diff --git a/packages/server/src/api/controllers/Banking/PlaidBankingController.ts b/packages/server/src/api/controllers/Banking/PlaidBankingController.ts
index ceef9383b..1d1cfe8a0 100644
--- a/packages/server/src/api/controllers/Banking/PlaidBankingController.ts
+++ b/packages/server/src/api/controllers/Banking/PlaidBankingController.ts
@@ -15,10 +15,17 @@ export class PlaidBankingController extends BaseController {
     const router = Router();
 
     router.post('/link-token', this.linkToken.bind(this));
+    router.post('/exchange-token', this.exchangeToken.bind(this));
 
     return router;
   }
 
+  /**
+   * Retrieves the Plaid link token.
+   * @param {Request} req
+   * @param {response} res
+   * @returns {Response}
+   */
   private async linkToken(req: Request, res: Response) {
     const { tenantId } = req;
 
@@ -26,4 +33,21 @@ export class PlaidBankingController extends BaseController {
 
     return res.status(200).send(linkToken);
   }
+
+  /**
+   *
+   * @param {Request} req
+   * @param {response} res
+   * @returns {Response}
+   */
+  public async exchangeToken(req: Request, res: Response) {
+    const { tenantId } = req;
+    const { public_token, institution_id } = req.body;
+
+    await this.plaidApp.exchangeToken(tenantId, {
+      institutionId: institution_id,
+      publicToken: public_token,
+    });
+    return res.status(200).send({});
+  }
 }
diff --git a/packages/server/src/database/migrations/20240201160214_create_plaid_items_Table.js b/packages/server/src/database/migrations/20240201160214_create_plaid_items_Table.js
new file mode 100644
index 000000000..089283290
--- /dev/null
+++ b/packages/server/src/database/migrations/20240201160214_create_plaid_items_Table.js
@@ -0,0 +1,14 @@
+exports.up = function (knex) {
+  return knex.schema.createTable('plaid_items', (table) => {
+    table.increments('id');
+    table.integer('tenant_id').unsigned();
+    table.string('plaid_item_id');
+    table.string('plaid_institution_id');
+    table.string('plaid_access_token');
+    table.string('last_cursor');
+    table.string('status');
+    table.timestamps();
+  });
+};
+
+exports.down = function (knex) {};
diff --git a/packages/server/src/database/migrations/20240201235818_add_plaid_account_id_to_accounts_table.js b/packages/server/src/database/migrations/20240201235818_add_plaid_account_id_to_accounts_table.js
new file mode 100644
index 000000000..2c58038b3
--- /dev/null
+++ b/packages/server/src/database/migrations/20240201235818_add_plaid_account_id_to_accounts_table.js
@@ -0,0 +1,7 @@
+exports.up = function (knex) {
+  return knex.schema.table('accounts', (table) => {
+    table.string('plaid_account_id');
+  });
+};
+
+exports.down = function (knex) {};
diff --git a/packages/server/src/interfaces/Account.ts b/packages/server/src/interfaces/Account.ts
index 2239448c1..5e80a0d92 100644
--- a/packages/server/src/interfaces/Account.ts
+++ b/packages/server/src/interfaces/Account.ts
@@ -6,12 +6,13 @@ export interface IAccountDTO {
   code: string;
   description: string;
   accountType: string;
-  parentAccountId: number;
+  parentAccountId?: number;
   active: boolean;
 }
 
 export interface IAccountCreateDTO extends IAccountDTO {
   currencyCode?: string;
+  plaidAccountId?: string;
 }
 
