EXHIBIT 31.1

                                  CERTIFICATION


I, William F. Webster, President and Chief Executive Officer of Lakeside
Financial Group, Inc., which is the Manager of the Registrant, certify that:

1.     I have reviewed this quarterly report on Form 10-QSB of Lakeside
Mortgage Fund, LLC (the "Registrant");

2.     Based on my knowledge, this quarterly report does not contain any
untrue statement of a material fact or omit to state a material fact necessary
to make the statements made, in light of the circumstances under which such
statements were made, not misleading with respect to the period covered by this
quarterly report;

3.     Based on my knowledge, the financial statements, and other financial
information included in this quarterly report, fairly present in all material
respects the financial condition, results of operations and cash flows of the
Registrant as of, and for, the periods presented in this quarterly report;

4.     The Registrant's other certifying officer and I are responsible for
establishing and maintaining disclosure controls and procedures (as defined in
Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial
reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the
Registrant and have:

      (a) Designed such disclosure controls and procedures, or caused such
disclosure controls and procedures to be designed under our supervision, to
ensure that material information relating to the Registrant, including its
consolidated subsidiaries, is made known to us by others within those entities,
particularly during the period in which this quarterly report is being prepared;

      (b) Designed such internal control over financial reporting, or caused
such internal control over financial reporting to be designed under our
supervision, to provide reasonable assurance regarding the reliability of
financial reporting and the preparation of financial statements for external
purposes in accordance with generally accepted accounting principles;

      (c) Evaluated the effectiveness of the Registrant's disclosure controls
and procedures and presented in this quarterly report our conclusions about the
effectiveness of the disclosure controls and procedures, as of March 31, 2006,
based on such evaluation; and

      (d) Disclosed in this quarterly report any change in the Registrant's
internal control over financial reporting that occurred during the Registrant's
fiscal quarter ended March 31, 2006 that has materially affected, or is
reasonably likely to materially affect, the Registrant's internal control over
financial reporting; and

5.     The Registrant's other certifying officer and I have disclosed, based
on our most recent evaluation of internal control over financial reporting, to
the Registrant's auditors and the audit committee of the Registrant's board of
directors (or persons performing the equivalent functions):

<PAGE>

      (a) All significant deficiencies and material weaknesses in the design or
operation of internal control over financial reporting which are reasonably
likely to adversely affect the Registrant's ability to record, process,
summarize and report financial information; and

      (b) Any fraud, whether or not material, that involves management or other
employees who have a significant role in the Registrant's internal control over
financial reporting.


Dated:   May 12, 2006                            /S/ William F. Webster
                                                 ------------------------------
                                                 William F. Webster,
                                                 President of Manager
                                                 Lakeside Financial Group, Inc.