• President of Pennsylvania and President of Delaware John Dickinson, 1732
• President of the Continental Congress Peyton Randolph, 1721

 

Dickinson was born at Croisadore, his family's tobacco plantation near the village of Trappe in Talbot County, Maryland. He was the great grandson of Walter Dickinson who emigrated from England to Virginia in 1654 and, having joined the Society of Friends, came with several co-religionists to Talbot County on the Eastern Shore of the Chesapeake Bay in 1659. There, with 400 acres (1.6 km²) on the banks of the Choptank River where Walter began a plantation, Croisadore, meaning "cross of gold." Walter also bought 800 acres (3.2 km²) on St. Jones Neck in what became Kent County, Delaware.

Croisadore passed through Walter's son, William, to his grandson, Samuel, the father of John Dickinson. Each generation increased the landholdings, so that Samuel inherited 2,500 acres (1,000 ha) on five farms in three Maryland counties and over his lifetime increased that to 9,000 acres (3,600 ha). He also bought the Kent County property from his cousin and expanded it to about 3,000 acres (1,200 ha), stretching along the St. Jones River from Dover to the Delaware Bay. There he began another plantation and called it “Poplar Hall.” These plantations were large, profitable agricultural enterprises worked by slave labor, until 1777 when John Dickinson freed the enslaved of Poplar Hall.

Samuel Dickinson first married Judith Troth (1689 - 1729) on 11 April 1710. They had nine children; William, Walter, Samuel, Elizabeth, Henry, Elizabeth "Betsy," Rebecca and Rachel. The three eldest sons died of smallpox while in London seeking their education. Widowed, with two young children, Henry and Betsy, Samuel married Mary Cadwalader in 1731. She was the daughter of Martha Jones (Grand daughter of Dr. Thomas Wynne) and the prominent Quaker, John Cadwalader who was also grandfather of General John Cadwalader of Philadelphia. Their sons, John, Thomas and Philemon were born in the next few years.

For three generations the Dickinson family had been members of the Third Haven Friends Meeting in Talbot County and the Cadwaladers were members of the Meeting in Philadelphia. But in 1739, John Dickinson's half sister, Betsy, was married in an Anglican church to Charles Goldsborough in what was called a "disorderly marriage" by the Meeting. The couple would be the grandparents of Maryland governor Charles Goldsborough.

Leaving Croisadore to elder son Henry Dickinson, Samuel moved to Poplar Hall, where he had already taken a leading role in the community as Judge of the Court of Common Pleas of Kent County. The move also placed Mary nearer her Philadelphia relations.

Poplar Hall was situated on a now-straightened bend of the St. Jones River. There was plenty of activity delivering the necessities, and shipping the agricultural products produced. Much of this product was wheat that along with other wheat from the region, was milled into a “superfine” flour. Most people at this plantation were servants and slaves of the Dickinsons.

Dickinson was educated at home, by his parents and by recent immigrants employed for that purpose. Included among them was the Presbyterian minister Francis Alison, who later established New London Academy in Chester County, Pennsylvania. Most important was William Killen, who became a lifelong friend, and himself had a distinguished career as Delaware’s first Chief Justice and Chancellor. Dickinson was precocious and energetic, and in spite of his love of Poplar Hall and his family, was drawn to Philadelphia.

At 18 he began studying the law under John Moland in Philadelphia. There he made friends with fellow students George Read and Samuel Wharton, among others. By 1753 John went to London for three years of study at the Middle Temple. He spent those years studying the works of Edward Coke and Francis Bacon at the Inns of Court following in the footsteps of his lifelong friend, Pennsylvania Attorney General Benjamin Chew, and in 1757 was admitted to the Pennsylvania Bar beginning his career as barrister and solicitor.

On July 19, 1770, Dickinson married Mary Norris, known as Polly, a prominent and well educated thirty year old woman in Philadelphia with a substantial holding of real estate and personal property (including a 1500 volume library, one of the largest in the colonies at the time) who had been operating her family's estate Fairhill for several years by herself or with her sister. She was the daughter of a wealthy Philadelphia Quaker, and Speaker of the Pennsylvania General Assembly, Isaac Norris and Sarah Logan, the daughter of James Logan, both deceased. They had five children, but only two survived to adulthood: Sarah Norris "Sally" Dickinson and Maria Mary Dickinson. Dickinson never formally joined the Quaker Meeting, because, as he explained, he believed in the "lawfulness of defensive war". He and Norris were married in a civil ceremony.

