At a Glance
- Tasks: Build and own Dragonfly's outbound sales strategy from scratch, targeting key decision-makers.
- Company: Join an innovative AI startup revolutionising tech solutions for businesses.
- Benefits: Competitive salary, uncapped commission, share options, and 30 days annual leave.
- Other info: Work closely with founders and enjoy a hybrid work model in London.
- Why this job: Be a founding member shaping the future of a groundbreaking product in a dynamic environment.
- Qualifications: 2-3 years in B2B sales, with a strong track record and AI-savvy approach.
The predicted salary is between 40000 - 40000 £ per year.
This isn't a traditional SDR role. If your idea of outbound is hitting a dial quota and burning through a sequence tool, this isn't for you. If you measure yourself by meetings booked without caring what happens to those meetings, this isn't for you. But if you've built your own outbound stack from scratch, used AI to cut research time by 80%, and seriously considered why most SDR playbooks break down at an early-stage startup, and you have views on what a modern GTM motion should look like, we should talk.
About Dragonfly: Dragonfly is building the world's first Automated Solutions Architect. We help businesses navigate the complex landscape of modern tools (SaaS, AI, infrastructure) by using an AI-powered platform that understands their unique context and recommends the optimal tech stack. Our platform is powered by a proprietary knowledge graph of 230K+ products, 4M+ companies, and the relationships between them. We've raised a pre-seed from Tier 1 investors and are already working with 20+ world-renowned brands. We're in delivery mode and now building the GTM machine to match. This is a rare opportunity to join at the earliest stage and own the commercial foundation of a generational product.
The Role: This is Dragonfly's first fully dedicated GTM hire. You're not joining a team, you're starting one. The first 3 to 6 months are about learning the ICP deeply, building the outbound motion from scratch, and booking high-quality meetings with CTOs and engineering leads at mid-to-large organisations. You’ll work directly with Sean (co-founder) and report into the GTM lead. Qualified meetings get handed to Sean for closing. Your job is to find the right people, get them interested, and make the handoff clean.
What You'll Do: In the first 3 to 6 months, you’ll be focused on:
- Building and owning Dragonfly's outbound motion (sequences, messaging, targeting) from zero
- Identifying and reaching out to ICP accounts (Senior decision-makers, such as heads of function and C-suite executives, at scale-ups and medium-sized enterprises)
- Representing Dragonfly at events and roadshows, comfortable with in-person pitching and generating pipeline from physical presence
- Pre-qualifying leads and running high-level Dragonfly pitches before handoff to Sean
- Recommending and building the GTM stack, with input on what tools we use (Apollo, Clay, Dripify, or whatever you think is right)
- Working closely with Yoojin (Founder Associate) on messaging, campaigns, and feedback loops between outbound and content
What We're Looking For: Must-haves:
- 2 to 3 years in a B2B SDR or BDR role, ideally at an early-stage tech startup
- Consistent quota attainment: the key signal is whether you hit your number, not how long you've been doing it
- Founding or early SDR experience: you have built from scratch, not inherited a playbook
- AI-native GTM approach: you use AI for research, personalisation, and efficiency, but you don’t outsource judgment
- Strong written and verbal communication: you can pitch Dragonfly in 2 minutes to a skeptical CTO
- London-commutable, comfortable with 3 days in the office and occasional events
Strong positives:
- Conference and roadshow experience — comfortable generating pipeline from physical presence
- Experience recommending or building a GTM stack at an early-stage company
- Familiarity with tools like Apollo, Clay, Dripify, LinkedIn Sales Navigator, and similar
- References ready immediately: quota attainment should be verifiable
The GTM Tools Angle: We're an AI company. We expect our first GTM hire to be genuinely AI-native — not in the abstract, but in practice. That means using AI to cut research time, build better target lists, personalise messaging at scale, and think critically about which tools are worth the cost. You'll have real input into the GTM stack we build.
