What You'll Do

As our Founding Account Executive, you'll play a critical role in driving Guideline Guru’s growth by closing mid-market accounts in the mortgage space. You’ll also help evolve our sales process and product roadmap, and will report to our CEO. This is a high-impact, individual contributor role with a clear path to broader sales and company leadership opportunities.

Your Responsibilities:

Full Cycle Sales: Own the entire sales cycle, from prospecting to contract signing and onboarding.
Lead Generation: Build relationships with inbound leads and proactively generate new opportunities through emails, calls, LinkedIn, referral partners, and industry events.
Sales Targets: Hit a $600K annual quota with uncapped commissions and an accelerator incentive for overachievement.
Product Impact: Identify customer needs and product gaps, and help translate them into new feature ideas.
Process Evolution: Help streamline and evolve our sales process, and contribute to marketing initiatives and customer support when needed.

What We’re Looking For

Experience:

4+ years of SaaS sales experience.
Proven track record of hitting or exceeding quotas.
Experience managing and closing mid-market or enterprise deals.
Experience selling into mortgage lenders is a strong plus, but not required.
While these are our ideal qualifications, we’re open to other exceptional candidates who bring relevant experience and a strong track record of success.
Title, compensation, and equity will align with experience and expected impact.

Skills:

Clear, confident communication. You’ll be selling into senior decision-makers.
Prioritization. You’ll need to focus on the most promising leads and sales tasks.
Strategic thinking. You’ll identify prospects for whom Guideline Guru would be a strategic asset, and connect our capabilities to what they’re trying to achieve.
Project management. You’ll manage larger deals with multiple decision-makers and navigate their vendor review processes.

Attributes:

Think like a long-term owner of the business, with a focus on doing what’s best for our customers, culture, and reputation.
Self-starter who thrives in and enjoys an entrepreneurial environment.
Aligned with our core sales principles: (1) Be honest and fair, (2) Stay positive, (3) Think long-term.
Collaborative and team-oriented, with a mindset that makes them easy and enjoyable to work with.

What You'll Get

At Guideline Guru, we’re committed to building a sales role and culture that rewards your contributions with competitive compensation, ownership, and work-life balance.

Compensation: Competitive base salary and an on-target earnings (OTE) range of $150,000 - $180,000, with no cap on commissions and an accelerator for exceeding quota.
Equity: Significant ownership (up to 2.5% over 6 years) that reflects your impact as a founding member of the sales team.
Growth Opportunities: Build expertise in one of the most exciting new areas of technology.
Work-Life Balance: We target a 40-hour work week and emphasize calm, focused work. This helps you perform at your best and have a vibrant life outside of work.
Optional Co-working Space: You'll get a stipend for a local co-working space in your area if you prefer to work outside the home. If you're in NYC, you can also come work in Guideline Guru's co-working space in FiDi, Manhattan.

Our Hiring Process

Initial Call: Meet with our CEO to learn about the role and share your background.
Follow-up Call: Dive deeper into your experience and see a demo of Guideline Guru.
Sales Skills Interview: Showcase your expertise by completing a lead-prioritization exercise and presenting a past sales pitch. You’ll also have a few 1-on-1s with team members.
Reference Checks: We’ll speak with your references to learn more about your work.
Offer: Receive a comprehensive offer package which will include compensation, equity, and benefits.

Ready to join us?

If you’re excited about this opportunity, we’d love to meet you. Apply now and help us build a great product and company!

Guideline Guru

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Founding Account Executive – SaaS Sales