[sheet: Closing Checklist]

Item No.	Category	Deliverable / Action Item	Description / Details	Responsible Party	Due Date	Completion Date	Status	Notes
1	Settlement Agreement	Execution of Settlement Agreement and Stipulation of Settlement	Settlement Agreement and Stipulation executed by Jonathan R. Caldwell (Petitioner) and Dr. Elena M. Caldwell (Respondent), with counsel signatures by Priya Anand, Esq. (Calderwood & Harkness LLP) and Rachel Whitford, Esq. (Whitford Garza & Stein LLP)	Priya Anand / Calderwood & Harkness LLP; Rachel Whitford / Whitford Garza & Stein LLP	May 12, 2023	May 12, 2023	Complete	Fully executed original retained by each party's counsel
2	Court Filing	Filing of Settlement Agreement and Stipulation with Court	File executed Settlement Agreement and Stipulation with the Clerk of NY Supreme Court, New York County, Matrimonial Part 7, Index No. 312847/2022	Priya Anand / Calderwood & Harkness LLP	May 15, 2023	May 15, 2023	Complete	Filed with chambers of Hon. Patricia K. Lessing
3	Court Filing	Entry of Judgment of Divorce	Judgment of Divorce entered by Hon. Patricia K. Lessing, NY Supreme Court, New York County, Matrimonial Part 7	Court / Priya Anand / Calderwood & Harkness LLP	May 30, 2023	May 30, 2023	Complete	Judgment entered; certified copies obtained
4	Court Filing / QDRO	Submission of Qualified Domestic Relations Order (QDRO) to Court	Draft QDRO directing transfer of $600,000 from Jonathan R. Caldwell's 401(k) plan to Dr. Elena M. Caldwell as alternate payee, per IRC § 414(p) and ERISA; submit to NY Supreme Court for entry	Priya Anand / Calderwood & Harkness LLP	June 15, 2023	In Progress	Draft QDRO prepared; awaiting plan administrator review and court submission; $600,000 transfer amount per Settlement Agreement
5	QDRO	Service of QDRO on 401(k) Plan Administrator	Serve entered QDRO on the administrator of Mr. Caldwell's 401(k) plan to effectuate $600,000 transfer to Dr. Caldwell's designated rollover account	James Underwood / Calderwood & Harkness LLP	Within 10 business days of QDRO entry	Pending	Coordinate with plan administrator for processing timeline
6	Cash Payment	First Lump Sum Cash Installment — $8,000,000	Wire transfer of $8,000,000 from Jonathan R. Caldwell to Dr. Elena M. Caldwell, first installment of lump sum equitable distribution payment of $14,500,000 (inclusive of $2,555,000 marital residence buyout of Dr. Caldwell's 35% share of $7,300,000 net equity per prenuptial agreement)	Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP	July 29, 2023 (within 60 days of Judgment)	Pending	Wire instructions to be obtained from Whitford Garza & Stein LLP; $8.0M includes portion of marital residence buyout ($2.555M) and additional cash ($3.15M component allocated here)
7	Cash Payment	Second Lump Sum Cash Installment — $6,500,000	Wire transfer of $6,500,000 from Jonathan R. Caldwell to Dr. Elena M. Caldwell, second and final installment of lump sum equitable distribution payment	Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP	May 30, 2024 (within 12 months of Judgment)	Pending	Calendar reminder set; wire instructions confirmed at time of first installment
8	Real Property Transfer	Transfer of Vacation Property — 44 Dune Road, Westhampton Beach, NY 11978	Execute and record deed transferring title to vacation property at 44 Dune Road, Westhampton Beach, NY 11978 (value: $4,800,000) from Jonathan R. Caldwell to Dr. Elena M. Caldwell; IRC § 1041 tax-free transfer incident to divorce	Priya Anand / Calderwood & Harkness LLP; local counsel as needed	June 30, 2023	In Progress	Deed to be prepared; title search to confirm no liens; transfer tax exemption filing required; property valued at $4.8M
9	Real Property Transfer	Title Insurance / Title Search — 44 Dune Road	Obtain title search and, if required, owner's title insurance policy for Dr. Caldwell on vacation property transfer	James Underwood / Calderwood & Harkness LLP	June 30, 2023	In Progress	Coordinate with Suffolk County recording office
10	Financial Account Transfer	Transfer of Joint Brokerage Account — Mercer & Hall Securities LLC, Acct. ending 8812	Transfer joint brokerage account at Mercer & Hall Securities LLC (Acct. ending 8812, value: $4,600,000) to Dr. Elena M. Caldwell as sole account holder or to her designated account; IRC § 1041 tax-free transfer	Nadia Petrov / Calderwood & Harkness LLP; Mercer & Hall Securities LLC	June 30, 2023	In Progress	Account retitling/transfer forms submitted to Mercer & Hall Securities LLC at 399 Park Avenue, 16th Floor, New York, NY 10022; both parties' signatures required
11	Financial Account Transfer	Disposition of Joint Savings Account — Trident National Bank, Acct. ending 3301	Close or retitle joint savings account at Trident National Bank (Acct. ending 3301, balance: $1,200,000); allocate per Settlement Agreement	Nadia Petrov / Calderwood & Harkness LLP; Trident National Bank	June 30, 2023	Pending	Trident National Bank, 277 Broadway, New York, NY 10007; confirm allocation between parties per settlement terms
12	Vehicle Transfer	Title Transfer — 2021 Range Rover Autobiography	Transfer vehicle title for 2021 Range Rover Autobiography (value: $145,000) from Jonathan R. Caldwell to Dr. Elena M. Caldwell; NY DMV title transfer and registration	James Underwood / Calderwood & Harkness LLP	June 30, 2023	Pending	Obtain lien release if applicable; complete NY DMV MV-82 form; IRC § 1041 transfer
