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About Pillar2OS Pillar2OS is a startup building software to help businesses and tax professionals manage the complexities of OECD Pillar Two / Global Minimum Tax. We’re at an exciting stage of growing the platform and are looking for a confident, personable salesperson to support us with prospective customer conversations and help turn interest into new Pillar2OS users. The role Initially, this will be a flexible, commission-based position, working on an as-needed basis rather than committing to fixed hours. You’ll primarily support with sales calls with prospective customers who are interested in Pillar2OS, helping them understand the platform, identify how it could support their Pillar Two requirements, and guide them towards the right next step. You would earn an agreed percentage of the initial sign-up value for customers you successfully help convert. The idea is to keep things flexible at the beginning, with no fixed-hour commitment on either side, while giving you the opportunity to earn directly from the sales you help generate. As Pillar2OS grows, there may also be an opportunity for the role to develop. What you’ll be doing - Joining and leading sales calls with prospective Pillar2OS customers - Understanding a prospect’s current Pillar Two challenges and requirements - Clearly communicating the benefits and capabilities of Pillar2OS - Demonstrating the platform and answering initial product questions - Following up with prospects and helping move opportunities towards sign-up - Feeding customer questions and objections back into our sales and product approach - Working directly with the founder as we refine the Pillar2OS sales process Who we’re looking for You don’t necessarily need to be a Pillar Two expert - we can teach you the product and provide the technical support you need. We’re more interested in someone who: - Is confident, friendly and professional on sales calls - Has B2B sales, SaaS, software or professional-services sales experience - Is comfortable speaking with tax, finance and professional-services teams - Can understand a technical product and explain it in straightforward language - Is proactive with follow-ups and comfortable working independently - Enjoys working in an early-stage startup environment where things are still evolving Experience in tax technology, accounting, finance, enterprise software or professional services would be a big advantage. Working arrangement This would initially be a flexible, commission-based engagement, with work arranged as opportunities arise. There are no fixed hours or long-term commitments required at the outset. We can work together on incoming opportunities, and you’ll receive an agreed percentage of the sign-up value for customers you help convert. If the arrangement works well for both sides and Pillar2OS continues to grow, there is potential for the relationship to grow with it.
Project ID: 40635960
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10 freelancers are bidding on average £1,015 GBP for this job

Hi Pillar2OS team, I can lead sales calls and convert interested prospects into Pillar2OS users. I closed 18 B2B SaaS deals with finance and professional services teams last year. I explain technical products in straightforward language, follow up proactively, and feed customer questions back into product and sales refinement. Will you provide demo access for calls? Happy to jump on a quick chat. Ali Zain
£1,125 GBP in 7 days
4.6
4.6

⚠️ If you're not happy, you don’t pay. ⚠️ Hi there, Thank you for considering my proposal and sharing the details about Pillar2OS. I’ve reviewed your requirements carefully. I can help you boost conversions by confidently engaging with prospective customers, understanding their Pillar Two needs, and clearly articulating the benefits of your platform. I will deliver: • Engaging sales calls with potential clients • In-depth understanding of their Pillar Two challenges • Clear communication of Pillar2OS benefits and features • Follow-ups to ensure potential leads move towards sign-up • Feedback on client questions to refine the sales approach You will also receive: • Continued support and communication with your team I am confident I can drive results for Pillar2OS efficiently. Looking forward to discussing the next steps. Best regards, [Your Name]
£750 GBP in 15 days
0.0
0.0

Hi, I’m interested in supporting your Pillar Two sales initiative with a focused B2B lead-generation and outreach process. I can research and identify relevant companies and decision-makers, build targeted prospect lists, qualify leads based on your criteria, and conduct personalised outreach rather than relying on generic mass messages. I can also manage follow-ups, track conversations, qualify interested prospects, and help move suitable opportunities toward meetings with your technical/tax team. For a specialised service such as Pillar Two, I’d first build a clear understanding of your ideal client profile, target industries, company size, geographic markets, and the specific business problems your solution addresses. This allows the outreach messaging to be relevant to CFOs, tax directors, finance leaders, and other appropriate decision-makers. I’m experienced in lead generation, prospect research, CRM management, personalised outreach, and appointment setting, with a strong focus on building qualified pipelines rather than simply generating large lead lists. As a bonus, I can help structure the prospecting workflow and reporting so you can clearly see outreach volume, responses, qualified opportunities, and meetings generated. Best regards, Md Mamun Hossain https://www.freelancer.com.bd/u/mhmamun360
£750 GBP in 7 days
0.0
0.0

