The 1841 Awards confirmed this Gale in the possession of Moses Teague, a Free Miner.  He had applied for it before this date but his application was not granted.  However, in conjunction with William Crawshay he commenced work to gain the coal from the Coleford High Delf.  In March 1841 the Haywood Colliery Pit was described as being worked by Messrs. Crawshay & Sons.  The pit was 70 yards deep down to the Hill Delph coal.  There were two engines at work, an 18" high pressure pumping engine and a 10" high pressure winder.  About 300 tons of small coal was being raised per month and was used to supply Crawshays own engines, probably at the Cinderford Ironworks and possibly at the winding and pumping engines at Crawshaysí various iron mines around the Cinderford area.  An observation was made that the opening of the colliery was not complete.  The production figures for the 1840s tend to bear this out as they climb from 1842 onwards.  The actual figures are given below:
 1841 1510 tons 1844 3725 tons
 1842 3975 1845 5428
 1843 3772 1846 4149
It is possible that work at the colliery actually stopped for a while during the late 1840s or early 50s but by 1863 work was obviously progressing well as, in that year, Henry Crawshay was granted a license from the Crown for a road or tramway.  This was to become known as ëCrawshays Tramroadí and linked the various interests of the Crawshays in the Cinderford area.  It ran from the Buckshaft Iron Mine at Ruspidge in the south to the St. Annals Iron Mine in the north.  En-route it served the Cinderford Ironworks and Haywood Colliery whilst a branch served Lightmoor Colliery.
By 1873 the registered owner of the Gale was Edwin Crawshay, the grandson of William,, who was chairman of the Littledean Woodside Colliery Co.  This company was formed with a registered capital of £25,000 in £5 shares and was working the Haywood gale in conjunction with the Addis Hill gale. In that year they also added the Smithís Delight Gale.
Smithís Delight was granted in May 1873 to Thomas Smith who had applied for a pit on the deep side of Haywood Pit to win the Coleford High Delf, or Hill Delf, coal.  There were objections to this grant on the grounds that a strip of coal 58 chains long and 1 chain wide was too narrow to be worked independently.  Crawshay, however, undertook to win the coal by sinking his Haywood Pumping Pit to the required depth.
At a meeting of the Littledean Woodside Coal Company in May 1874 it was reported that ënot withstanding that the companyís trade is a local country one, having no outlet at present to send coal to other markets, they were able to declare a dividend at the rate of ten per centí.  A large extension of business was expected with the completion of a railway then under construction to link the colliery to the Forest of Dean branch of the Great Western Railway.  This line, built to the same gauge as Brainís Tramway at Trafalgar Colliery, ran alongside Crawshayís Tramroad until curving away across Bilson Green to Holly Hill Wood.  Here interchange sidings were constructed, together with a set of screens, on a siding curving off the Whimsey branch from near the Dam.  The interchange appears to have been built with several levels possibly in the hope of some incoming traffic.
The Littledean Woodside Co., however, soon found it necessary to borrow money from the Standard Building Society which evidently was not sufficient as the company went into liquidation in 1882.  Edwin Crawshay continued on until 1885 when the building society itself was wound up and as Haywood was mortgaged to them there was a threat that the concern would be sold off.  To stave off this Crawshay induced some friends to inject some capital and the Haywood Colliery Co. Ltd. was formed.
The company was incorporated on 25 March 1886 with a capital of £5,000 in 1,000 £5 shares to acquire the Addis Hill, Haywood and Richard White gales from Wallace Hadingham of Newnham, Frederick Morgan of Ruspidge and Charlotte Crawshay, Edwins wife.  It was these three who had baled out Edwin over his debt to the building society.  There was an indenture in 1883 between Crawshay and the building society for £3,750 which would have been after the collapse of the Littledean Woodside Colliery Co.  Edwin Crawshay as mentioned above continued on alone hence his debt to the building society.  In December 1885 the trustee of the building society, which by now was itself in difficulties, issued a writ against Edwin who had been unable to pay the £2,500 which he had agreed to do.  To relieve him of this debt the three mentioned above came to his help and on the formation of the new company they each recieved 167 shares plus £500.
Despite a fresh financial start the company did not prosper and was wound up voluntarily in September 1888.  In April 1890 all hope of the colliery being worked again was removed.  It was reported in the Dean Forest Mercury  that the whole of the plant, engine house, boilers, sheds etc., together with the ëtoweringí stack had been sold at auction by Messrs. Alexander of Cardiff and were to be razed to the ground.  Apparently between 80 and 100 men working at the colliery were affected by the closure.  At the same sale, held at the Lion Hotel, Cinderford, the Addis Hill gale was also sold for the sum of £200 to Mr. Richard Hadingham.
By 1906 it would appear that Haywood was being worked by Albert Schofield who was also working Addis Hill.  The coal in the gale was probably being worked through Addis Hill but some work may have been done at Haywood Level.  In 1907 Schofield wished to rent Haywood Cottage from the Crown.  He believed that the house formerly belonged to the Addis Hill Colliery gale.  Schofield put a Mr. Millwater in as tenant.  The house had formerly been occupied by Ephraim Dummer, since at least April 1891, but in 1906 was said to be in a bad state of repair.
In 1914 Schofiels interest in the colliery passed to Mr. Walby.  By July 1925 the Haywood No.2 gale was being leased to John Arkell & Co. who were also working the Fire Engine Colliery at Steam Mills.  The registered owner of the gale at this time was J.J. Joynes.
The mention above of Ephraim Dummer gives credance to a local name for the Haywood Level which was also known as Dummers Level.  The level worked the eastern crop of the Coleford High Delf and also proved bands of dirt at the horizons of the Yorkley and Whittington seams.  The Haywood Pit, which was located between the enclosure fence of the Haywood plantation and Lower High Street, Cinderford, worked the Coleford High Delf with the coal being raised from two cross-cuts in the shaft at depths of 210 ft. and 363 ft.  The seam dipped away westwards at between 30° and 40°.  Reference to Dibdens map of the 1840s [?]  shows the pit-head at Haywood Pit well developed with a tramroad branch off the line to St. Annals iron mine serving a loading wharf.  Further north-east, just on the edge of Haywood stood a ventilation chimney whilst Haywood Level was about one mile north-east and may itself at one time had a branch tramroad serving it.