Outbound SDR — Technology Advisory (Self-Employed, Remote)

CTO Samurai; United States; Remote; USD 32,000 - 42,000; Full time

Job summary

CTO Samurai is seeking a self-employed outbound SDR to book qualified discovery calls with UK & Ireland tech decision-makers (CTOs, heads of engineering, founders). This is a one-month paid trial with 100% commission, no cap, and the strongest performer may obtain an ongoing contract.

You’ll source 60–75 targeted touches per day using LinkedIn, email, and prospecting lists; qualify leads and book calls into our closer’s calendar; collaborate to improve lead quality and downstream metrics.

Qualifications

• Proven outbound/cold-outreach experience with booked meetings.
• Track record of generating qualified opportunities.
• Comfortable selling to technical buyers without deep tech background.
• Self-starter who meets daily touch volume targets.

Responsibilities

• Source and outreach 60–75 touches per day (LinkedIn, email, lists).
• Qualify and book calls into our closer's calendar.
• Collaborate with Promoter/closer to improve lead quality and downstream metrics.

Skills

Outbound outreach

Lead qualification

Self-motivation

Tech buyer communication

Cold outreach

Tools

LinkedIn Sales Navigator

Apollo

CRM software

Job description

CTO 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