If you cannot say how your portfolio ends, you are optimising for the wrong things right now
Property investors

If you cannot say how your portfolio ends, you are optimising for the wrong things right now

Scott Mackey

Scott Mackey

 ·  3 min read

A blank sheet of paper on a desk with a pencil and a set of keys

One question. I ask it early with almost every landlord I work with, and it is not about yield, leverage or the next purchase.

How does this end?

 How does the portfolio eventually fund your retirement, or pass to your family, or turn into whatever it was you actually built it for? What usually follows is a pause, and then some version of “I had not really thought that far.” That pause is the most expensive thing in the conversation, and it goes on costing money for years afterwards without ever appearing on a statement.

An exit plan is not pessimism about your portfolio. It is the thing that gives every other decision a direction, because without a destination you cannot tell whether today’s choice is taking you towards it or away from it.

“Never sell” is still a plan

Plenty of landlords tell me they intend to hold forever, draw the income and pass the properties on. That is a perfectly legitimate answer. Having an exit plan does not mean planning to exit.

It does have consequences that need thinking through, though. If you intend to hold into and through retirement, you probably want the mortgages cleared so you are living off unencumbered income, which points towards repayment financing and away from interest only. If you intend to pass everything on, inheritance tax and succession move to the centre of the picture rather than sitting at the edge of it. “Never sell” is an exit plan. The exit is simply your death, and that carries its own fairly demanding implications.

There is also a regulatory reality that has changed since a lot of landlords last thought about any of this. The Renters’ Rights Act 2025 came into force on 1 May 2026 and abolished Section 21 no fault evictions. You can no longer simply give notice without a reason and recover your property at will.

If your exit involves selling with vacant possession, you now need a specific legal ground. There is a dedicated possession ground for sale, with its own notice requirements and restrictions on re-letting if you then change your mind. So exiting a tenanted property is slower and more procedural than it was, however straightforward it may have felt last time you did it. Planning the exit in advance now matters considerably more than assuming you can move quickly.

The exit shapes the financing

This is where it bites first.

A landlord planning to sell in retirement and release capital gains might rationally favour interest only, maximising cash flow through the holding years and accepting that the capital arrives at sale. A landlord planning to own everything outright and live off the rents might favour repayment, steadily building the unencumbered position they want to end up with. Both are sensible. They are just sensible for different people.

Choose the financing without reference to the exit and you can end up perfectly optimised for a destination that was never yours.

And the exit shapes the structure

Ownership structure follows the same rule. If passing the portfolio to the next generation is central to your plan, that informs the personal versus company question, because some structures make gradual transfer of value a great deal easier than others. If your exit is to wind down and spend the proceeds, the priority flips: getting money out efficiently, rather than passing it on.

Same properties. Same landlord. Two different right answers, depending entirely on a question most people have never asked themselves.

Illiquidity raises the stakes

You cannot exit a property portfolio quickly, and you cannot exit it in fractions. Selling takes time, costs money and is sensitive to market timing.

So an exit left vague until it is suddenly needed tends to happen badly. Rushed, mistimed, value destroyed. An exit that has been planned for can be carried out in an orderly way, on your timetable rather than the market’s. The planning is what buys you the option of patience later, and patience is worth a great deal more than it sounds when a sale is the only thing standing between you and a deadline.

So decide how this ends, even provisionally, and let that decision inform everything upstream. The financing, the structure, the pace of buying, the protection, the succession arrangements. Plans can change. Drifting is not a plan.

 Answer the question first. Buy afterwards.

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Scott Mackey, founder of Legacy Capital Management

Written by

Scott Mackey

Founder of Legacy Capital Management, a St. James’s Place Partner Practice in Stoke Poges. Advises families, business owners and professionals across Buckinghamshire, Berkshire and Oxfordshire.

More about Scott  →

Your home or other property may be repossessed if you do not keep up repayments on your mortgage.

This article is general information, not personal financial advice. Exit and succession planning depend on your own circumstances. Take professional advice suited to your goals.

Legacy Capital Management is an Appointed Representative of and represents only St. James’s Place Wealth Management plc (which is authorised and regulated by the Financial Conduct Authority) for the purpose of advising solely on the Group’s wealth management products and services, more details of which are set out on the Group’s website at www.sjp.co.uk/products.

The ‘St. James’s Place Partnership’ and the titles ‘Partner’ and ‘Partner Practice’ are marketing terms used to describe St. James’s Place representatives.

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