13	Personal Property Transfer	Art Collection Transfer — Specified Pieces	Transfer specified art pieces (value: $850,000) from marital art collection (total marital collection: $1,800,000) to Dr. Elena M. Caldwell per schedule attached to Settlement Agreement	Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP	July 15, 2023	Pending	Art transfer schedule to be coordinated; arrange professional packing/shipping; obtain insurance for transit; Mr. Caldwell retains balance of art collection
14	Trust Administration	Notification to Graymoor Trust Company — Caldwell Children's Education Trust	Notify Graymoor Trust Company (520 Madison Avenue, 14th Floor, New York, NY 10022) of the Judgment of Divorce and Settlement Agreement terms as they relate to the Caldwell Children's Education Trust (Tax ID: 81-4620537, current value: $3,100,000); confirm both parties named as trust advisors; trust remains in place for benefit of Sophia Caldwell and Alexander Caldwell	Nadia Petrov / Calderwood & Harkness LLP	June 15, 2023	Pending	Education Trust established January 15, 2016; funded with $2.0M from marital funds; Graymoor Trust Company continues as trustee per Settlement Agreement
15	Trust Administration	Notification to Graymoor Trust Company — Jonathan R. Caldwell 2010 Irrevocable Trust	Notify Graymoor Trust Company of the Judgment of Divorce regarding the Jonathan R. Caldwell 2010 Irrevocable Trust (Tax ID: 36-7294851, current value: $9,700,000); confirm trust is not marital property and remains undisturbed; beneficiaries: Sophia Caldwell and Alexander Caldwell	Nadia Petrov / Calderwood & Harkness LLP	June 15, 2023	Pending	2010 Trust established October 22, 2010; funded with $5.0M from Mr. Caldwell's separate property; not subject to equitable distribution
16	Beneficiary Designations	Update Beneficiary Designations — Mr. Caldwell's Accounts and Policies	Update beneficiary designations on Mr. Caldwell's 401(k) (marital portion: $2,300,000, less $600,000 QDRO transfer), life insurance policies, brokerage account at Mercer & Hall Securities (Acct. ending 4477, value: $14,300,000 — separate property), and any other accounts to remove Dr. Caldwell as beneficiary as appropriate post-divorce	Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP	July 15, 2023	Pending	Coordinate with Mercer & Hall Securities LLC and 401(k) plan administrator; Mr. Caldwell retains Acct. ending 4477 as separate property
17	Beneficiary Designations	Update Beneficiary Designations — Dr. Caldwell's Accounts and Policies	Confirm Dr. Caldwell updates beneficiary designations on her retirement accounts (SEP-IRA and 401(k), combined value: $1,100,000) and Baranova Dermatology & Aesthetics PLLC (EIN: 46-3827194) related accounts to remove Mr. Caldwell as beneficiary as appropriate	Rachel Whitford / Whitford Garza & Stein LLP	July 15, 2023	Pending	Letter to opposing counsel requesting confirmation of completion
18	Marital Residence	Marital Residence Buyout Confirmation — 14 Gramercy Park South, Apt. PH-A	Confirm completion of buyout of Dr. Caldwell's 35% interest in marital residence net equity ($2,555,000 = 35% × $7,300,000 net equity; appraised value $11,400,000 less $4,100,000 mortgage with Trident National Bank, Loan No. TN-2010-447821); buyout amount included in first lump sum cash installment; Mr. Caldwell retains sole title	Priya Anand / Calderwood & Harkness LLP	July 29, 2023	Pending	No deed transfer required — Mr. Caldwell already holds sole title; obtain quitclaim deed or confirmation from Dr. Caldwell relinquishing any equitable interest
19	Spousal Maintenance	Commence Spousal Maintenance Payments	Mr. Caldwell to begin monthly spousal maintenance payments of $15,000/month to Dr. Caldwell for 48 months (total obligation: $720,000); per prenuptial agreement cap; non-deductible by payor / non-includable by payee under post-TCJA rules	Jonathan R. Caldwell	June 30, 2023 (first payment)	Pending	Set up automatic monthly payment; last payment due approximately June 2027; 48-month term consistent with prenup provision for marriages exceeding 10 years
20	Child Support	Commence Child Support Payments	Mr. Caldwell to begin monthly child support payments of $17,000/month ($8,500/month per child — Sophia Caldwell, DOB 2/12/2012, and Alexander Caldwell, DOB 8/29/2014) to Dr. Caldwell; continues until each child reaches age 18 or graduates high school, whichever is later; replaces pendente lite temporary child support of $14,000/month ordered September 30, 2022	Jonathan R. Caldwell	June 30, 2023 (first payment at new amount)	Pending	Plus 75% of Lockwood Academy tuition (Sophia: $58,500/yr; Alexander: $54,200/yr), extracurricular activities, and uninsured medical expenses
21	Tax Filings	Confirm Separate Tax Filing Status for 2022	Both parties to file separately for tax year 2022 as agreed in Settlement Agreement; coordinate with respective tax advisors	Leonard Cross / Calderwood & Harkness LLP (client side); Whitford Garza & Stein LLP (respondent side)	October 15, 2023 (extended filing deadline if applicable)	Pending	Confirm IRC § 1041 tax-free treatment for all property transfers incident to divorce; maintenance payments non-deductible/non-includable post-TCJA
