Offer summary

Qualifications:

2+ years of experience as a SaaS SDR with a track record of exceeding pipeline targets., Strong outbound prospecting skills and experience engaging multi-stakeholder buying groups., Excellent written communication skills and comfort with video and personalization., Familiarity with sales tools like Salesforce, HubSpot, and a willingness to explore new technologies..

Key responsabilities:

Own the outbound prospecting process to generate qualified leads for AEs using various communication channels.

Define and refine the ideal customer profile and account prioritization strategy in collaboration with sales leadership.

Track activities and outcomes in Salesforce for accurate forecasting and reporting.

Lay the groundwork for onboarding and performance management for future SDR team members.

Job description

Who is Aiwyn and what do we do?

Aiwyn is transforming the way accounting firms streamline the entire revenue management lifecycle. Backed by top-tier investors (Bessemer, KKR & Revolution), we’re one of the fastest-growing scale-up software companies globally—delivering innovative technology and consistently raising the bar with world-class people, processes, and products.

To learn more, visit our website

About the Role

You’ll own the outbound pipeline generation motion and work directly with the Senior Director of Sales to build the SDR function from the ground up. You’ll play a role in defining/optimizing the channels we use, the metrics we use to measure success, and the systems we put in place to scale a high-performing outbound motion. This is an individual contributor role with a strategic edge. You’ll work closely with AEs, Marketing, and RevOps to identify target accounts, refine messaging, experiment with new tactics, and help define what “great” looks like for future SDRs.

What You'll Impact:

Own outbound prospecting to drive qualified pipeline for AEs—using email, phone, video, and social to connect with senior leaders at top 500 accounting firms

Help define and refine the ideal customer profile and account prioritization strategy

Partner with Sales leadership to test, document, and scale best practices across messaging, cadences, tools, and workflows

Be a strategic voice in evaluating and implementing new sales engagement tools and GTM technologies

Collaborate with Marketing on ABM campaigns, content strategy, and event follow-up

Track activities and outcomes in Salesforce to enable clean forecasting and reporting

Lay the foundation for onboarding, enablement, and performance management for the future SDR team

Be a true ambassador of Aiwyn’s value proposition—curious, helpful, thoughtful, and prepared

What You'll Bring From Past Experience:

2+ years of high-performance experience as a SaaS SDR, with a proven ability to hit or exceed pipeline targets

Strong outbound prospecting skills, with experience engaging multi-stakeholder buying groups

Excellent communication skills—especially written—and comfort using video and personalization to break through

Process-minded: you enjoy figuring out how things should work and documenting them clearly

Excitement about building from zero—you're not afraid of ambiguity and are energized by early-stage ownership

Comfortable with sales tools like Salesforce, HubSpot, Apollo, Outreach, etc., and curious about what else is out there

Bonus: Familiarity with the accounting or professional services space

Bonus: Experience working in an early-stage or rapidly scaling startup environment

Bonus: Experience working with a multi-product company with the ability to position all products as an integrated platform solution

Benefits and Perks:

The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.

Other benefits include:

Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.

Remote, work-from-anywhere culture

Flexible PTO

World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support.

Stock options - every Full Time Employee has ownership in Aiwyn's future and success.

401(k) matching

Our Values:

Trust - We champion transparency, welcome differing perspectives, uphold accountability, and trust that others have good intentions

Courage - We have the courage to take calculated risks and embrace change, knowing what worked in the past won’t always work in the future

Impact - Rooted in determination and innovation, we chase extraordinary outcomes and impactful results

Relentlessness - We approach challenges with an unwavering resolve, never settling for mediocrity, and always striving to surpass expectations

Learn more about Aiwyn:

About us

Why Aiwyn

YouTube page

Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.

Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: https://www.aiwyn.ai/ccpa

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