About Wayflyer
Today's small businesses need a capital provider that keeps pace with their growth ambitions. Traditional financing options are slow, cumbersome and often out of reach. That's why we built Wayflyer.
Our technology allows us to assess businesses in minutes, generate financing offers that reflect their growth potential and send funds in as little as 24 hours. To date, we've deployed over $6bn to thousands of businesses worldwide, backed by Tier 1 banks like J.P. Morgan.
You'll be collaborating with ambitious colleagues from around the world. We have offices in Dublin, London, New York, Charlotte, Berlin and Sydney.
The challenge
We're growing our outbound pipeline fast, and Sydney needs a leader to shape where that growth goes next. You'll take our BDR team and sharpen it into a function that doesn't just hit quota, it changes how the sales org thinks about pipeline generation.
What you'll actually do
You'll lead our outbound BDR team in Sydney, setting the strategy that keeps us ahead of the competition and raises the bar on what the function can do. Day-to-day, that means:
Turning sales-qualified leads into real pipeline opportunities, consistently
Coaching your team until they can articulate our value proposition better than anyone else in the market
Keeping the team motivated and on track to exceed monthly targets
Acting as the connective tissue between BDR and AE units, so handoffs are seamless instead of a source of friction
Partnering with Enablement on onboarding and training, so new joiners ramp fast and stay sharp
Spotting opportunities to improve sales operations and working with executive leadership to act on them
What this role could turn into
This isn't a lane, it's a launchpad. As we grow into new markets, this role is a genuine route into senior sales leadership, more scope, bigger decisions, and a direct hand in shaping where the business goes next. How far you take it is up to you.
Who thrives here
You lead with people first. You know a target is only ever hit by a team that feels genuinely backed, so you bring the emotional intelligence to motivate, coach and keep your best people engaged, not just managed. You're analytical to your core, comfortable using data to make calls rather than relying on gut feel, but you never lose sight of the human on the other end of the decision. You've been in the trenches of a fast-paced startup or scale-up before, and you came out the other side wanting more of it, not less.
We hire for range
We're less interested in your years of experience and more interested in your trajectory. You've led outbound sales teams before and you've got the results to prove it, both as an individual contributor and as a manager. You've exceeded targets consistently, and you've got exposure to Solution Selling and/or MEDDICC. If your career so far has been a steady climb rather than a straight line, that's exactly the shape we're looking for.
Location and working policy
đź“ŤSydney, Hybrid (3-4 days a week)
The good stuff
25 days off, plus public holidays. Private healthcare, life insurance, and a pension. Equity - because you should own a piece of what you're building. Generous parental leave for primary and secondary caregivers. 60 days a year to work abroad from wherever you want.
By submitting your application, you acknowledge that Wayflyer Limited will process your personal data for the purpose of evaluating your suitability for the role. Such processing is based on the need to take steps prior to entering into a potential employment agreement. To learn more about how we handle your personal data, you can contact our privacy team at [email protected] or review our privacy notice at https://wayflyer.com/privacy-notice.
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Skills Required
- Previous experience leading outbound sales teams
- Proven results as both an individual contributor and a sales manager
- Consistently exceeded sales targets
- Exposure to Solution Selling and/or MEDDICC
- Experience in a fast-paced startup or scale-up environment
- Strong coaching, motivation, analytical, and interpersonal skills
Wayflyer Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Wayflyer and has not been reviewed or approved by Wayflyer.
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Affordable Benefits — Healthcare costs to employees in the U.S. are described as low to no cost, with company-covered medical, dental, and vision noted. This suggests benefits that keep employee out-of-pocket expenses minimal.
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Leave & Time Off Breadth — Company materials highlight 25 holidays per year plus public holidays, alongside generous PTO, sick leave, and bereavement leave. This breadth supports time away needs across vacation and health-related scenarios.
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Equity Value & Accessibility — Equity/stock options and performance bonuses are listed on the careers and benefits pages, with share options marked as employer-verified. This points to accessible ownership opportunities as part of total rewards.
Wayflyer Insights
What We Do
Today's small businesses need a capital provider that keeps pace with their growth ambitions. Traditional financing options are slow, cumbersome and often out of reach. That's why we built Wayflyer. Our technology allows us to assess businesses in minutes, generate financing offers that reflect their growth potential and send funds in as little as 24 hours. To date, we've deployed over $6bn to thousands of businesses worldwide, backed by Tier 1 banks like J.P. Morgan.
Why Work With Us
We thrive on high agency: the bias for action that turns obstacles into paths forward. It's the hallmark of a Wayflyer employee. However, being high agency doesn't mean going it alone. We value people who take extreme ownership of results while remaining collaborative, curious, and kind.