In Philadelphia, he lived at the family estate of his wife, Fairhill, near Germantown. Meanwhile he built an elegant mansion on Chestnut Street but never lived there as it was confiscated and turned into a hospital during his 1776 - 77 absence in Delaware. It then became the residence of the French ambassador and still later the home of his brother, Philemon Dickinson. Fairhill was burned by the British during the Battle of Germantown. While in Philadelphia as State President, he lived at the confiscated mansion of Joseph Galloway at Sixth and Market Streets, now established as the State Presidential mansion.

Dickinson lived at Poplar Hall, for extended periods only in 1776 - 77 and 1781 - 82. In August 1781 it was sacked by Loyalists and was badly burned in 1804. This home is now owned by the State of Delaware and is open to the public. After his service as President of Pennsylvania, he returned to live in Wilmington, Delaware in 1785 and built a mansion at the northwest corner of 8th and Market Streets.

As events unfolded Dickinson was one of Pennsylvania's delegates to the First Continental Congress in 1774 and the Second Continental Congress in 1775 and 1776. In support of the cause, he continued to contribute declarations in the name of the Congress. Among the most famous is one written with Thomas Jefferson, a Declaration of the Causes and Necessity of Taking Up Arms, with Dickinson’s conclusion that Americans were "resolved to die free men rather than live slaves." Another was the Olive Branch Petition, a last-ditch appeal to King George III to resolve the dispute. But through it all, agreeing with New Castle County's George Read and many others in Philadelphia and the Lower Counties, Dickinson's object was reconciliation, not independence and revolution. He was a proud devotee of the British Constitution and felt the dispute was with Parliament only.

When the Continental Congress began the debate on the Declaration of Independence on July 1, 1776, Dickinson reiterated his opposition to declaring independence at that time. Dickinson believed that Congress should complete the Articles of Confederation and secure a foreign alliance before issuing a declaration. Dickinson also objected to violence as a means for resolving the dispute. He abstained or absented himself from the votes on July 2 that declared independence and absented himself again from voting on the wording of the formal Declaration on July 4. Dickinson understood the implications of his refusal to vote stating, "My conduct this day, I expect will give the finishing blow to my once too great and, my integrity considered, now too diminished popularity." Dickinson refused to sign the Declaration and since a proposal had been brought forth and carried that stated, "for our mutual security and protection," no man could remain in Congress without signing, Dickinson voluntarily left and joined the Pennsylvania militia.

Following the Declaration of Independence, Dickinson was given the rank of brigadier general in the Pennsylvania militia, known as the Associators. He led 10,000 soldiers to Elizabeth, New Jersey, to protect that area against British attack from Staten Island. But because of his unpopular opinion on independence, two junior officers were promoted above him.

Dickinson resigned his commission in December 1776 and went to stay at Poplar Hall in Kent County. While there he learned that his home on Chestnut Street in Philadelphia had been confiscated and converted into a hospital. He stayed at Poplar Hall for more than two years. The Delaware General Assembly tried to appoint him as their delegate to the Continental Congress in 1777, but he refused. In August 1777 he served as a private with the Kent county Militia at Middletown, Delaware under General Caesar Rodney to help delay General William Howe's march to Philadelphia. In October 1777, Dickinson's friend, Thomas McKean, appointed him Brigadier General of the Delaware Militia, but again Dickinson declined the appointment. Shortly afterwards he learned that the British had burned down his Fairhill property during the Battle of Germantown.

These years were not without accomplishment however. In 1777, Dickinson, Delaware's wealthiest farmer and largest slaveholder, decided to free his slaves. While Kent County was not a large slave-holding area, like farther south in Virginia, and even though Dickinson had only 37 slaves, this was an action of some considerable courage. Undoubtedly the strongly abolitionist Quaker influences around them had their effect, and the action was all the easier because his farm had moved away from tobacco to the less labor intensive crops like wheat and barley. Furthermore manumission was a multi-year process and many of the workers remained obligated to service for a considerable additional time.

