tailkCTO Samurai is a technology advisory helping tech teams dramatically boost delivery speed and output using AI. We work with founders and CTOs who want far more from the teams they already have, and we show them how. https://www.ctosamurai.com
We're looking for a self-employed outbound SDR to book qualified discovery calls with UK & Ireland-based tech decision-makers (CTOs, Heads of Engineering, founders). This is a one-month paid competitive trial — you'll run alongside one other SDR candidate, 100% commission, no cap. The stronger performer at the end of the month is offered an ongoing contract on a monthly retainer + commission.
What you'll do
- Source and outreach 60–75 targeted touches per day (LinkedIn, email, fundraising boards, company/SIC-code lists)
- Qualify and book calls into our closer's calendar
- Work closely with our Promoter/closer — you own lead quality, they own conversion, and you'll both be measured on the same downstream numbers
Trial compensation
- £20 per qualified call booked
- £250 per paid Audit that call converts into
- No retainer, no cap — strong performers can significantly outearn a typical SDR salary in month one
Ongoing contract (for the trial winner)
- £1,000/month retainer + £10 per qualified call + £125 per paid Audit
- Ongoing commission on every high-ticket Agentic Transformation package sold from your pipeline
- Worth £24,000–£32,000 a year OTE at target (around £30,000 with one Transformation sale a month)
Tools you'll need to be comfortable with
- LinkedIn Sales Navigator
- Apollo (or equivalent outbound/prospecting platform)
- CRM/pipeline tracking tools for logging activity and call outcomes
- Email outreach/sequencing tools
Who we're looking for
- Proven outbound/cold-outreach experience — you can show a track record of booked meetings, not just activity
- Comfortable selling into technical buyers even without a deep tech background (we'll equip you with the pitch)
- Self-starter who can hit daily touch volume without heavy oversight
- Based in Poland, the Philippines, or South Africa (fully remote), working as an independent contractor: you invoice us monthly and handle your own local taxes
Why work with us
- Sell a genuinely differentiated, high-ticket offer (not another SaaS trial)
- Direct line of sight from your activity to your earnings
- Fast path to an ongoing, well-paid contract if you perform
How to apply
Apply online at https://forms.gle/28ehuKPTanKA8Erh9. The form takes about 20–25 minutes and includes two short writing tasks: a cold outreach email and a LinkedIn message sequence.