22	Entity Notifications	Notification to Caldwell Meridian Capital LLC	Notify Caldwell Meridian Capital LLC (EIN: 26-4831057; 590 Madison Avenue, 30th Floor, New York, NY 10022) of Judgment of Divorce; confirm Mr. Caldwell retains 85% ownership interest (remaining 15%: Derek Fong 10%, Alicia Drummond 5%); update operating agreement records if needed	Priya Anand / Calderwood & Harkness LLP	June 15, 2023	Pending	CMC settlement valuation: $36.55M (85% interest basis); enterprise value negotiated between client's position ($38.2M per Pinnacle Valuation Group LLC) and respondent's position ($52.7M per Ng Barker & Cole LLP)
23	Entity Notifications	Notification to Caldwell Realty Holdings LP / Caldwell Realty GP LLC	Notify Caldwell Realty Holdings LP (EIN: 27-1924683) and Caldwell Realty GP LLC (EIN: 27-1924690) of Judgment of Divorce; confirm Mr. Caldwell retains all interests; 12 properties (3 pre-marital, 9 marital); total net equity $45.1M; outstanding debt $18.7M with Trident National Bank (Revolving Credit Facility No. TN-CRH-2017-09034)	Priya Anand / Calderwood & Harkness LLP	June 15, 2023	Pending	Update partnership records; Mr. Caldwell retains 100% of general partner entity (CRH GP LLC)
24	Prenuptial Agreement	Confirmation of Withdrawal of Prenuptial Agreement Challenge	Confirm that Respondent has formally withdrawn challenge to validity of prenuptial agreement executed June 7, 2008 (drafted by Gerald Sable, Esq. of Harwick & Sable LLP for Mr. Caldwell; reviewed by Miriam Fedorov, Esq. of Fedorov Law Office for Dr. Baranova); withdrawal per terms of global settlement	Rachel Whitford / Whitford Garza & Stein LLP	May 12, 2023	May 12, 2023	Complete	Withdrawal executed as part of Settlement Agreement and Stipulation; prenup upheld in material terms

25	Custody / Parenting	Execution of Custody and Parenting Plan	Confirm joint legal custody arrangement; primary residential custody with Dr. Caldwell at 320 West 76th Street, Apt. 12B, New York, NY 10023; Mr. Caldwell parenting time: every other weekend (Fri 5 PM to Sun 7 PM), one weeknight dinner, alternating holidays, four weeks in summer	Priya Anand / Calderwood & Harkness LLP; Rachel Whitford / Whitford Garza & Stein LLP	May 12, 2023	May 12, 2023	Complete	Incorporated into Judgment of Divorce entered May 30, 2023
26	Insurance / Mortgage	Update Insurance Policies — Marital Residence and Vacation Property	Update homeowner's insurance on marital residence (14 Gramercy Park South) to reflect Mr. Caldwell as sole owner; obtain new homeowner's insurance for Dr. Caldwell on vacation property at 44 Dune Road post-transfer; notify Trident National Bank (mortgage holder, Loan No. TN-2010-447821) of divorce	James Underwood / Calderwood & Harkness LLP	July 15, 2023	Pending	Ensure mortgage lender notification does not trigger due-on-sale clause on marital residence
27	Vehicle Retention	Confirm Retention — 2018 Porsche 911 Turbo S	Confirm Mr. Caldwell retains title to 2018 Porsche 911 Turbo S (value: $175,000); no transfer action required	James Underwood / Calderwood & Harkness LLP	June 15, 2023	Pending	Verify title is solely in Mr. Caldwell's name; update insurance if Dr. Caldwell was listed
28	Expert / Vendor Payments	Confirm Payment of Expert Fees and Costs	Confirm all expert fees and engagement costs paid: Hague Thornton & Associates CPAs ($89,000 — forensic accounting/business valuation); Pinnacle Valuation Group LLC ($28,500 — business valuation); Castellano ADR Services LLC ($7,100 — mediator fees); total costs advanced: $124,600	Douglas Carmichael / Calderwood & Harkness LLP	June 30, 2023	In Progress	Total C&H engagement cost: $812,000 ($687,400 fees + $124,600 costs); verify all invoices settled
29	File Closing	Close Matter File — Calderwood & Harkness LLP	Finalize and close matter file; archive all documents, correspondence, court filings, expert reports, and settlement documents; prepare final billing statement for Mr. Caldwell; return any unused retainer balance from initial $150,000 retainer	Douglas Carmichael / Calderwood & Harkness LLP	July 31, 2023	Pending	Matter opened June 14, 2022; Judgment entered May 30, 2023; engagement team: Priya Anand (responsible partner), Douglas Carmichael (billing partner), Nadia Petrov (lead associate), James Underwood (working associate), Leonard Cross (specialist tax partner)

[sheet: Settlement Distribution Summary]

Component	Value	Transfer Method	Checklist Item Ref.	Status
Lump Sum Cash — Installment 1	$8,000,000	Wire transfer within 60 days of Judgment (by 7/29/2023)	6	Pending
Lump Sum Cash — Installment 2	$6,500,000	Wire transfer within 12 months of Judgment (by 5/30/2024)	7	Pending
Vacation Property — 44 Dune Road, Westhampton Beach, NY 11978	$4,800,000	Deed transfer; IRC § 1041 tax-free	8	In Progress
Joint Brokerage Account — Mercer & Hall Securities, Acct. ending 8812	$4,600,000	Account retitling/transfer	10	In Progress
Marital Residence Buyout (35% of $7.3M net equity per prenup)	$2,555,000	Included in lump sum cash installment 1	18	Pending
QDRO Transfer from Mr. Caldwell's 401(k)	$600,000	QDRO; rollover to Dr. Caldwell's designated account	4	In Progress
Art Collection — Specified Pieces	$850,000	Physical transfer per schedule	13	Pending
2021 Range Rover Autobiography	$145,000	Vehicle title transfer; NY DMV	12	Pending