Dickinson was the only founding father to free his slaves in 1776 - 1786.

Dickinson prepared the first draft of the Articles of Confederation in 1776, after others had ratified the Declaration of Independence over his objection that it would lead to violence, and to follow through on his view that the colonies needed a governing document to survive war against them. At the time he was serving in the Continental Congress as a delegate from Pennsylvania. The Articles of Confederation he drafted are based around a concept of "person", not "man" as was used in the Declaration of Independence, although they do refer to "men" in the context of armies.

On January 18, 1779, Dickinson was appointed to be a delegate for Delaware to the Continental Congress. During this term he signed the Articles of Confederation, having in 1776 authored their first draft while serving in the Continental Congress as a delegate from Pennsylvania. In August 1781, while still a delegate in Philadelphia he learned that Poplar Hall had been severely damaged by a Loyalist raid. Dickinson returned to the property to investigate the damage and once again stayed for several months.

While there, in October 1781, Dickinson was elected to represent Kent County in the State Senate, and shortly afterwards the Delaware General Assembly elected him the President of Delaware. The General Assembly's vote was nearly unanimous, the only dissenting vote having been cast by Dickinson himself. Dickinson took office on November 13, 1781 and served until November 7, 1782. Beginning his term with a "Proclamation against Vice and Immorality," he sought ways to bring an end to the disorder of the days of the Revolution. It was a popular position and enhanced his reputation both in Delaware and Pennsylvania. Dickinson then successfully challenged the Delaware General Assembly to address lagging militia enlistments and to properly fund the state’s assessment to the Confederation government. And recognizing the delicate negotiations then underway to end the American Revolution, Dickinson secured the Assembly's continued endorsement of the French alliance, with no agreement on a separate peace treaty with Great Britain. He also introduced the first census.

However, as before, the lure of Pennsylvania politics was too great. On October 10, 1782, Dickinson was elected to the Supreme Executive Council of Pennsylvania. On November 7, 1782 a joint ballot by the Council and the Pennsylvania General Assembly elected him as president of the Council and thereby President of Pennsylvania. But he did not actually resign as State President of Delaware. Even though Pennsylvania and Delaware had shared the same governor until very recently, attitudes had changed, and many in Delaware were upset at seemingly being cast aside so readily, particularly after the Philadelphia newspapers began criticizing the state for allowing the practice of multiple and non resident office holding. Dickinson’s constitutional successor, John Cook, was considered too weak in his support of the Revolution, and it was not until January 12, 1783, when Cook called for a new election to choose a replacement, that Dickinson formally resigned.

When the American Revolution began, Dickinson fairly represented the center of Pennsylvania politics. The old Proprietary and Popular parties divided equally in thirds over the issue of independence, as Loyalists, Moderate Whigs who later became Federalists, and Radicals or Constitutionalists. The old Pennsylvania General Assembly was dominated by the Loyalists and Moderates and, like Dickinson, did little to support the burgeoning Revolution or independence, except protest. The Radicals took matters into their own hands, using irregular means to write the Pennsylvania Constitution of 1776, which by law excluded from the franchise anyone who would not swear loyalty to the document or the Christian Holy Trinity. In this way all Loyalists, Moderate Whigs, and Quakers were kept out of government. This peremptory action seemed appropriate to many during the crises of 1777 and 1778, but less so in the later years of the Revolution, and the Moderate Whigs gradually became the majority.