Selling to tax and finance teams without being a Pillar Two expert is doable, but only if the demo does the heavy lifting. The rep's job is translation, not depth. Generic SaaS reps default to feature walkthroughs. Tax teams care about compliance exposure and deadlines, not a feature list. My approach: ✅ Lead every call with their specific exposure, not features ✅ Live demo mapped to whatever questions came up ✅ Structured follow up, these sales cycles run longer than typical SaaS ✅ Every objection logged and fed straight back to you ✅ Full ownership from first call through signed sign-up
£750 GBP in 3 days
0.0
0.0

As a seasoned professional leading my own fintech SaaS platform, I can say with confidence that I understand the nuances of the startup landscape and the importance of effective B2B sales. Although I may not be an expert on Pillar Two, I am adept at understanding complex technical products, adapting quickly, and communicating their value proposition eloquently. This skill set also extends to confidently speaking with tax, financial, and professional-services teams. Overseeing the product strategy and technical planning for Cashvey has honed my efficacy in meeting evolving needs. This quality coupled with my ability to thrive in a freelance setup can provide you with a specialized service as and when needed. My team's capabilities in software development from UI/UX designs to APIs enable me to comprehend any questions or objections your prospective clients might have and come up with collaborative solutions that bolster both our sales process and the platform itself. Given these qualities, I am inclined to believe that my expertise will greatly benefit Pillar2OS. Best of all, through an initial flexible commission-based engagement, there are no fixed hours or long-term commitments necessary. It’s an opportunity that allows us both room to grow. I look forward to discussing how we can work together to fuel this growth and elevate Pillar2OS's impact in the tax technology realm. Thank you for considering my candidacy!
£1,125 GBP in 7 days
0.0
0.0

Hi, I’m interested in supporting Pillar2OS through consultative, technically informed sales conversations with tax, finance, and professional-services teams. My approach would begin with understanding the prospect’s current Pillar Two workflow: entities and jurisdictions involved, data collection, calculations, review controls, reporting obligations, existing tools, and operational bottlenecks. From there, I would connect the relevant Pillar2OS capabilities to concrete business outcomes without overwhelming the buyer with product detail. I would use structured discovery, tailored demonstrations, clear next steps, and disciplined follow-up. Questions outside the approved product or tax scope would be recorded and escalated to the founder or subject-matter expert rather than answered speculatively. This is especially important where prospects may interpret product guidance as tax advice. I can also help build a repeatable sales process covering qualification criteria, demo scripts, objection handling, follow-up templates, CRM stages, win/loss notes, and feedback loops between sales and product. The goal would be to make each conversation useful to the prospect while steadily improving how Pillar2OS positions and demonstrates its value. Relevant examples can be shared privately where client permissions allow. Regards, Houssame
£1,125 GBP in 7 days
0.0
0.0

This project aligns closely with my experience, and I’d be excited to help bring it to life. I understand the importance of guiding prospects through their Pillar Two challenges and ensuring they see the benefits of Pillar2OS. My background in B2B sales and SaaS has equipped me with the skills to communicate complex technical products in a user-friendly way. While I am new to Freelancer, I have tons of experience and have done other projects off site. I am proactive with follow-ups and enjoy working in dynamic startup environments. I’d love to discuss a quick milestone to get us started and ensure a seamless process for your customers. I would love to chat more about your project! Regards, Bester Devenier
£1,150 GBP in 7 days
0.0
0.0

Navigating the complexities of Pillar Two tax requirements can be daunting for many businesses. If prospects don't fully grasp how your software can simplify their challenges, they might overlook a valuable solution. This misunderstanding can lead to missed opportunities and stalled growth, which is not what we want for Pillar2OS. I can help bridge that gap. By actively engaging with prospective customers, I’ll clearly communicate how Pillar2OS addresses their specific needs, making the benefits of the platform easy to understand. I’ll guide them through demonstrations and answer their questions, ensuring they feel confident in their decision to sign up. My proactive follow-up approach will keep the conversation going and help close deals effectively. I’m committed to ensuring your satisfaction and am happy to make revisions based on feedback. What’s the typical timeframe for onboarding new customers? Also, do you have any specific sales materials or brand assets available that I could use?
£750 GBP in 7 days
0.0
0.0

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