Strategic SDR
Chili Piper
About Chili Piper
Chili Piper is a B2B SaaS startup. Our product helps clients turn inbound leads into qualified meetings instantly, helping revenue teams connect to buyers faster. We are a fully remote global team dedicated to solving interesting problems, helping others, and having fun.
We’re growing fast and we're ready to take over the world (in the most civil and appropriate way possible, of course).
At Chili Piper, the Strategic SDR is a pivotal role that bridges the gap between high-value prospecting and strategic business growth. As a Strategic SDR, you’ll collaborate closely with our Strategic AE (Cece) and Marketing to identify and engage key prospects across the list of target accounts. You’ll play a vital role in building pipeline, creating and refining processes, and helping us shape the future of strategic sales at Chili Piper.
What You’ll Do
Identify and research high-value prospects within target accounts, crafting tailored outreach strategies that resonate with senior decision-makers.
Ideate and execute on creative ways to crack into accounts and garner useful information to aid the sales cycle.
Collaborate with Marketing on out of the box campaigns, specifically focusing on target accounts
Partner closely with Strategic AEs to refine and execute personalized engagement plans for top-tier accounts.
Design and execute outbound campaigns with a focus on high-impact strategies, leveraging insights to iterate and optimize efforts.
Develop a deep understanding of prospect pain points, industry trends, and competitive landscapes to deliver compelling value propositions.
Own early-stage pipeline activities, including initiating conversations, qualifying leads and ability to answer product related questions. It is worth noting here that all messaging, calls and meetings will be worked on collaboratively between the Strategic SDR and the Strategic AE.
Shadow the Strategic AE on demos
Collaborate cross-functionally to contribute to the development of the sales process, tools, and strategies, ensuring alignment with Chili Piper’s broader business goals.
Represent Chili Piper at industry events, webinars, and discussions, building credibility and awareness within target markets.
What We’re Looking For
Minimum time as SDR at Chili Piper: 12 months
Proven success booking meetings within this segment in the past
Success engaging with multiple stakeholders within the 1 account and can speak to this strategy
Evidence of creative account based targeting / approaches
As the role may require you to attend in person meetings or conferences, access to major tech cities will be an advantage
Strong ability to research, analyze, and synthesize data into actionable insights for strategic outreach.
Exceptional verbal and written communication skills, with the ability to craft messaging that resonates with senior-level audiences.
Demonstrated ability to think critically and strategically, especially in navigating complex sales processes and high-value opportunities.
Comfortable operating in a highly dynamic and fast-paced environment, with the ability to pivot quickly when needed.
Proven ability to work independently, take ownership of initiatives, and execute with minimal supervision.
Strong passion for understanding and articulating the value of Chili Piper
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Growth mindset and passion for professional development
Preferred Qualifications
Knowledge of Chili Piper’s platform and value proposition across our top accounts.
Additional Skills
Passion for Chili Piper’s values: Help & Compassion, Innovate, Take Ownership, Growth Mindset, and Have Fun.
High emotional intelligence and interpersonal skills.
Resourcefulness and creativity in solving challenges.
Strong attention to detail, documentation, and follow-through.
Ability to thrive in a dynamic, global team environment.
Key Differences Between SMB/Mid-Market SDR and Strategic SDR
The Strategic SDR will prioritize high-value, complex accounts requiring deeper research and personalized engagement.
Messaging must resonate with senior stakeholders, demanding advanced consultative selling and storytelling skills.
This role includes contributing to cross-functional projects and helping refine sales strategies for top-tier accounts.
Regular engagement with the Strategic AE team, marketing, and leadership to align on account plans and objectives.
This role, by nature, is more qualitative than quantitative. All efforts must reflect this focus.
Additional Information
Why you'll love being a part of our team:
Our team loves Chili Piper because we’re building the company of the future.
Work with an immensely talented global team
Work in a business that’s run fairly and transparently
Competitive pay based on market rate wherever you live
We lead by example--showing industry peers and leaders how to innovate, improve, and grow--while having fun
How we work:
Freedom and flexibility. We’re a 100% distributed team working from around the world, and we've been fully remote since 2016. Our team members can work from wherever they want in the world, as long as they show up on our weekly all hands meeting on Zoom.
Solve interesting problems. The software landscape has exploded. There are dozens of solutions for each problem. We want to be different. We come up with new angles on existing problems or invent better solutions to help companies with their sales and marketing. Then we turn these ideas into beautiful, smart software.
Autonomy and ownership. Working on a distributed team means you don’t have someone micromanaging you or looking over your shoulder to make sure you’re getting things done. We’re a team of do-ers who take full ownership for their results.
Be helpful. Our first value as a company is help. Help our customers be successful. Help our prospects get the right information and make the right decision whether or not it includes our products. Help our team members reach their full potential.
The perks:
Unlimited vacation (and we do mean it, and we do take it!)
Generous health, dental, and vision insurance
Any equipment/software/tech that you need to do your job
Annual professional development stipend of $2,000 USD
Equity - all Pipers receive stock options
Annual company retreat for a week of bonding and adventure (previous retreat locations include Paris, Morocco, Tulum, Iceland, Ibiza, and India!)