Dickinson's election to the Supreme Executive Council was the beginning of a counterrevolution against the Constitutionalists. He was elected President of Pennsylvania on November 7, 1782, garnering 41 votes to James Potter's 32. As president he presided over the intentionally weak executive authority of the state, and was its chief officer, but always required the agreement of a majority to act. He was re-elected twice and served the constitutional maximum of three years; his election on November 6, 1783 was unanimous. On November 6, 1784 he defeated John Neville, who also lost the election for Vice President the same day. Working with only the smallest of majorities in the General Assembly in his first two years and with the Constitutionalists in the majority in his last year, all issues were contentious. At first he endured withering attacks from his opponents for his alleged failure to fully support the new government in large and small ways. He responded ably and survived the attacks. He managed to settle quickly the old boundary dispute with Virginia in southwestern Pennsylvania, but was never able to satisfactorily disentangle disputed titles in the Wyoming Valley resulting from prior claims of Connecticut to those lands. An exhausted Dickinson left office October 18, 1785. On that day a special election was held in which Benjamin Franklin was unanimously elected to serve the ten days left in Dickinson's term.

Perhaps the most significant decision of his term was his patient, peaceful management of the Pennsylvania Mutiny of 1783. This was a violent protest of Pennsylvania veterans who marched on the Continental Congress demanding their pay before being discharged from the army. Somewhat sympathizing with their case, Dickinson refused Congress's request to bring full military action against them, causing Congress to vote to remove themselves to Princeton, New Jersey. And when the new Congress agreed to return in 1790, it was to be for only 10 years, until a permanent capital was found elsewhere.

While serving this term he donated 500 acres (2 km²) to Dickinson College in Carlisle, Pennsylvania, an educational institution founded in 1783 by his friend Benjamin Rush.

After his service in Pennsylvania, Dickinson returned to Delaware, and lived in Wilmington. He was quickly appointed to represent Delaware at the Annapolis Convention, where he served as its President. In 1787, Delaware sent him as one of its delegates to the Constitutional Convention of 1787, along with Gunning Bedford, Jr., Richard Bassett, George Read and Jacob Broom, There, he supported the effort to create a strong central government, but only after the Great Compromise assured that each state, regardless of size, would have an equal vote in the future United States Senate. Following the Convention he promoted the resulting Constitution in a series of nine essays, written under the pen name, Fabius.

In 1791, Delaware convened a convention to revise its existing Constitution, which had been hastily drafted in 1776. Dickinson was elected president of this convention, and although he resigned the chair after most of the work was complete, he remained highly influential in the content of the final document. Major changes included the establishment of a separate Chancery Court and the expansion of the franchise to include all taxpayers, except blacks and women. Dickinson remained neutral in an attempt to include a prohibition of slavery in the document, believing the General Assembly was the proper place to decide that issue. The new Constitution was approved June 12, 1792.

Once more Dickinson was returned to the State Senate for the 1793 session, but served for just one year before resigning due to his declining health. In his final years he worked to further the abolition movement, donated a considerable amount of his wealth to the "relief of the unhappy." In 1801 he published two volumes of his collected works on politics.

Dickinson died at Wilmington, Delaware and was buried in the Friends Burial Ground.

In an original copy of a letter discovered November 2009 from Thomas Jefferson to Joseph Bringhurst, caretaker of Dickinson in his later years, Jefferson responded to news of Dickinson's death: "A more estimable man, or truer patriot, could not have left us. Among the first of the advocates for the rights of his country when assailed by Great Britain, he continued to the last the orthodox advocate of the true principles of our new government and his name will be consecrated in history as one of the great worthies of the revolution.".

He shares with Thomas McKean the distinction of serving as Chief Executive of both Delaware and Pennsylvania after the Declaration of Independence. Dickinson College and Dickinson School of Law, separate institutions both located in Carlisle, Pennsylvania, were named after him. And along with his Letters from a Farmer in Pennsylvania, Dickinson also authored The Liberty Song.

Dickinson Street in Madison, Wisconsin is named in his honor, as is John Dickinson High School in Milltown, Delaware.

Delaware elections were held October 1 and members of the General Assembly took office on October 20 or the following weekday. The State Legislative Council was created in 1776 and its Legislative Councilmen had a three year term. Beginning in 1792 it was renamed the State Senate. State Assemblymen had a one year term. The whole General Assembly chose the State President for a three year term.

Pennsylvania elections were held in October as well. Assemblymen had a one-year term. The Pennsylvania Supreme Executive Council was created in 1776, and counselors were popularly elected for three year terms. A joint ballot of the Pennsylvania General Assembly and the Council chose the President from among the twelve Counsellors for a one year term. Both Assemblies chose the Continental Congressmen for a one year term as well as the delegates to the U.S. Constitution Convention.