Additional Cash	$3,150,000	Included in lump sum cash installments	6	Pending
TOTAL EQUITABLE DISTRIBUTION TO DR. CALDWELL	$31,200,000

[sheet: Key Dates & Deadlines]

Date	Event / Deadline	Responsible Party	Checklist Item Ref.	Status
May 12, 2023	Settlement Agreement and Stipulation executed	All parties / counsel	1	Complete
May 15, 2023	Settlement Agreement filed with Court	Priya Anand / C&H	2	Complete
May 30, 2023	Judgment of Divorce entered by Hon. Patricia K. Lessing	Court	3	Complete
June 15, 2023	QDRO submitted to Court	Priya Anand / C&H	4	In Progress
June 15, 2023	Notify Graymoor Trust Company re Education Trust and 2010 Trust	Nadia Petrov / C&H	14, 15	Pending
June 15, 2023	Notify CMC and CRH/CRH GP of Judgment	Priya Anand / C&H	22, 23	Pending
June 30, 2023	Transfer vacation property deed — 44 Dune Road	Priya Anand / C&H	8	In Progress
June 30, 2023	Transfer joint brokerage Acct. ending 8812	Nadia Petrov / C&H	10	In Progress
June 30, 2023	Dispose/retitle joint savings Acct. ending 3301	Nadia Petrov / C&H	11	Pending
June 30, 2023	Vehicle title transfer — 2021 Range Rover	James Underwood / C&H	12	Pending
June 30, 2023	First spousal maintenance payment ($15,000)	Jonathan R. Caldwell	19	Pending
June 30, 2023	First child support payment at new rate ($17,000/month)	Jonathan R. Caldwell	20	Pending
June 30, 2023	Confirm expert/vendor fee payments ($124,600 total costs)	Douglas Carmichael / C&H	28	In Progress
July 15, 2023	Art transfer — specified pieces ($850,000)	Jonathan R. Caldwell / Priya Anand	13	Pending
July 15, 2023	Update beneficiary designations (both parties)	Priya Anand / C&H; Rachel Whitford / WGS	16, 17	Pending
July 15, 2023	Update insurance policies — marital residence and vacation property	James Underwood / C&H	26	Pending
July 29, 2023	First lump sum cash installment — $8,000,000 (60 days post-Judgment)	Jonathan R. Caldwell	6	Pending
July 31, 2023	Close matter file — Calderwood & Harkness LLP	Douglas Carmichael / C&H	29	Pending
May 30, 2024	Second lump sum cash installment — $6,500,000 (12 months post-Judgment)	Jonathan R. Caldwell	7	Pending

[sheet: Contact Directory]

Name / Entity	Role	Contact Person	Address	Phone	Email	Account / Reference No.
Calderwood & Harkness LLP	Client's Law Firm	Priya Anand, Esq. (Responsible Partner); Douglas Carmichael, Esq. (Billing Partner); Nadia Petrov, Esq. (Lead Associate); James Underwood, Esq. (Working Associate); Leonard Cross, Esq. (Tax)	425 Lexington Avenue, 38th Floor, New York, NY 10017
Whitford Garza & Stein LLP	Respondent's Counsel	Rachel Whitford, Esq.	600 Third Avenue, 22nd Floor, New York, NY 10016
Jonathan R. Caldwell	Petitioner / Client	14 Gramercy Park South, Apt. PH-A, New York, NY 10003	SSN last 4: 8214
Dr. Elena M. Caldwell (née Baranova)	Respondent	320 West 76th Street, Apt. 12B, New York, NY 10023	SSN last 4: 5039
Mercer & Hall Securities LLC	Brokerage Firm	399 Park Avenue, 16th Floor, New York, NY 10022	Acct. 4477 (Mr. Caldwell, separate); Acct. 8812 (Joint)
Trident National Bank	Mortgage Lender / Bank	277 Broadway, New York, NY 10007	Mortgage Loan No. TN-2010-447821; Revolving Credit Facility TN-CRH-2017-09034; Joint Savings Acct. ending 3301
Graymoor Trust Company	Trust Administrator	520 Madison Avenue, 14th Floor, New York, NY 10022	2010 Trust Tax ID: 36-7294851; Education Trust Tax ID: 81-4620537
Hague Thornton & Associates CPAs	Forensic Accountant (Client's Expert)	Martin Hague, CPA	450 Park Avenue, Suite 1800, New York, NY 10022	Expert fee: $89,000
Pinnacle Valuation Group LLC	Business Valuator (Client's Expert)	Dr. Vivian Osei, CFA, ASA	110 William Street, Suite 2400, New York, NY 10038	Expert fee: $28,500
Ng Barker & Cole LLP	Forensic Accountant (Respondent's Expert)	Catherine Ng, CPA	1330 Avenue of the Americas, Suite 700, New York, NY 10019
Castellano ADR Services LLC	Mediator	Hon. Robert Castellano (Ret.)	100 Church Street, Suite 800, New York, NY 10007	Mediator fee: $7,100
Caldwell Meridian Capital LLC	Client's Asset Management Firm	Jonathan R. Caldwell (85% owner)	590 Madison Avenue, 30th Floor, New York, NY 10022	EIN: 26-4831057
Caldwell Realty Holdings LP	Client's Real Estate Entity	Jonathan R. Caldwell	590 Madison Avenue, 30th Floor, New York, NY 10022	EIN: 27-1924683
Caldwell Realty GP LLC	General Partner of CRH	Jonathan R. Caldwell	590 Madison Avenue, 30th Floor, New York, NY 10022	EIN: 27-1924690
Baranova Dermatology & Aesthetics PLLC	Respondent's Medical Practice	Dr. Elena M. Caldwell	1120 Park Avenue, Suite 3A, New York, NY 10128 (Location 1); 200 West 57th Street, Suite 607, New York, NY 10019 (Location 2)	EIN: 46-3827194
Lockwood Academy	Children's School	251 East 84th Street, New York, NY 10028	Sophia tuition: $58,500/yr; Alexander tuition: $54,200/yr
NY Supreme Court, New York County	Court	Hon. Patricia K. Lessing, Matrimonial Part 7	Index No. 312847/2022

[sheet: Closing Checklist]
Item No. | Category | Deliverable / Action Item | Description / Details | Responsible Party | Due Date | Completion Date | Status | Notes