Compensation And Benefits:
- Base salary: £40,000
- OTE: £60,000 (uncapped commission)
- Share-options plan
- 30 days annual leave plus 8 bank holidays
- Private health insurance
- Direct access to founders
- High-trust, outcome-focused environment
- Hybrid: Clerkenwell office, Tue/Wed/Thu
The Process:
- Async video interview (5 questions, 20 minutes — no CV screen alone)
- Shortlist based on Video interview (yes we’ll be watching all of them)
- Meet someone from the Team — a Dragonfly pitch and Q&A (20 minutes)
- Deep-dive interview (60 minutes)
- Final conversation with one of our Co-Founder
We are an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
Founding Sales Development Representative employer: Dragonfly
Dragonfly is an innovative employer that offers a unique opportunity to shape the future of AI-driven solutions in a high-trust, outcome-focused environment. With a strong emphasis on employee growth and autonomy, you will have direct access to founders and the chance to build the commercial foundation of a groundbreaking product from the ground up. Located in Clerkenwell, our hybrid work model promotes a balanced lifestyle while providing ample opportunities for professional development and collaboration with industry leaders.
StudySmarter Expert Advice🤫
We think this is how you could land Founding Sales Development Representative
✨Leverage Your Network
In sales and business development, who you know can often be as important as what you know. Get involved with local networking events or industry meetups to connect with key players. Don't be shy—share your passion for the field and let folks know you're on the lookout for opportunities!
✨Show Your Skills Through Real-World Results
When targeting a full-time role like Founding Sales Development Representative at Dragonfly, presenting tangible results from your previous sales experience can set you apart. Bring along case studies or examples of how you've closed deals or expanded accounts, and don't forget to showcase your problem-solving prowess. It’s all about quantifying your success!
✨Engage with Sales Communities
Dive deep into online sales communities, like Sales Hacker or LinkedIn groups dedicated to sales professionals. Engaging in discussions and sharing insights can boost your visibility and might just put you on the radar of hiring managers looking for fresh talent in business development.
✨Direct Applications Matter
While we all know the online application route, consider sending direct applications to companies you admire, including Dragonfly. Tailor your message to explain why you’re drawn to them and how you can contribute as a Founding Sales Development Representative. Sometimes, a personal touch can grab attention faster than a generic application!
We think you need these skills to ace Founding Sales Development Representative
Some tips for your application 🫡
Show Off Those Sales Skills:In your CV and cover letter, highlight any previous sales or business development experience you have. Use numbers and examples to showcase your achievements – did you exceed sales targets or bring in new clients? Make those accomplishments shine!
Tailor Your Message for Dragonfly:When writing your cover letter, make sure to tailor your message specifically for Dragonfly. Show that you know the company’s mission and how your skills align with their goals in the sales landscape. This personalised touch will grab their attention!
Keep It Professional Yet Engaging:Sales is all about relationships, so while you want to maintain professionalism in your application, don’t be afraid to let your personality shine through. Engage the reader and demonstrate your enthusiastic approach to sales and business development!
Proof of Performance:Include any relevant certifications or training you’ve undertaken in sales or negotiation tactics. If you’ve attended workshops or courses, list these to showcase your commitment to professional development. This extra touch can set you apart from the competition!
How to prepare for a job interview at Dragonfly
✨Know Your Sales Methodologies
Brush up on popular sales methodologies like SPIN Selling or Challenger Sales. Being able to discuss these techniques and how you've applied them will show Dragonfly that you understand the role and can hit the ground running in the sales game.
✨Demonstrate Your Deal-Making Skills
Prepare to share stories from your past experiences where you closed deals, overcame objections, or started new client relationships. We want to show Dragonfly that you’re not just about numbers but also about building lasting connections in business development.
✨Prepare for Role-Play Scenarios
In a full-time sales interview, don’t be surprised if they throw in a role-play exercise to test your pitching skills. Practising how you would pitch a product or handle an objection will help us shine in this simulation—think of it like a dress rehearsal for your future sales calls!
✨Align Your Goals with the Company’s Vision
Take a moment to reflect on how your career ambitions align with Dragonfly’s objectives. When we articulate how our personal growth ties in with the company’s goals, it shows commitment and a genuine interest in contributing to their success.
