Annual report and rental for year end June 1866, containing reports on the steady and continuous improvement of the financial affairs of the estate. Also discusses drainage and land improvements particularly the 343 statute acres on either side of the Tullamore Road, and a new project at Ballyknockan flat. Reports that the soil here was particularly poor, and 650 tons of Dublin dairy manure was shipped down the Grand Canal and spread over the land, resulting in a marked improvement in grass growth. Also reports on the completion of the Killeigh main-drain and the Plovers-egg drain at Clonad Wood. Also includes a report on large-scale farming on the estate and the construction of three new farmhouses and a new forge.

On political matters, the report describes the 1865 general election which was contested by Sir Patrick O'Brien, John Gilbert King and Mr. Hennessy (O'Brien and King elected). Provides a detailed breakdown of voting preferences by the tenantry of Geashill Estate, who Trench reports, voted and returned home peacefully 'before the usual excitement attendant on an Irish Election had begun.' Also includes a description of election day in Tullamore, complete with mobs with 'shillelaghs'.

Annual report and rental for year end June 1867, containing reports on the continuously improving financial situation of the estate, due mainly to the increase in rental receipts. Also reports on drainage at Ballyknockan and the remarkable effect of Dublin dairy manure has had on the land in this area. Other farming improvements include the invention and introduction by Trench of a new drainage plough which was given special merit by the Royal Agricultural Society of Ireland. Further farm machinery was also purchased such as a mowing machine and a hay-tedder which were hired out by the farmers of the estate.

Reports that building and slating has increased all over the estate and provides a description of various building repairs and a newly-built farmhouse let to the Commons family - 'one of the oldest and most respectable families on the estate.' Also reports that four new labourers' cottages built in Killeigh for people whose houses were in ruins, were awarded the Gold Medal and Challenge Cup by the Royal Agricultural Society of Ireland. Also refers to the sale of timber to the Great Southern & Western Railway, which allowed for a large portion of Derryclure to be thinned of beech and replanted with larch and oak, and also necessitated the purchase of a weighing machine for timber to avoid the tolls of the weighbridge in Tullamore.

Referring to past agrarian outrages, Trench remarks that the tone on the estate is 'excellent' and 'it is as if Fenianism never existed'.

Annual report, accounts and rental for year ending June 1878, containing a less favourable financial report than previous years due to non-payment of rent as a result of a second consecutive bad harvest. Reports that he had to evict Samuel Johnston in Killurin due to the neglect of his farm. Details significant drainage works around the estate: main drainage at Killurin and Ross with permission of Mr. Briscoe who will contribute to the works of the drain through his property at Ross; main drainage at Knockballyboy which involves the sinking of the millstream forming the boundary of the Digby, Charleville and Ponsonby Estates at Clonad and Townparks, and jointly paid for; and further drainage for Michael Casey's holding at Killeenmore.

Expenditure also included a 'heavy outlay' for the large reclaimed farm at Annagharvey, where the tenant Mr Riddell had to surrender and was replaced by Thomas Cobbe who had new concrete farm buildings erected with galvanised corrugated iron roofs. Other construction works included a new dwelling house at the Meelaghans to attract a teacher for the Meelaghans National School; a new residence at Killeigh to replace decaying accommodation of John Warren; and substantial farm offices constructed for Mrs. Owens at the Meelaghans to house cattle. A significant amount was also expended on forestry clearances and replantation at Derrygolan and Hawkswood.

Annual report, accounts and rental for year ending June 1879, containing a less favourable report than previous hears due to 'the great and general depression of trade and agriculture' and warns that another bad season will render the tenants in a precarious position. Reports that abandoned arrears had increased but that despite this the rental of the estate had increased and that a profit of £10000 had been remitted as usual. The estate was free of agitation, rents 'cheerfully paid' and only the 'thoroughly negligent' tenants affected by the depression.

Drainage works continued at Killurin and through Mr. Briscoe's property at Ross and there were further drainage works at Dalgan. The main expenditure on construction was for new farm buildings for Thomas Cobbe at Annagharvey, 'which are now the most substantial and commodious farm buildings on the estate.' Other works included a new dwelling house for Mrs Hoyland of Colehill; new outbuildings for farmer Thomas Foran at Killarles and a new slate roof for the priest's offices in Geashill.

Reports that the timber market is in a most depressed state. Forestry works included nearly 30 acres of clearances at Graigue Wood, Derrybrien Wood and Derryclure Wood, all of which were replanted.

Annual report, accounts and rental for year ending June 1882. Remarking on the 'extraordinary events in Ireland of the last 12 months', Digby reports that consequently there is a large amount of arrears, including abandoned arrears which are mainly the rents of Ballydownan and Roskeen farms which are in Lord Digby's hands having been surrendered.

Land improvements have ceased due to the suspension of rent and the generally disorganised state of the country, a new dwelling house for William Payne, Killeenmore being the chief expenditure. Thirty acres of young plantations in Derrygunnigan and Newtown woods and the maintenance of other young plantations accounted for expenditure in forestry.

Warns that the country is in a 'frightful crisis' and reports on the tactics of the Land League with their 'No Rent' manifesto (Autumn 1881), which was eagerly adopted and led to a complete suspension of the payment of rent. After an abatement was refused, tenantry on the Geashill Estate held a meeting in Killeigh in January 1882 at which a resolution was passed not to pay rent unless abatements were conceded. Proceedings were issued against nine of the principal agitators, their properties seized and put up for public auction in Tullamore. Digby reports that in seven cases, the tenants allowed him to be the purchaser, and in the other two cases, the tenants bought in their farms for the full amount of rent claimed and costs. Evictions followed, five of which required the aid of 'a large force of military and police and bailiffs supplied by the Property Defence Association.'