1 | Settlement Agreement | Execution of Settlement Agreement and Stipulation of Settlement | Settlement Agreement and Stipulation executed by Jonathan R. Caldwell (Petitioner) and Dr. Elena M. Caldwell (Respondent), with counsel signatures by Priya Anand, Esq. (Calderwood & Harkness LLP) and Rachel Whitford, Esq. (Whitford Garza & Stein LLP) | Priya Anand / Calderwood & Harkness LLP; Rachel Whitford / Whitford Garza & Stein LLP | May 12, 2023 | May 12, 2023 | Complete | Fully executed original retained by each party's counsel
2 | Court Filing | Filing of Settlement Agreement and Stipulation with Court | File executed Settlement Agreement and Stipulation with the Clerk of NY Supreme Court, New York County, Matrimonial Part 7, Index No. 312847/2022 | Priya Anand / Calderwood & Harkness LLP | May 15, 2023 | May 15, 2023 | Complete | Filed with chambers of Hon. Patricia K. Lessing
3 | Court Filing | Entry of Judgment of Divorce | Judgment of Divorce entered by Hon. Patricia K. Lessing, NY Supreme Court, New York County, Matrimonial Part 7 | Court / Priya Anand / Calderwood & Harkness LLP | May 30, 2023 | May 30, 2023 | Complete | Judgment entered; certified copies obtained
4 | Court Filing / QDRO | Submission of Qualified Domestic Relations Order (QDRO) to Court | Draft QDRO directing transfer of $600,000 from Jonathan R. Caldwell's 401(k) plan to Dr. Elena M. Caldwell as alternate payee, per IRC § 414(p) and ERISA; submit to NY Supreme Court for entry | Priya Anand / Calderwood & Harkness LLP | June 15, 2023 | In Progress | Draft QDRO prepared; awaiting plan administrator review and court submission; $600,000 transfer amount per Settlement Agreement
5 | QDRO | Service of QDRO on 401(k) Plan Administrator | Serve entered QDRO on the administrator of Mr. Caldwell's 401(k) plan to effectuate $600,000 transfer to Dr. Caldwell's designated rollover account | James Underwood / Calderwood & Harkness LLP | Within 10 business days of QDRO entry | Pending | Coordinate with plan administrator for processing timeline
6 | Cash Payment | First Lump Sum Cash Installment — $8,000,000 | Wire transfer of $8,000,000 from Jonathan R. Caldwell to Dr. Elena M. Caldwell, first installment of lump sum equitable distribution payment of $14,500,000 (inclusive of $2,555,000 marital residence buyout of Dr. Caldwell's 35% share of $7,300,000 net equity per prenuptial agreement) | Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP | July 29, 2023 (within 60 days of Judgment) | Pending | Wire instructions to be obtained from Whitford Garza & Stein LLP; $8.0M includes portion of marital residence buyout ($2.555M) and additional cash ($3.15M component allocated here)
7 | Cash Payment | Second Lump Sum Cash Installment — $6,500,000 | Wire transfer of $6,500,000 from Jonathan R. Caldwell to Dr. Elena M. Caldwell, second and final installment of lump sum equitable distribution payment | Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP | May 30, 2024 (within 12 months of Judgment) | Pending | Calendar reminder set; wire instructions confirmed at time of first installment
8 | Real Property Transfer | Transfer of Vacation Property — 44 Dune Road, Westhampton Beach, NY 11978 | Execute and record deed transferring title to vacation property at 44 Dune Road, Westhampton Beach, NY 11978 (value: $4,800,000) from Jonathan R. Caldwell to Dr. Elena M. Caldwell; IRC § 1041 tax-free transfer incident to divorce | Priya Anand / Calderwood & Harkness LLP; local counsel as needed | June 30, 2023 | In Progress | Deed to be prepared; title search to confirm no liens; transfer tax exemption filing required; property valued at $4.8M
9 | Real Property Transfer | Title Insurance / Title Search — 44 Dune Road | Obtain title search and, if required, owner's title insurance policy for Dr. Caldwell on vacation property transfer | James Underwood / Calderwood & Harkness LLP | June 30, 2023 | In Progress | Coordinate with Suffolk County recording office
10 | Financial Account Transfer | Transfer of Joint Brokerage Account — Mercer & Hall Securities LLC, Acct. ending 8812 | Transfer joint brokerage account at Mercer & Hall Securities LLC (Acct. ending 8812, value: $4,600,000) to Dr. Elena M. Caldwell as sole account holder or to her designated account; IRC § 1041 tax-free transfer | Nadia Petrov / Calderwood & Harkness LLP; Mercer & Hall Securities LLC | June 30, 2023 | In Progress | Account retitling/transfer forms submitted to Mercer & Hall Securities LLC at 399 Park Avenue, 16th Floor, New York, NY 10022; both parties' signatures required
11 | Financial Account Transfer | Disposition of Joint Savings Account — Trident National Bank, Acct. ending 3301 | Close or retitle joint savings account at Trident National Bank (Acct. ending 3301, balance: $1,200,000); allocate per Settlement Agreement | Nadia Petrov / Calderwood & Harkness LLP; Trident National Bank | June 30, 2023 | Pending | Trident National Bank, 277 Broadway, New York, NY 10007; confirm allocation between parties per settlement terms
12 | Vehicle Transfer | Title Transfer — 2021 Range Rover Autobiography | Transfer vehicle title for 2021 Range Rover Autobiography (value: $145,000) from Jonathan R. Caldwell to Dr. Elena M. Caldwell; NY DMV title transfer and registration | James Underwood / Calderwood & Harkness LLP | June 30, 2023 | Pending | Obtain lien release if applicable; complete NY DMV MV-82 form; IRC § 1041 transfer
