi-channel output
- Build expansion motions: upsells, add-ons, NRR growth — new logos and upgrades both count
Outcome: $50K–$80K+ new MRR/month, first AE closing independently
**Ongoing — You own the number**
- Full-funnel ownership: pipeline, conversion, revenue, expansion
- Talking to customers weekly, not quarterly "research"
- Iterating on systems constantly; killing channels quickly when they don't work
- Growing the team only when output demands it
**Must-haves (non-negotiable)**
- You've personally built pipeline. Not managed a team that did. You wrote the sequences, you booked the meetings.
- You've set up a GTM stack from zero: CRM, enrichment, sequencing, attribution. You wired it yourself.
- You've closed deals. You've been on the call, handled the objection, sent the contract.
- You understand the metrics cold: CAC, LTV, payback period, NRR. No Googling mid-conversation.
- You write outbound that gets replies. Not templates. Copy you wrote, tested, and iterated on.
- You've owned a number: pipeline or revenue. Reviewed against it. Hit it or missed it and learned.
- 3+ years in B2B SaaS growth. Subscriptions preferred, mid-market deal experience a plus.
- You've led small teams before: 2–5 people. You know what good hiring looks like when the time comes.
**Strong preference**
**Background**
- Sold to CMOs, VPs of Marketing, or marketing leaders
- Agency, creative, or design-adjacent world
- Created demand in a new or emerging category
- Closed subscription deals with mid-market buyers
**Technical fluency**
- Comfortable with AI tooling for outbound and personalization
- Understands founder-led content, especially LinkedIn
- Can build basic automations without engineering support
**The tooling you'll likely work with**
Clay, Apollo/Instantly, HubSpot or similar CRM, LinkedIn Sales Navigator, Make/Zapier, Clearbit/waterfall enrichment, AI copywriting tools, basic analytics and attribution.
The exact stack isn't fixed. Strong opinions on tooling are a good sign.
**What this is not**
This is not a team-first role. You will not arrive and delegate. You will not hire before you've proven the model. You will not manage an agency or review reports someone else wrote. If you need infrastructure around you to produce, this isn't the right fit. The infrastructure is what you're here to build.
**Hiring process**
1. 30-min fast screen: fit and baseline
2. Paid take-home (4h): build a 60-day plan from real data
3. Deep dive: defend your decisions and what you chose not to do
4. "Close me" roleplay: sell Deer Designer cold
5. References: what did they personally build, and what were the numbers
*Reviewed quarterly against agreed revenue milestones, not activity metrics.*