 export interface IAccountEditDTO extends IAccountDTO {}
diff --git a/packages/server/src/lib/Plaid/PlaidFetchTransactionsJob.ts b/packages/server/src/lib/Plaid/PlaidFetchTransactionsJob.ts
new file mode 100644
index 000000000..77f6ea597
--- /dev/null
+++ b/packages/server/src/lib/Plaid/PlaidFetchTransactionsJob.ts
@@ -0,0 +1,29 @@
+import Container, { Service } from 'typedi';
+
+@Service()
+export class PlaidFetchTransactionsJob {
+  /**
+   * Constructor method.
+   */
+  constructor(agenda) {
+    agenda.define(
+      'plaid-update-account-transactions',
+      { priority: 'high', concurrency: 2 },
+      this.handler
+    );
+  }
+
+  /**
+   * Triggers the function.
+   */
+  private handler = async (job, done: Function) => {
+    const {} = job.attrs.data;
+
+    try {
+      done();
+    } catch (error) {
+      console.log(error);
+      done(error);
+    }
+  };
+}
diff --git a/packages/server/src/lib/Plaid/PlaidSyncDB.ts b/packages/server/src/lib/Plaid/PlaidSyncDB.ts
new file mode 100644
index 000000000..62a978089
--- /dev/null
+++ b/packages/server/src/lib/Plaid/PlaidSyncDB.ts
@@ -0,0 +1,135 @@
+import * as R from 'ramda';
+import { Inject, Service } from 'typedi';
+import async from 'async';
+import { forOwn, groupBy } from 'lodash';
+import { CreateAccount } from '@/services/Accounts/CreateAccount';
+import {
+  PlaidAccount,
+  PlaidTransaction,
+  SyncAccountsTransactionsTask,
+} from './_types';
+import {
+  transformPlaidAccountToCreateAccount,
+  transformPlaidTrxsToCashflowCreate,
+} from './utils';
+import NewCashflowTransactionService from '@/services/Cashflow/NewCashflowTransactionService';
+import HasTenancyService from '@/services/Tenancy/TenancyService';
+import { ICashflowNewCommandDTO } from '@/interfaces';
+
+@Service()
+export class PlaidSyncDb {
+  @Inject()
+  private tenancy: HasTenancyService;
+
+  @Inject()
+  private createAccountService: CreateAccount;
+
+  @Inject()
+  private createCashflowTransactionService: NewCashflowTransactionService;
+
+  /**
+   * Syncs the plaid accounts to the system accounts.
+   * @param {number} tenantId Tenant ID.
+   * @param {PlaidAccount[]} plaidAccounts
+   */
+  public syncBankAccounts(tenantId: number, plaidAccounts: PlaidAccount[]) {
+    const accountCreateDTOs = R.map(transformPlaidAccountToCreateAccount)(
+      plaidAccounts
+    );
+    accountCreateDTOs.map((createDTO) => {
+      return this.createAccountService.createAccount(tenantId, createDTO);
+    });
+  }
+
+  /**
+   * Synsc the Plaid transactions to the system GL entries.
+   * @param {number} tenantId - Tenant ID.
+   * @param {number} plaidAccountId - Plaid account ID.
+   * @param {PlaidTransaction[]} plaidTranasctions - Plaid transactions
+   */
+  public async syncAccountTranactions(
+    tenantId: number,
+    plaidAccountId: number,
+    plaidTranasctions: PlaidTransaction[]
+  ): Promise<void> {
+    const { Account } = await this.tenancy.models(tenantId);
+
+    const cashflowAccount = await Account.query()
+      .findOne('plaidAccountId', plaidAccountId)
+      .throwIfNotFound();
+
+    const openingEquityBalance = await Account.query().findOne(
+      'slug',
+      'opening-balance-equity'
+    );
+    // Transformes the Plaid transactions to cashflow create DTOs.
+    const transformTransaction = transformPlaidTrxsToCashflowCreate(
+      cashflowAccount.id,
+      openingEquityBalance.id
+    );
+    const accountsCashflowDTO = R.map(transformTransaction)(plaidTranasctions);
+
+    // Creating account transaction queue.
+    const createAccountTransactionsQueue = async.queue(
+      (cashflowDTO: ICashflowNewCommandDTO) =>
+        this.createCashflowTransactionService.newCashflowTransaction(
+          tenantId,
+          cashflowDTO
+        ),
+      10
+    );
+    accountsCashflowDTO.forEach((cashflowDTO) => {
+      createAccountTransactionsQueue.push(cashflowDTO);
+    });
+    await createAccountTransactionsQueue.drain();
+  }
+
+  /**
+   * Syncs the accounts transactions in paraller under controlled concurrency.
+   * @param {number} tenantId
+   * @param {PlaidTransaction[]} plaidTransactions
+   */
+  public async syncAccountsTransactions(
+    tenantId: number,
+    plaidAccountsTransactions: PlaidTransaction[]
+  ): Promise<void> {
+    const groupedTrnsxByAccountId = groupBy(
+      plaidAccountsTransactions,
+      'account_id'
+    );
+    const syncAccountsTrnsx = async.queue(
+      ({
+        tenantId,
+        plaidAccountId,
+        plaidTransactions,
+      }: SyncAccountsTransactionsTask) => {
+        return this.syncAccountTranactions(
+          tenantId,
+          plaidAccountId,
+          plaidTransactions
+        );
+      },
+      2
+    );
+    forOwn(groupedTrnsxByAccountId, (plaidTransactions, plaidAccountId) => {
+      syncAccountsTrnsx.push({ tenantId, plaidAccountId, plaidTransactions });
+    });
+    await syncAccountsTrnsx.drain();
+  }
+
+  /**
+   * Syncs the Plaid item last transaction cursor.
+   * @param {number} tenantId -
+   * @param {string} itemId -
+   * @param {string} lastCursor -
+   */
+  public async syncTransactionsCursor(
+    tenantId: number,
+    plaidItemId: string,
+    lastCursor: string
+  ) {
+    const { PlaidItem } = this.tenancy.models(tenantId);
+
+    await PlaidItem.query().findById(plaidItemId).patch({ lastCursor });
+  }
+}
diff --git a/packages/server/src/lib/Plaid/PlaidUpdateTransactions.ts b/packages/server/src/lib/Plaid/PlaidUpdateTransactions.ts
new file mode 100644
index 000000000..346d4fa13
--- /dev/null
+++ b/packages/server/src/lib/Plaid/PlaidUpdateTransactions.ts
@@ -0,0 +1,104 @@
+import HasTenancyService from '@/services/Tenancy/TenancyService';
+import { Inject, Service } from 'typedi';
+import { PlaidClientWrapper } from './Plaid';
+import { PlaidSyncDb } from './PlaidSyncDB';
+import { PlaidFetchedTransactionsUpdates } from './_types';
+
+@Service()
+export class PlaidUpdateTransactions {
+  @Inject()
+  private tenancy: HasTenancyService;
+
+  @Inject()
+  private plaidSync: PlaidSyncDb;