13 | Personal Property Transfer | Art Collection Transfer — Specified Pieces | Transfer specified art pieces (value: $850,000) from marital art collection (total marital collection: $1,800,000) to Dr. Elena M. Caldwell per schedule attached to Settlement Agreement | Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP | July 15, 2023 | Pending | Art transfer schedule to be coordinated; arrange professional packing/shipping; obtain insurance for transit; Mr. Caldwell retains balance of art collection
14 | Trust Administration | Notification to Graymoor Trust Company — Caldwell Children's Education Trust | Notify Graymoor Trust Company (520 Madison Avenue, 14th Floor, New York, NY 10022) of the Judgment of Divorce and Settlement Agreement terms as they relate to the Caldwell Children's Education Trust (Tax ID: 81-4620537, current value: $3,100,000); confirm both parties named as trust advisors; trust remains in place for benefit of Sophia Caldwell and Alexander Caldwell | Nadia Petrov / Calderwood & Harkness LLP | June 15, 2023 | Pending | Education Trust established January 15, 2016; funded with $2.0M from marital funds; Graymoor Trust Company continues as trustee per Settlement Agreement
15 | Trust Administration | Notification to Graymoor Trust Company — Jonathan R. Caldwell 2010 Irrevocable Trust | Notify Graymoor Trust Company of the Judgment of Divorce regarding the Jonathan R. Caldwell 2010 Irrevocable Trust (Tax ID: 36-7294851, current value: $9,700,000); confirm trust is not marital property and remains undisturbed; beneficiaries: Sophia Caldwell and Alexander Caldwell | Nadia Petrov / Calderwood & Harkness LLP | June 15, 2023 | Pending | 2010 Trust established October 22, 2010; funded with $5.0M from Mr. Caldwell's separate property; not subject to equitable distribution
16 | Beneficiary Designations | Update Beneficiary Designations — Mr. Caldwell's Accounts and Policies | Update beneficiary designations on Mr. Caldwell's 401(k) (marital portion: $2,300,000, less $600,000 QDRO transfer), life insurance policies, brokerage account at Mercer & Hall Securities (Acct. ending 4477, value: $14,300,000 — separate property), and any other accounts to remove Dr. Caldwell as beneficiary as appropriate post-divorce | Jonathan R. Caldwell / Priya Anand / Calderwood & Harkness LLP | July 15, 2023 | Pending | Coordinate with Mercer & Hall Securities LLC and 401(k) plan administrator; Mr. Caldwell retains Acct. ending 4477 as separate property
17 | Beneficiary Designations | Update Beneficiary Designations — Dr. Caldwell's Accounts and Policies | Confirm Dr. Caldwell updates beneficiary designations on her retirement accounts (SEP-IRA and 401(k), combined value: $1,100,000) and Baranova Dermatology & Aesthetics PLLC (EIN: 46-3827194) related accounts to remove Mr. Caldwell as beneficiary as appropriate | Rachel Whitford / Whitford Garza & Stein LLP | July 15, 2023 | Pending | Letter to opposing counsel requesting confirmation of completion
18 | Marital Residence | Marital Residence Buyout Confirmation — 14 Gramercy Park South, Apt. PH-A | Confirm completion of buyout of Dr. Caldwell's 35% interest in marital residence net equity ($2,555,000 = 35% × $7,300,000 net equity; appraised value $11,400,000 less $4,100,000 mortgage with Trident National Bank, Loan No. TN-2010-447821); buyout amount included in first lump sum cash installment; Mr. Caldwell retains sole title | Priya Anand / Calderwood & Harkness LLP | July 29, 2023 | Pending | No deed transfer required — Mr. Caldwell already holds sole title; obtain quitclaim deed or confirmation from Dr. Caldwell relinquishing any equitable interest
19 | Spousal Maintenance | Commence Spousal Maintenance Payments | Mr. Caldwell to begin monthly spousal maintenance payments of $15,000/month to Dr. Caldwell for 48 months (total obligation: $720,000); per prenuptial agreement cap; non-deductible by payor / non-includable by payee under post-TCJA rules | Jonathan R. Caldwell | June 30, 2023 (first payment) | Pending | Set up automatic monthly payment; last payment due approximately June 2027; 48-month term consistent with prenup provision for marriages exceeding 10 years
20 | Child Support | Commence Child Support Payments | Mr. Caldwell to begin monthly child support payments of $17,000/month ($8,500/month per child — Sophia Caldwell, DOB 2/12/2012, and Alexander Caldwell, DOB 8/29/2014) to Dr. Caldwell; continues until each child reaches age 18 or graduates high school, whichever is later; replaces pendente lite temporary child support of $14,000/month ordered September 30, 2022 | Jonathan R. Caldwell | June 30, 2023 (first payment at new amount) | Pending | Plus 75% of Lockwood Academy tuition (Sophia: $58,500/yr; Alexander: $54,200/yr), extracurricular activities, and uninsured medical expenses
21 | Tax Filings | Confirm Separate Tax Filing Status for 2022 | Both parties to file separately for tax year 2022 as agreed in Settlement Agreement; coordinate with respective tax advisors | Leonard Cross / Calderwood & Harkness LLP (client side); Whitford Garza & Stein LLP (respondent side) | October 15, 2023 (extended filing deadline if applicable) | Pending | Confirm IRC § 1041 tax-free treatment for all property transfers incident to divorce; maintenance payments non-deductible/non-includable post-TCJA