Dickinson is a prominent character in the musical drama 1776, billed third after the parts of Adams and Franklin. He was originally portrayed on stage by Paul Hecht, and in the 1972 film adaptation by Donald Madden. Michael Cumpsty portrayed him in the 1997 revival. His portrayal in this musical differs from reality: instead of abstaining from voting and debating, he acts as John Adams' primary antagonist in the debates over independence, to the point where the two men come to blows. His motivation in the musical is to convince the delegates to come to peace terms with the mother country.

Randolph was born in Tazewell Hall, Williamsburg, Virginia to a prominent family. His parents were Sir John Randolph, the son of William Randolph, and Susannah Beverley, the daughter of Peter Beverley; his brother was John Randolph. His father died when he was 16.

Randolph attended the College of William and Mary, and later studied law at Middle Temple at the Inns of Court in London, becoming a member of the bar in 1743.

Randolph returned to Williamsburg after he became a member of the bar, and was appointed Attorney General of the Colony of Virginia the next year.

He served several terms in the Virginia House of Burgesses, beginning in 1748. It was Randolph's dual roles as attorney general and as burgess that would lead to an extraordinary conflict of interest in 1751.

The new governor, Robert Dinwiddie, had imposed a fee for the certification of land patents, which the House of Burgesses strongly objected to. The House selected Peyton Randolph to represent their cause to Crown authorities in London. In his role as attorney general, though, he was responsible for defending actions taken by the governor. Randolph left for London, over the objections of Governor Dinwiddie, and was replaced for a short time as attorney general. He was reinstated on his return at the behest of officials in London, who also recommended the Governor drop the new fee.

In 1765 Randolph found himself at odds with a freshman burgess, Patrick Henry, over the matter of a response to the Stamp Act. The House appointed Randolph to draft objections to the act, but his more conservative plan was trumped when Henry obtained passage of five of his seven Virginia Stamp Act Resolutions. This was accomplished at a meeting of the House in which most of the members were absent, and over which Randolph was presiding in the absence of the Speaker.

Randolph resigned as attorney general in 1766. As friction between Britain and the colonies progressed, he became more in favor of independence. In 1769 the House of Burgesses was dissolved by the Governor in response to its actions against the Townshend Acts. Randolph had been Speaker at the time. Afterwards, he chaired meetings of a group of former House members at a Williamsburg tavern, which worked toward responses to the unwelcome tax measures imposed by the British government.

• His wife (m. March 8, 1745/1746) Elizabeth "Betty" Harrison (Berkeley Plantation, Charles City County, Virginia, c. 1723 - Williamsburg, Virginia, January 31, 1783) was the sister of Benjamin Harrison V, a signer of the Declaration of Independence.
• His son Peyton Randolph, Jr. (Virginia, 1739 - Virginia, May 16, 1784) was a Major in the American Revolution and aide-de-camp to the Marquis de Lafayette and married (1763) his first cousin Lucy Harrison (Berkeley Plantation, Charles City County, Virginia - Staunton, Virginia, September 1809).
• His nephew, Edmund Randolph, became the first United States Attorney General.
• His first cousin once removed was President Thomas Jefferson. Jefferson's son - in - law, Thomas Mann Randolph, Jr. was a lineal descendant of Pocahontas.
• His first cousin twice removed was Supreme Court Justice John Marshall.
• His niece Lucy Grymes married Virginia Governor Thomas Nelson Jr. Her first cousin once removed, also named Lucy Grymes, married Henry Lee II (who was in fact Peyton Randolph's first cousin once removed), and was the mother of Henry "Light Horse Harry" Lee, who was the father of Confederate General Robert Edward Lee.
• He is also related to the Confederate Generals Fitzhugh Lee, Edmund Jennings Lee, Nelson Pendelton Lee and Richard L. Page; and to US Admiral Samuel P. Lee.
• Confederate General John Pegram married Hetty Cary, a paternal cousin to the Randolphs. She was also a lineal descendant of Pocahontas.