+
+  /**
+   * Handles the fetching and storing of new, modified, or removed transactions
+   * @param {number} tenantId Tenant ID.
+   * @param {string} plaidItemId the Plaid ID for the item.
+   */
+  public async updateTransactions(tenantId: number, plaidItemId: string) {
+    // Fetch new transactions from plaid api.
+    const { added, modified, removed, cursor, accessToken } =
+      await this.fetchTransactionUpdates(tenantId, plaidItemId);
+
+    const request = { access_token: accessToken };
+    const plaidInstance = new PlaidClientWrapper();
+    const {
+      data: { accounts },
+    } = await plaidInstance.accountsGet(request);
+
+    // Update the DB.
+    await this.plaidSync.syncBankAccounts(tenantId, accounts);
+    await this.plaidSync.syncAccountsTransactions(
+      tenantId,
+      added.concat(modified)
+    );
+    await this.plaidSync.syncTransactionsCursor(tenantId, plaidItemId, cursor);
+
+    return {
+      addedCount: added.length,
+      modifiedCount: modified.length,
+      removedCount: removed.length,
+    };
+  }
+
+  /**
+   * Fetches transactions from the `Plaid API` for a given item.
+   * @param {number} tenantId - Tenant ID.
+   * @param {string} plaidItemId - The Plaid ID for the item.
+   * @returns {Promise<PlaidFetchedTransactionsUpdates>}
+   */
+  public async fetchTransactionUpdates(
+    tenantId: number,
+    plaidItemId: string
+  ): Promise<PlaidFetchedTransactionsUpdates> {
+    // the transactions endpoint is paginated, so we may need to hit it multiple times to
+    // retrieve all available transactions.
+    const { PlaidItem } = this.tenancy.models(tenantId);
+
+    const plaidItem = await PlaidItem.query().findOne(
+      'plaidItemId',
+      plaidItemId
+    );
+    if (!plaidItem) {
+      throw new Error('The given Plaid item id is not found.');
+    }
+    const { plaidAccessToken, lastCursor } = plaidItem;
+    let cursor = lastCursor;
+
+    // New transaction updates since "cursor"
+    let added = [];
+    let modified = [];
+    // Removed transaction ids
+    let removed = [];
+    let hasMore = true;
+
+    const batchSize = 100;
+    try {
+      // Iterate through each page of new transaction updates for item
+      /* eslint-disable no-await-in-loop */
+      while (hasMore) {
+        const request = {
+          access_token: plaidAccessToken,
+          cursor: cursor,
+          count: batchSize,
+        };
+        const plaidInstance = new PlaidClientWrapper();
+        const response = await plaidInstance.transactionsSync(request);
+        const data = response.data;
+        // Add this page of results
+        added = added.concat(data.added);
+        modified = modified.concat(data.modified);
+        removed = removed.concat(data.removed);
+        hasMore = data.has_more;
+        // Update cursor to the next cursor
+        cursor = data.next_cursor;
+      }
+    } catch (err) {
+      console.error(`Error fetching transactions: ${err.message}`);
+      cursor = lastCursor;
+    }
+    return { added, modified, removed, cursor, accessToken: plaidAccessToken };
+  }
+}
diff --git a/packages/server/src/lib/Plaid/_types.ts b/packages/server/src/lib/Plaid/_types.ts
new file mode 100644
index 000000000..097ffc512
--- /dev/null
+++ b/packages/server/src/lib/Plaid/_types.ts
@@ -0,0 +1,41 @@
+export interface PlaidAccount {
+  account_id: string;
+  balances: {
+    available: number;
+    current: number;
+    iso_currency_code: string;
+    limit: null;
+    unofficial_currency_code: null;
+  };
+  mask: string;
+  name: string;
+  official_name: string;
+  persistent_account_id: string;
+  subtype: string;
+  type: string;
+}
+
+export interface PlaidTransaction {
+  account_id: string;
+  amount: number;
+  authorized_data: string;
+  category: string[];
+  check_number: number | null;
+  iso_currency_code: string;
+  transaction_id: string;
+  transaction_type: string;
+}
+
+export interface PlaidFetchedTransactionsUpdates {
+  added: any[];
+  modified: any[];
+  removed: any[];
+  accessToken: string;
+  cursor: string;
+}
+
+export interface SyncAccountsTransactionsTask {
+  tenantId: number;
+  plaidAccountId: number;
+  plaidTransactions: PlaidTransaction[];
+}
diff --git a/packages/server/src/lib/Plaid/utils.ts b/packages/server/src/lib/Plaid/utils.ts
new file mode 100644
index 000000000..0517f0446
--- /dev/null
+++ b/packages/server/src/lib/Plaid/utils.ts
@@ -0,0 +1,41 @@
+import * as R from 'ramda';
+import { IAccountCreateDTO, ICashflowNewCommandDTO } from '@/interfaces';
+import { PlaidAccount, PlaidTransaction } from './_types';
+
+export const transformPlaidAccountToCreateAccount = (
+  plaidAccount: PlaidAccount
+): IAccountCreateDTO => {
+  return {
+    name: plaidAccount.name,
+    code: '',
+    description: plaidAccount.official_name,
+    currencyCode: plaidAccount.balances.iso_currency_code,
+    accountType: 'cash',
+    active: true,
+    plaidAccountId: plaidAccount.account_id,
+  };
+};
+
+export const transformPlaidTrxsToCashflowCreate = R.curry(
+  (
+    cashflowAccountId: number,
+    creditAccountId: number,
+    plaidTranasction: PlaidTransaction,
+  ): ICashflowNewCommandDTO => {
+    return {
+      date: plaidTranasction.authorized_data,
+
+      transactionType: '',
+      description: '',
+
+      amount: plaidTranasction.amount,
+      exchangeRate: 1,
+      currencyCode: plaidTranasction.iso_currency_code,
+      creditAccountId,
+      cashflowAccountId,
+
+      // transactionNumber: string;
+      // referenceNo: string;
+    };
+  }
+);
diff --git a/packages/server/src/loaders/tenantModels.ts b/packages/server/src/loaders/tenantModels.ts
index fcf1936be..2a3a3664f 100644
--- a/packages/server/src/loaders/tenantModels.ts
+++ b/packages/server/src/loaders/tenantModels.ts
@@ -61,6 +61,7 @@ import Task from 'models/Task';
 import TaxRate from 'models/TaxRate';
 import TaxRateTransaction from 'models/TaxRateTransaction';
 import Attachment from 'models/Attachment';
+import PlaidItem from 'models/PlaidItem';
 
