[Hiring] Director, HR Management Systems @100 Raymond James & Associates, Inc.
November 5, 2025[Hiring] Senior React Native Developer @Proxify
November 5, 2025
Headquarters: Tallinn, Estonia
URL: https://toggl.com/jobs/
We’re looking for a driven Account Executive who thrives on building relationships, closing deals, and growing SaaS revenue. If you’re a natural communicator who loves turning prospects into long-term customers and wants to help shape how we scale our sales engine, you’ll fit right in.
The base salary for this position is $66,000 (plus uncapped variable) with On-target earnings estimated at $106,800. We are committed to reviewing salaries every year based on company and individual performance.
You can work from anywhere in the USA & Canada – your working hours should naturally cover North America time zones (UTC-8 to UTC-4). You choose where you work as long as you’re online when our prospects and team are active.
Why you’ll love working here
- Outcome-driven culture: we measure impact, not face-time.
- Freedom & flexibility: work from home, co-working space, beach, wherever you’re most productive.
- Deep investment in your growth: budget for learning, conferences, coaching.
- Impact at scale: your wins help shape our product roadmap and future Sales growth.
About the Team
We are a global team of 140+ awesome people working from over 40 countries around the globe. We hire globally, you work locally — in the heart of London, a beach outside of Río de Janeiro, or a quiet village near Florence, the choice is yours. Every few months we travel to meet up somewhere in the world and spend some quality time together. We place a huge amount of trust in our people, and we measure the outcomes rather than the work itself. Our values fuel our results.
How You’ll Win at Toggl
As an Account Executive, you’ll own the full sales cycle – from prospecting to close – helping teams discover the power of our suite of B2B SaaS products. You’ll be part of a small, high-trust team that’s building scalable systems and repeatable wins as we expand across North America.
- Prospecting & Pipeline Growth: Build and maintain a healthy sales pipeline through inbound leads and targeted outbound outreach.
- Discovery & Consultative Selling: Understand prospects’ productivity challenges and position Toggl as the solution that simplifies their day.
- Presentations and Demos: Craft and deliver tailored demos and presentations that showcase Toggl’s unique value. You’ll run roleplay-like scenarios, anticipating stakeholder concerns.
- Deal Management and Negotiation: Navigate multi-threaded opportunities, including C-suite, procurement, and technical stakeholders. Drive deals through to close while maintaining strong process hygiene in CRM.
- Forecasting and Reporting: Accurately forecast your pipeline and results. Provide insights on market trends, competitor moves, and customer feedback to inform strategy.
- Collaboration & Handoffs: Collaborate closely with Customer Success to ensure seamless handoffs and lasting customer success.
- Continuous Learning: Track your performance, iterate your approach, and share insights with the team to improve how we sell.
Who You Are
- Hunter Mindset and Proven Drive: 2–4 years of B2B SaaS sales experience, ideally selling to SMB or mid-market customers. You’ve consistently met or exceeded quota, managed the full sales cycle, and know how to build and nurture your own pipeline.
- Relentless and Self-Driven: You wake up excited to prospect, dig into accounts, and overcome objections. You thrive under pressure, pivot quickly when roadblocks arise, and never settle.
- Strategic and Consultative: You ask the tough questions, uncover hidden business priorities, and position multi-product solutions in a way that executives can’t ignore.
- Competitive Team Player: You love competing but also share wins and playbooks with colleagues. You raise everyone’s game by sharing insights, challenging norms, and celebrating victories together.
- Data-Obsessed and Process-Minded: CRM hygiene is second nature; you track metrics, analyze trends, and optimize your approach. Yet you balance data integrity with genuine relationship-building.
- High EQ and Coachable: You read stakeholders well, adapt communication on the fly, and solicit feedback to continually improve. No big egos, just hunger to win.
- Tech Fluent: Comfortable with CRM and sales tools; quick to adopt new platforms and AI, and leverage analytics to sharpen your strategy.
Interview Process
We aim for quality + speed: clear steps, respectful of your time, giving you a strong sense of our culture and how we work.
- Skills Test: No CVs, we don’t believe in them at Toggl! Just a quick async task focused on core skills – helps us get an early signal on how you think and communicate.
- Video Intro: Quick recorded answers to get a sense of your style and communication.
- Screening Call (30 mins): A conversation with Melani from Talent Acquisition. We’ll explore your background, motivation, and general alignment with the role, while giving you more insight into Toggl’s culture and ways of working.
- Tech Interview (45 mins): ****A deeper discussion with your future lead, Patrick, Head of Sales, focused on your deal-making experience, strategic thinking, and how you approach complex sales environments.
- Paid Business Case and Test Week: Tackle a real scenario and collaborate async with the team to see how we work, and how you work.
Benefits
- Freedom to choose when and how much you work – we only measure results
- 24 days of paid time off a year, plus your local holidays
- Unlimited sick leave
- In-person meetups for team-building (expenses covered)
- 4-6 weeks paid sabbatical (depending on the tenure)
- Laptop budget up to €2,500 and it renews every 3 years
- €2,000 budget to set up your home office, and additional €300 every year after 3 years of tenure
- €3,000 per year for co-working space membership and/or internet service at home
- €4,000 per year contribution to use for training, workshops, and conferences
- €2,400 per year contribution for any equipment or services to improve and/or maintain your physical and mental health
- Support for buying tools you need for doing your best work (even eyeglasses if you need a new pair)
To apply: https://weworkremotely.com/remote-jobs/toggl-account-executive-north-america
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