How Multi-Million Dollar Deals Are Done:
On X & social in general, "high-ticket sales" has become quite popular lately due to the info/education industry (where low-ticket is the entry level offer used to get people in the door, and high-ticket is the upsell). Because of that reason, the term itself is somewhat screwed. It doesn't actually refer to sales, but to the offers - which explains why sums of $5K are called high-ticket.
In reality, it's sort of an advanced entry level of sales. It's somehow both far away from the actual entry level (retail), and more advanced niches like B2B software.
But in this post I want to cover something much more interesting, how multi-million B2B or B2G deals are done. Essentially $5M - $50M.
When the contract value reaches this level, the process really shifts from persuasion to risk mitigation. You must navigate a political process and align with the internal governance of the buying organisation.
[1] Wiring the RFP
In government (B2G) or large enterprise, deals are officially awarded through a Request for Proposal (RFP) to ensure fair competition. However, seeing the RFP for the first time when it hits the public often means it is already too late.
Successful firms spend the months prior working with internal stakeholders to help define the problem statement. They effectively "wire" the RFP by inserting specific technical requirements - such as niche security certifications or proprietary integrations - that favour their own solution.
By the time the tender goes public, the scoring criteria are often weighted in a way that makes the outcome highly predictable. The public bidding process essentially becomes a compliance formality.
[2] The Buying Committee
Deals of this size are rarely approved by a single person. They require consensus from a committee where different members have competing incentives. A veto from any one stakeholder can stop the deal.
The political terrain usually consists of:
The Economic Buyer (CFO): Focused on Risk and Internal Rate of Return (IRR).
The Technical Buyer (CTO/CISO): Focused on governance, security, and integration.
The Champion: The internal executive whose objectives align with the project's success.
The strategy involves arming the Champion with the necessary materials to justify the purchase internally, rather than trying to pitch the entire committee directly.
[3] Financial Structuring
The price is often secondary to how the cost impacts the company's Profit & Loss statement. The CFO is usually more concerned with the accounting treatment than the total cost.
Deals are structured to fit the client's capital strategy:
CapEx (Capital Expenditure): If the company wants to protect its EBITDA, it may prefer to purchase software as a perpetual asset. This allows them to pay upfront but depreciate the cost over several years.
OpEx (Operating Expense): If the company is profitable but wants to manage cash flow, it may prefer a subscription model to write off the expense immediately.
[4] Playing the People
Relying on a single champion creates a massive single point of failure. If that person leaves the company, loses political capital, or gets fired, the deal dies instantly.
You need to build a consensus across the organisation. This is known as multi-threading. You are essentially running an internal political campaign where you need to secure votes from different constituencies.
However, the real art lies in understanding the difference between the Corporate Win and the Personal Win.
The Corporate Win: This is the ROI, the efficiency, the "business case". What goes in the slide deck.
The Personal Win: This is what actually drives the decision.
Every stakeholder has a selfish motivation that nearly always contradicts the company's stated goals. You need to map these out, a few examples:
The Climber: Wants a promotion. They need a "flagship project" to put on their resume to justify their move to VP.
The Survivor: Fears being made redundant. They are risk-averse. You sell them safety and compliance.
The Empire Builder: Wants to expand their department. They want more budget and more headcount.
You have to effectively "bribe" them with success. You show them that if this deal goes through, they get what they want personally.
Once you align your deal with their personal ambition, they stop acting like a buyer and start acting more like an embedded sales person. They will feed you internal information, coach you on how to handle their colleagues, and fight for you in closed-door meetings.