 export default (knex) => {
   const models = {
@@ -124,7 +125,8 @@ export default (knex) => {
     Task,
     TaxRate,
     TaxRateTransaction,
-    Attachment
+    Attachment,
+    PlaidItem
   };
   return mapValues(models, (model) => model.bindKnex(knex));
 };
diff --git a/packages/server/src/models/PlaidItem.ts b/packages/server/src/models/PlaidItem.ts
new file mode 100644
index 000000000..6dc515394
--- /dev/null
+++ b/packages/server/src/models/PlaidItem.ts
@@ -0,0 +1,24 @@
+import TenantModel from 'models/TenantModel';
+
+export default class PlaidItem extends TenantModel {
+  /**
+   * Table name.
+   */
+  static get tableName() {
+    return 'plaid_items';
+  }
+
+  /**
+   * Timestamps columns.
+   */
+  get timestamps() {
+    return [];
+  }
+
+  /**
+   * Relationship mapping.
+   */
+  static get relationMappings() {
+    return {};
+  }
+}
diff --git a/packages/server/src/services/Banking/Plaid/PlaidApplication.ts b/packages/server/src/services/Banking/Plaid/PlaidApplication.ts
index 05d814881..f641963f7 100644
--- a/packages/server/src/services/Banking/Plaid/PlaidApplication.ts
+++ b/packages/server/src/services/Banking/Plaid/PlaidApplication.ts
@@ -1,18 +1,33 @@
 import { Inject, Service } from 'typedi';
 import { PlaidLinkTokenService } from './PlaidLinkToken';
+import { PlaidItemService } from './PlaidItem';
+import { PlaidItemDTO } from './_types';
 