22 | Entity Notifications | Notification to Caldwell Meridian Capital LLC | Notify Caldwell Meridian Capital LLC (EIN: 26-4831057; 590 Madison Avenue, 30th Floor, New York, NY 10022) of Judgment of Divorce; confirm Mr. Caldwell retains 85% ownership interest (remaining 15%: Derek Fong 10%, Alicia Drummond 5%); update operating agreement records if needed | Priya Anand / Calderwood & Harkness LLP | June 15, 2023 | Pending | CMC settlement valuation: $36.55M (85% interest basis); enterprise value negotiated between client's position ($38.2M per Pinnacle Valuation Group LLC) and respondent's position ($52.7M per Ng Barker & Cole LLP)
23 | Entity Notifications | Notification to Caldwell Realty Holdings LP / Caldwell Realty GP LLC | Notify Caldwell Realty Holdings LP (EIN: 27-1924683) and Caldwell Realty GP LLC (EIN: 27-1924690) of Judgment of Divorce; confirm Mr. Caldwell retains all interests; 12 properties (3 pre-marital, 9 marital); total net equity $45.1M; outstanding debt $18.7M with Trident National Bank (Revolving Credit Facility No. TN-CRH-2017-09034) | Priya Anand / Calderwood & Harkness LLP | June 15, 2023 | Pending | Update partnership records; Mr. Caldwell retains 100% of general partner entity (CRH GP LLC)
24 | Prenuptial Agreement | Confirmation of Withdrawal of Prenuptial Agreement Challenge | Confirm that Respondent has formally withdrawn challenge to validity of prenuptial agreement executed June 7, 2008 (drafted by Gerald Sable, Esq. of Harwick & Sable LLP for Mr. Caldwell; reviewed by Miriam Fedorov, Esq. of Fedorov Law Office for Dr. Baranova); withdrawal per terms of global settlement | Rachel Whitford / Whitford Garza & Stein LLP | May 12, 2023 | May 12, 2023 | Complete | Withdrawal executed as part of Settlement Agreement and Stipulation; prenup upheld in material terms
25 | Custody / Parenting | Execution of Custody and Parenting Plan | Confirm joint legal custody arrangement; primary residential custody with Dr. Caldwell at 320 West 76th Street, Apt. 12B, New York, NY 10023; Mr. Caldwell parenting time: every other weekend (Fri 5 PM to Sun 7 PM), one weeknight dinner, alternating holidays, four weeks in summer | Priya Anand / Calderwood & Harkness LLP; Rachel Whitford / Whitford Garza & Stein LLP | May 12, 2023 | May 12, 2023 | Complete | Incorporated into Judgment of Divorce entered May 30, 2023
26 | Insurance / Mortgage | Update Insurance Policies — Marital Residence and Vacation Property | Update homeowner's insurance on marital residence (14 Gramercy Park South) to reflect Mr. Caldwell as sole owner; obtain new homeowner's insurance for Dr. Caldwell on vacation property at 44 Dune Road post-transfer; notify Trident National Bank (mortgage holder, Loan No. TN-2010-447821) of divorce | James Underwood / Calderwood & Harkness LLP | July 15, 2023 | Pending | Ensure mortgage lender notification does not trigger due-on-sale clause on marital residence
27 | Vehicle Retention | Confirm Retention — 2018 Porsche 911 Turbo S | Confirm Mr. Caldwell retains title to 2018 Porsche 911 Turbo S (value: $175,000); no transfer action required | James Underwood / Calderwood & Harkness LLP | June 15, 2023 | Pending | Verify title is solely in Mr. Caldwell's name; update insurance if Dr. Caldwell was listed
28 | Expert / Vendor Payments | Confirm Payment of Expert Fees and Costs | Confirm all expert fees and engagement costs paid: Hague Thornton & Associates CPAs ($89,000 — forensic accounting/business valuation); Pinnacle Valuation Group LLC ($28,500 — business valuation); Castellano ADR Services LLC ($7,100 — mediator fees); total costs advanced: $124,600 | Douglas Carmichael / Calderwood & Harkness LLP | June 30, 2023 | In Progress | Total C&H engagement cost: $812,000 ($687,400 fees + $124,600 costs); verify all invoices settled
29 | File Closing | Close Matter File — Calderwood & Harkness LLP | Finalize and close matter file; archive all documents, correspondence, court filings, expert reports, and settlement documents; prepare final billing statement for Mr. Caldwell; return any unused retainer balance from initial $150,000 retainer | Douglas Carmichael / Calderwood & Harkness LLP | July 31, 2023 | Pending | Matter opened June 14, 2022; Judgment entered May 30, 2023; engagement team: Priya Anand (responsible partner), Douglas Carmichael (billing partner), Nadia Petrov (lead associate), James Underwood (working associate), Leonard Cross (specialist tax partner)
[sheet: Settlement Distribution Summary]
Component | Value | Transfer Method | Checklist Item Ref. | Status
Lump Sum Cash — Installment 1 | $8,000,000 | Wire transfer within 60 days of Judgment (by 7/29/2023) | 6 | Pending
Lump Sum Cash — Installment 2 | $6,500,000 | Wire transfer within 12 months of Judgment (by 5/30/2024) | 7 | Pending
Vacation Property — 44 Dune Road, Westhampton Beach, NY 11978 | $4,800,000 | Deed transfer; IRC § 1041 tax-free | 8 | In Progress
Joint Brokerage Account — Mercer & Hall Securities, Acct. ending 8812 | $4,600,000 | Account retitling/transfer | 10 | In Progress
Marital Residence Buyout (35% of $7.3M net equity per prenup) | $2,555,000 | Included in lump sum cash installment 1 | 18 | Pending
QDRO Transfer from Mr. Caldwell's 401(k) | $600,000 | QDRO; rollover to Dr. Caldwell's designated account | 4 | In Progress
Art Collection — Specified Pieces | $850,000 | Physical transfer per schedule | 13 | Pending
