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- Tasks: Drive the full sales cycle, from generating leads to closing six-figure deals.
- Company: Join an AI-powered SaaS platform transforming commercial real estate deal assessments.
- Benefits: Enjoy hybrid/remote work options and a range of exciting benefits.
- Why this job: Be part of a dynamic team reshaping the industry with innovative solutions.
- Qualifications: Proven B2B SaaS sales experience, especially in PropTech or financial services.
- Other info: Diversity and inclusion are at our core; we welcome all applicants.
The predicted salary is between 48000 - 84000 £ per year.
Are you a senior sales professional who’s sold into the commercial real estate or investment world and understands the needs and pain points of commercial brokers and investors? Do terms like IRR, NOI, and yield resonate with you? If yes, this could be the perfect move for you.
If you can answer questions like these with confidence:
- “What are the key metrics an investor would look at when underwriting a deal?”
- “How would you explain IRR to a mid-level broker?”
- “How would you tailor a demo for someone managing a £500m CRE portfolio?”
You’ll likely thrive here!
This AI-powered SaaS platform is reshaping how commercial real estate deals are assessed and underwritten. No more spreadsheets. No more all-nighters. Just clean data, fast analysis, and sharper decision-making — used by investors and advisors to evaluate multi-billion-pound portfolios across the UK and beyond.
They’re now hiring a strategic sales hire to drive conversations with top CRE professionals — helping clients move faster, analyse deeper, and win more. You’ll be selling a platform that enables CRE professionals to assess deals in minutes. It ingests asset data rapidly, runs in-platform modelling, and supports acquisition and portfolio decisions — without the spreadsheet chaos.
What You’ll Be Doing:
- Own the full sales cycle — from pipeline generation to tailored demos and six-figure deal closure.
- Sell consultatively to brokers, investment managers, and REITs — aligning their deal challenges with AI-driven solutions.
- Lead demos that walk through deal modelling (IRR, NOI, capex, yield) — clearly and confidently.
- Collaborate with Product and Customer Success to inform roadmap development and drive adoption.
- Support GTM strategy refinement and account expansion across the UK and Europe.
- Represent the business at key real estate events, forums, and investor conversations.
You Should Apply If You Have…
- Proven B2B SaaS sales experience — ideally within PropTech, financial services, CRE, or investment-related platforms.
- Extensive understanding of commercial real estate investing or commercial valuations — especially modelling metrics.
- Experience selling to brokers, fund managers, or institutional investors.
- A trusted advisor approach: you listen, ask smart questions, and simplify complexity.
- Self-starter mindset — you enjoy shaping sales strategy and thrive in fast-paced, evolving environments.
- Naturally curious and analytical — you enjoy problem-solving with data and insight.
Location: Hybrid/Remote Options – HQ in London
Range of benefits, discussed in-process.
If this sounds like the next challenge you’re looking for, apply now or contact Alex Wiffen for a confidential chat. We actively welcome applicants from all backgrounds, communities, and identities. We’re committed to building a team that’s diverse and inclusive at every level.
Please note: This is a retained search — all recruitment activity for this position is being managed exclusively by us.
Senior SaaS Sales employer: Cherry Pick People
Contact Detail:
Cherry Pick People Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Senior SaaS Sales
✨Tip Number 1
Familiarise yourself with the specific metrics and terminology used in commercial real estate, such as IRR, NOI, and yield. Being able to confidently discuss these concepts will demonstrate your expertise and understanding of the industry during interviews.
✨Tip Number 2
Network with professionals in the commercial real estate sector, especially those who are already using SaaS solutions. Attend industry events and forums to build relationships and gain insights into the challenges they face, which you can address in your conversations.
✨Tip Number 3
Prepare to showcase your consultative selling approach by thinking of examples where you've successfully aligned client needs with solutions. This will help you illustrate your ability to listen and ask insightful questions during the interview process.
✨Tip Number 4
Research the company’s AI-powered platform thoroughly. Understand its unique selling points and how it differentiates itself from competitors. This knowledge will allow you to tailor your discussions and demonstrate your genuine interest in the role.
We think you need these skills to ace Senior SaaS Sales
Some tips for your application 🫡
Tailor Your CV: Make sure your CV highlights your B2B SaaS sales experience, especially in PropTech or commercial real estate. Use specific metrics and achievements to demonstrate your success in previous roles.
Craft a Compelling Cover Letter: In your cover letter, address the key responsibilities mentioned in the job description. Explain how your experience aligns with the needs of commercial brokers and investors, and showcase your understanding of terms like IRR and NOI.
Showcase Your Problem-Solving Skills: Use examples from your past experiences to illustrate how you've solved complex problems for clients. Highlight your consultative selling approach and how you’ve tailored solutions to meet client needs.
Prepare for Potential Questions: Anticipate questions related to the role, such as explaining IRR to a broker or discussing key metrics for underwriting deals. Practise your responses to ensure you can communicate clearly and confidently during interviews.
How to prepare for a job interview at Cherry Pick People
✨Know Your Metrics
Familiarise yourself with key metrics like IRR, NOI, and yield. Be prepared to explain these concepts clearly, as you may be asked to demonstrate your understanding during the interview.
✨Tailor Your Approach
Understand the specific needs of commercial brokers and investors. Think about how you would tailor a demo for someone managing a £500m CRE portfolio, and be ready to discuss this in detail.
✨Showcase Your Sales Cycle Mastery
Be ready to discuss your experience owning the full sales cycle. Highlight examples where you've successfully generated leads, conducted demos, and closed significant deals.
✨Emphasise Your Consultative Selling Skills
Demonstrate your ability to listen and ask insightful questions. Share examples of how you've acted as a trusted advisor to clients, aligning their challenges with effective solutions.
