Who you are

- Proven outbound SDR/BDR experience in B2B SaaS (mid-market or above strongly preferred)

- Explicit evidence you can prospect to senior buyers and qualify with depth (not just “book and hope”)

- Comfortable being phone-forward;

experience with power-diallers and call coaching

- Experience partnering with AEs (or a closing function) with disciplined handoffs and shared learning loops

- Signal-based/intent-led outbound experience (trigger events, buying signals, engagement signals)

- Experience selling into revenue leadership personas

- Creative outbound portfolio (examples of high-performing sequences, call scripts, or creative angles)

- 1–2 years of experience preferred

- Fluency with AI to optimize day-to-day workflows is a bonus;

experience selling to sales executives or revenue tech products is an additional bonus

What the job involves

- Run high-quality outbound prospecting to senior revenue stakeholders (e.g., VP Sales, RevOps, Sales Enablement, CRO)

- Execute signal-based selling: use buying/engagement signals to prioritise accounts and tailor outreach

- Own your daily activity plan across phone + email + LinkedIn + creative channels; build/iterate sequences

- Use a power-dialler and structured call blocks; continuously improve talk track and objection handling

- Qualify opportunities with rigour (problem clarity, urgency, stakeholders, next steps) and pass complete context to AEs

- Maintain excellent CRM hygiene: accurate stage/notes, account maps, and reason codes

- Share what’s working: weekly learnings on messaging, segments, objections, and conversion rates





- You consistently create high-quality meetings that convert into sales-accepted opportunities

- Your outreach improves over time: better conversion, clearer messaging, and sharper targeting

- AEs love your handoffs: concise, correctly qualified, and with momentum

The application process

- Initial screen (20–30 mins): motivation, outbound experience, compensation expectations, hybrid suitability

- Hiring manager interview (Sales Manager/CRO): detailed walkthrough of outbound motion, qualification, learning loops

- Practical exercise: 1) Written outreach: 2–3 sequences (email + LinkedIn) for a chosen persona 2) Call role play: 10-minute cold call + objection handling (using a dialler-style cadence)

- Values interview + final decision meeting (CRO + CEO)

Benefits

- The opportunity to join a disruptive startup at its earliest stages

- 25 days annual leave plus local bank holidays plus half day on your birthday

- Shared ownership - Being a part of our journey means you will own a piece of trumpet

- Remote working and London office for social gatherings and meetings

- Dog-friendly office in Southwark

- Regular company socials

- Windows or Macbook laptop
- £500 Professional development budget

- £500 Wellbeing budget

- Pension with Penfold
- $600 Professional development budget

- $600 Wellbeing budget

- 401k pension fund managed by Slavic, with a 3% company contribution.

- Trumpet pays 100% of the team member's health insurance premium. For the other insurances, trumpet will pay 100% of the team member's premium and 50% for their family (considering the dental standard plan value).

📌 Sales Development Representative (Canada)
🏢 trumpet ?
📍 Canada