2021 Range Rover Autobiography | $145,000 | Vehicle title transfer; NY DMV | 12 | Pending
Additional Cash | $3,150,000 | Included in lump sum cash installments | 6 | Pending
TOTAL EQUITABLE DISTRIBUTION TO DR. CALDWELL | $31,200,000
[sheet: Key Dates & Deadlines]
Date | Event / Deadline | Responsible Party | Checklist Item Ref. | Status
May 12, 2023 | Settlement Agreement and Stipulation executed | All parties / counsel | 1 | Complete
May 15, 2023 | Settlement Agreement filed with Court | Priya Anand / C&H | 2 | Complete
May 30, 2023 | Judgment of Divorce entered by Hon. Patricia K. Lessing | Court | 3 | Complete
June 15, 2023 | QDRO submitted to Court | Priya Anand / C&H | 4 | In Progress
June 15, 2023 | Notify Graymoor Trust Company re Education Trust and 2010 Trust | Nadia Petrov / C&H | 14, 15 | Pending
June 15, 2023 | Notify CMC and CRH/CRH GP of Judgment | Priya Anand / C&H | 22, 23 | Pending
June 30, 2023 | Transfer vacation property deed — 44 Dune Road | Priya Anand / C&H | 8 | In Progress
June 30, 2023 | Transfer joint brokerage Acct. ending 8812 | Nadia Petrov / C&H | 10 | In Progress
June 30, 2023 | Dispose/retitle joint savings Acct. ending 3301 | Nadia Petrov / C&H | 11 | Pending
June 30, 2023 | Vehicle title transfer — 2021 Range Rover | James Underwood / C&H | 12 | Pending
June 30, 2023 | First spousal maintenance payment ($15,000) | Jonathan R. Caldwell | 19 | Pending
June 30, 2023 | First child support payment at new rate ($17,000/month) | Jonathan R. Caldwell | 20 | Pending
June 30, 2023 | Confirm expert/vendor fee payments ($124,600 total costs) | Douglas Carmichael / C&H | 28 | In Progress
July 15, 2023 | Art transfer — specified pieces ($850,000) | Jonathan R. Caldwell / Priya Anand | 13 | Pending
July 15, 2023 | Update beneficiary designations (both parties) | Priya Anand / C&H; Rachel Whitford / WGS | 16, 17 | Pending
July 15, 2023 | Update insurance policies — marital residence and vacation property | James Underwood / C&H | 26 | Pending
July 29, 2023 | First lump sum cash installment — $8,000,000 (60 days post-Judgment) | Jonathan R. Caldwell | 6 | Pending
July 31, 2023 | Close matter file — Calderwood & Harkness LLP | Douglas Carmichael / C&H | 29 | Pending
May 30, 2024 | Second lump sum cash installment — $6,500,000 (12 months post-Judgment) | Jonathan R. Caldwell | 7 | Pending
[sheet: Contact Directory]
Name / Entity | Role | Contact Person | Address | Phone | Email | Account / Reference No.
Calderwood & Harkness LLP | Client's Law Firm | Priya Anand, Esq. (Responsible Partner); Douglas Carmichael, Esq. (Billing Partner); Nadia Petrov, Esq. (Lead Associate); James Underwood, Esq. (Working Associate); Leonard Cross, Esq. (Tax) | 425 Lexington Avenue, 38th Floor, New York, NY 10017
Whitford Garza & Stein LLP | Respondent's Counsel | Rachel Whitford, Esq. | 600 Third Avenue, 22nd Floor, New York, NY 10016
Jonathan R. Caldwell | Petitioner / Client | 14 Gramercy Park South, Apt. PH-A, New York, NY 10003 | SSN last 4: 8214
Dr. Elena M. Caldwell (née Baranova) | Respondent | 320 West 76th Street, Apt. 12B, New York, NY 10023 | SSN last 4: 5039
Mercer & Hall Securities LLC | Brokerage Firm | 399 Park Avenue, 16th Floor, New York, NY 10022 | Acct. 4477 (Mr. Caldwell, separate); Acct. 8812 (Joint)
Trident National Bank | Mortgage Lender / Bank | 277 Broadway, New York, NY 10007 | Mortgage Loan No. TN-2010-447821; Revolving Credit Facility TN-CRH-2017-09034; Joint Savings Acct. ending 3301
Graymoor Trust Company | Trust Administrator | 520 Madison Avenue, 14th Floor, New York, NY 10022 | 2010 Trust Tax ID: 36-7294851; Education Trust Tax ID: 81-4620537
Hague Thornton & Associates CPAs | Forensic Accountant (Client's Expert) | Martin Hague, CPA | 450 Park Avenue, Suite 1800, New York, NY 10022 | Expert fee: $89,000
Pinnacle Valuation Group LLC | Business Valuator (Client's Expert) | Dr. Vivian Osei, CFA, ASA | 110 William Street, Suite 2400, New York, NY 10038 | Expert fee: $28,500
Ng Barker & Cole LLP | Forensic Accountant (Respondent's Expert) | Catherine Ng, CPA | 1330 Avenue of the Americas, Suite 700, New York, NY 10019
Castellano ADR Services LLC | Mediator | Hon. Robert Castellano (Ret.) | 100 Church Street, Suite 800, New York, NY 10007 | Mediator fee: $7,100
Caldwell Meridian Capital LLC | Client's Asset Management Firm | Jonathan R. Caldwell (85% owner) | 590 Madison Avenue, 30th Floor, New York, NY 10022 | EIN: 26-4831057
Caldwell Realty Holdings LP | Client's Real Estate Entity | Jonathan R. Caldwell | 590 Madison Avenue, 30th Floor, New York, NY 10022 | EIN: 27-1924683
Caldwell Realty GP LLC | General Partner of CRH | Jonathan R. Caldwell | 590 Madison Avenue, 30th Floor, New York, NY 10022 | EIN: 27-1924690
Baranova Dermatology & Aesthetics PLLC | Respondent's Medical Practice | Dr. Elena M. Caldwell | 1120 Park Avenue, Suite 3A, New York, NY 10128 (Location 1); 200 West 57th Street, Suite 607, New York, NY 10019 (Location 2) | EIN: 46-3827194
Lockwood Academy | Children's School | 251 East 84th Street, New York, NY 10028 | Sophia tuition: $58,500/yr; Alexander tuition: $54,200/yr
NY Supreme Court, New York County | Court | Hon. Patricia K. Lessing, Matrimonial Part 7 | Index No. 312847/2022

[sheet: Closing Checklist]

Record

Parties

Dates

Amounts