 @Service()
 export class PlaidApplication {
   @Inject()
   private getLinkTokenService: PlaidLinkTokenService;
 
+  @Inject()
+  private plaidItemService: PlaidItemService;
+
   /**
-   * 
-   * @param tenantId 
-   * @param itemId 
-   * @returns 
+   * Retrieves the Plaid link token.
+   * @param {number} tenantId
+   * @param {number} itemId
+   * @returns
    */
   public getLinkToken(tenantId: number) {
     return this.getLinkTokenService.getLinkToken(tenantId);
   }
+
+  /**
+   * Exchanges the Plaid access token.
+   * @param {number} tenantId
+   * @param {PlaidItemDTO} itemDTO
+   * @returns
+   */
+  public exchangeToken(tenantId: number, itemDTO: PlaidItemDTO) {
+    return this.plaidItemService.item(tenantId, itemDTO);
+  }
 }
diff --git a/packages/server/src/services/Banking/Plaid/PlaidItem.ts b/packages/server/src/services/Banking/Plaid/PlaidItem.ts
new file mode 100644
index 000000000..1c63c1ee4
--- /dev/null
+++ b/packages/server/src/services/Banking/Plaid/PlaidItem.ts
@@ -0,0 +1,42 @@
+import { Inject, Service } from 'typedi';
+import { PlaidClientWrapper } from '@/lib/Plaid';
+import { PlaidItemDTO } from './_types';
+import HasTenancyService from '@/services/Tenancy/TenancyService';
+import { PlaidUpdateTransactions } from '@/lib/Plaid/PlaidUpdateTransactions';
+
+@Service()
+export class PlaidItemService {
+  @Inject()
+  private tenancy: HasTenancyService;
+
+  @Inject()
+  private plaidUpdateTranasctions: PlaidUpdateTransactions;
+
+  /**
+   * 
+   * @param {number} tenantId 
+   * @param {PlaidItemDTO} itemDTO 
+   */
+  public async item(tenantId: number, itemDTO: PlaidItemDTO) {
+    const { PlaidItem } = this.tenancy.models(tenantId);
+    const { publicToken, institutionId } = itemDTO;
+
+    const plaidInstance = new PlaidClientWrapper();
+
+    // exchange the public token for a private access token and store with the item.
+    const response = await plaidInstance.itemPublicTokenExchange({
+      public_token: publicToken,
+    });
+    const plaidAccessToken = response.data.access_token;
+    const plaidItemId = response.data.item_id;
+
+    const plaidItem = await PlaidItem.query().insertAndFetch({
+      tenantId,
+      plaidAccessToken,
+      plaidItemId,
+      plaidInstitutionId: institutionId,
+    });
+    
+    this.plaidUpdateTranasctions.updateTransactions(tenantId, plaidItemId);
+  }
+}
diff --git a/packages/server/src/services/Banking/Plaid/_types.ts b/packages/server/src/services/Banking/Plaid/_types.ts
new file mode 100644
index 000000000..d944618d0
--- /dev/null
+++ b/packages/server/src/services/Banking/Plaid/_types.ts
@@ -0,0 +1,4 @@
+export interface PlaidItemDTO {
+  publicToken: string;
+  institutionId: string;
+}
diff --git a/packages/server/src/services/Cashflow/NewCashflowTransactionService.ts b/packages/server/src/services/Cashflow/NewCashflowTransactionService.ts
index 7c1c39d6f..45ef60308 100644
--- a/packages/server/src/services/Cashflow/NewCashflowTransactionService.ts
+++ b/packages/server/src/services/Cashflow/NewCashflowTransactionService.ts
@@ -86,6 +86,7 @@ export default class NewCashflowTransactionService {
       'cashflowAccountId',
       'creditAccountId',
       'branchId',
+      'plaidAccountId'
     ]);
     // Retreive the next invoice number.
     const autoNextNumber =
@@ -124,7 +125,7 @@ export default class NewCashflowTransactionService {
   public newCashflowTransaction = async (
     tenantId: number,
     newTransactionDTO: ICashflowNewCommandDTO,
-    userId: number
+    userId?: number 
   ): Promise<{ cashflowTransaction: ICashflowTransaction }> => {
     const { CashflowTransaction, Account } = this.tenancy.models(tenantId);